{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T15:42:10Z","timestamp":1792683730478,"version":"4.5.0"},"reference-count":91,"publisher":"Springer Science and Business Media LLC","issue":"5","license":[{"start":{"date-parts":[[2026,10,8]],"date-time":"2026-10-08T00:00:00Z","timestamp":1791417600000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"},{"start":{"date-parts":[[2026,10,8]],"date-time":"2026-10-08T00:00:00Z","timestamp":1791417600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/www.springernature.com\/gp\/researchers\/text-and-data-mining"}],"funder":[{"name":"Seed Industry Revitalization Project of Jiangsu Province of China","award":["JBGS [2021]033"],"award-info":[{"award-number":["JBGS [2021]033"]}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["32470271"],"award-info":[{"award-number":["32470271"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Key Laboratory of Saline-Alkali Vegetation Ecology Restoration of the Ministry of Education","award":["0924240104"],"award-info":[{"award-number":["0924240104"]}]}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Planta"],"published-print":{"date-parts":[[2026,11]]},"DOI":"10.1007\/s00425-026-05192-8","type":"journal-article","created":{"date-parts":[[2026,10,8]],"date-time":"2026-10-08T12:00:44Z","timestamp":1791460844000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["The precursor paradox for monoterpene biosynthesis in angiosperms"],"prefix":"10.1007","volume":"264","author":[{"given":"Libao","family":"Zheng","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jia","family":"Liu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Fei","family":"Zhou","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1419-5166","authenticated-orcid":false,"given":"Shan","family":"Lu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"297","published-online":{"date-parts":[[2026,10,8]]},"reference":[{"key":"5192_CR1","doi-asserted-by":"publisher","first-page":"493","DOI":"10.1038\/s41586-024-07487-w","volume":"630","author":"J Abramson","year":"2024","unstructured":"Abramson J, Adler J, Dunger J et al (2024) Accurate structure prediction of biomolecular interactions with AlphaFold 3. Nature 630:493\u2013500","journal-title":"Nature"},{"key":"5192_CR2","doi-asserted-by":"publisher","first-page":"517","DOI":"10.1007\/s11103-020-00962-8","volume":"102","author":"AM Adal","year":"2020","unstructured":"Adal AM, Mahmoud SS (2020) Short-chain isoprenyl diphosphate synthases of lavender (Lavandula). Plant Mol Biol 102:517\u2013535","journal-title":"Plant Mol Biol"},{"key":"5192_CR3","doi-asserted-by":"publisher","first-page":"289","DOI":"10.1007\/s42994-021-00050-5","volume":"2","author":"MV Barja","year":"2021","unstructured":"Barja MV, Rodriguez-Concepcion M (2021) Plant geranylgeranyl diphosphate synthases: every (gene) family has a story. aBiotech 2:289\u2013298","journal-title":"aBiotech"},{"key":"5192_CR4","doi-asserted-by":"publisher","first-page":"493","DOI":"10.1111\/tpj.15304","volume":"107","author":"ME Bergman","year":"2021","unstructured":"Bergman ME, Bhardwaj M, Phillips MA (2021) Cytosolic geraniol and citronellol biosynthesis require a Nudix hydrolase in rose-scented geranium (Pelargonium graveolens). Plant J 107:493\u2013510","journal-title":"Plant J"},{"key":"5192_CR5","doi-asserted-by":"publisher","DOI":"10.1016\/j.plipres.2024.101287","volume":"95","author":"ME Bergman","year":"2024","unstructured":"Bergman ME, Kortbeek RWJ, Gutensohn M, Dudareva N (2024) Plant terpenoid biosynthetic network and its multiple layers of regulation. Prog Lipid Res 95:101287","journal-title":"Prog Lipid Res"},{"key":"5192_CR6","doi-asserted-by":"publisher","first-page":"146","DOI":"10.1016\/S0003-9861(03)00233-9","volume":"415","author":"JA Bick","year":"2003","unstructured":"Bick JA, Lange BM (2003) Metabolic cross talk between cytosolic and plastidial pathways of isoprenoid biosynthesis: unidirectional transport of intermediates across the chloroplast envelope membrane. Arch Biochem Biophys 415:146\u2013154","journal-title":"Arch Biochem Biophys"},{"key":"5192_CR7","doi-asserted-by":"publisher","first-page":"4126","DOI":"10.1073\/pnas.95.8.4126","volume":"95","author":"J Bohlmann","year":"1998","unstructured":"Bohlmann J, Meyer-Gauen G, Croteau R (1998) Plant terpenoid synthases: molecular biology and phylogenetic analysis. Proc Natl Acad Sci USA 95:4126\u20134133","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR8","doi-asserted-by":"publisher","first-page":"357","DOI":"10.1016\/j.plipres.2005.09.003","volume":"44","author":"F Bouvier","year":"2005","unstructured":"Bouvier F, Rahier A, Camara B (2005) Biogenesis, molecular regulation and function of plant isoprenoids. Prog Lipid Res 44:357\u2013429","journal-title":"Prog Lipid Res"},{"key":"5192_CR9","doi-asserted-by":"publisher","first-page":"130","DOI":"10.1016\/S0003-9861(02)00335-1","volume":"405","author":"C Burke","year":"2002","unstructured":"Burke C, Croteau R (2002) Geranyl diphosphate synthase from Abies grandis: cDNA isolation, functional expression, and characterization. Arch Biochem Biophys 405:130\u2013136","journal-title":"Arch Biochem Biophys"},{"key":"5192_CR10","doi-asserted-by":"publisher","first-page":"13062","DOI":"10.1073\/pnas.96.23.13062","volume":"96","author":"CC Burke","year":"1999","unstructured":"Burke CC, Wildung MR, Croteau R (1999) Geranyl diphosphate synthase: cloning, expression, and characterization of this prenyltransferase as a heterodimer. Proc Natl Acad Sci USA 96:13062\u201313067","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR11","doi-asserted-by":"publisher","first-page":"454","DOI":"10.1105\/tpc.109.071738","volume":"22","author":"T-H Chang","year":"2010","unstructured":"Chang T-H, Hsieh F-L, Ko T-P, Teng K-H, Liang P-H, Wang AH-J (2010) Structure of a heterotetrameric geranyl pyrophosphate synthase from Mint (Mentha piperita) reveals intersubunit regulation. Plant Cell 22:454\u2013467","journal-title":"Plant Cell"},{"key":"5192_CR12","doi-asserted-by":"publisher","first-page":"279","DOI":"10.1111\/tpj.16133","volume":"114","author":"Y-L Chang","year":"2023","unstructured":"Chang Y-L, Huang L-M, Kou X-Z, Chen Y-Y, Lin S-T, Jeng M-F, Yeh H-H, Tsai W-C, Chen H-H (2023) PbABCG1 and PbABCG2 transporters are required for the emission of floral monoterpenes in Phalaenopsis bellina. Plant J 114:279\u2013292","journal-title":"Plant J"},{"key":"5192_CR13","doi-asserted-by":"publisher","first-page":"212","DOI":"10.1111\/j.1365-313X.2011.04520.x","volume":"66","author":"F Chen","year":"2011","unstructured":"Chen F, Tholl D, Bohlmann J, Pichersky E (2011) The family of terpene synthases in plants: a mid-size family of genes for specialized metabolism that is highly diversified throughout the kingdom. Plant J 66:212\u2013229","journal-title":"Plant J"},{"key":"5192_CR14","doi-asserted-by":"publisher","first-page":"1434","DOI":"10.1016\/j.molp.2015.05.001","volume":"8","author":"Q Chen","year":"2015","unstructured":"Chen Q, Fan D, Wang G (2015) Heteromeric geranyl(geranyl) diphosphate synthase is involved in monoterpene biosynthesis in Arabidopsis flowers. Mol Plant 8:1434\u20131437","journal-title":"Mol Plant"},{"key":"5192_CR15","doi-asserted-by":"publisher","first-page":"968","DOI":"10.1021\/acssynbio.9b00135","volume":"8","author":"S Cheng","year":"2019","unstructured":"Cheng S, Liu X, Jiang G, Wu J, Zhang J, Lei D, Yuan Y, Qiao J, Zhao G (2019) Orthogonal engineering of biosynthetic pathway for efficient production of limonene in Saccharomyces cerevisiae. ACS Synth Biol 8:968\u2013975","journal-title":"ACS Synth Biol"},{"key":"5192_CR16","doi-asserted-by":"publisher","first-page":"11570","DOI":"10.1021\/acs.chemrev.7b00287","volume":"117","author":"DW Christianson","year":"2017","unstructured":"Christianson DW (2017) Structural and chemical biology of terpenoid cyclases. Chem Rev 117:11570\u201311648","journal-title":"Chem Rev"},{"key":"5192_CR17","doi-asserted-by":"publisher","first-page":"230","DOI":"10.3389\/fpls.2014.00230","volume":"5","author":"D Coman","year":"2014","unstructured":"Coman D, Altenhoff A, Zoller S, Gruissem W, Vranov\u00e1 E (2014) Distinct evolutionary strategies in the GGPPS family from plants. Front Plant Sci 5:230","journal-title":"Front Plant Sci"},{"key":"5192_CR18","doi-asserted-by":"publisher","first-page":"938","DOI":"10.1038\/nrg2482","volume":"9","author":"GC Conant","year":"2008","unstructured":"Conant GC, Wolfe KH (2008) Turning a hobby into a job: how duplicated genes find new functions. Nat Rev Genet 9:938\u2013950","journal-title":"Nat Rev Genet"},{"key":"5192_CR19","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.2221440120","volume":"120","author":"C Conart","year":"2023","unstructured":"Conart C, Bomzan DP, Huang X-Q et al (2023) A cytosolic bifunctional geranyl\/farnesyl diphosphate synthase provides MVA-derived GPP for geraniol biosynthesis in rose flowers. Proc Natl Acad Sci USA 120:e2221440120","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR20","doi-asserted-by":"publisher","first-page":"1621","DOI":"10.1016\/j.phytochem.2009.07.030","volume":"70","author":"J Degenhardt","year":"2009","unstructured":"Degenhardt J, K\u00f6llner TG, Gershenzon J (2009) Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants. Phytochemistry 70:1621\u20131637","journal-title":"Phytochemistry"},{"key":"5192_CR21","doi-asserted-by":"publisher","first-page":"366","DOI":"10.1111\/j.1365-313X.2011.04796.x","volume":"69","author":"A-L Ducluzeau","year":"2012","unstructured":"Ducluzeau A-L, Wamboldt Y, Elowsky CG, Mackenzie SA, Schuurink RC, Basset GJC (2012) Gene network reconstruction identifies the authentic trans-prenyl diphosphate synthase that makes the solanesyl moiety of ubiquinone-9 in Arabidopsis. Plant J 69:366\u2013375","journal-title":"Plant J"},{"key":"5192_CR22","doi-asserted-by":"publisher","first-page":"1227","DOI":"10.1105\/tpc.011015","volume":"15","author":"N Dudareva","year":"2003","unstructured":"Dudareva N, Martin D, Kish CM, Kolosova N, Gorenstein N, F\u00e4ldt J, Miller B, Bohlmann J (2003) (E)-\u03b2-Ocimene and myrcene synthase genes of floral scent biosynthesis in snapdragon: function and expression of three terpene synthase genes of a new terpene synthase subfamily. Plant Cell 15:1227\u20131241","journal-title":"Plant Cell"},{"key":"5192_CR23","doi-asserted-by":"publisher","first-page":"417","DOI":"10.1080\/07352680600899973","volume":"25","author":"N Dudareva","year":"2006","unstructured":"Dudareva N, Negre F, Nagegowda DA, Orlova I (2006) Plant volatiles: recent advances and future perspectives. Crit Rev Plant Sci 25:417\u2013440","journal-title":"Crit Rev Plant Sci"},{"key":"5192_CR24","doi-asserted-by":"publisher","first-page":"4194","DOI":"10.1073\/pnas.1221489110","volume":"110","author":"S Frick","year":"2013","unstructured":"Frick S, Nagel R, Schmidt A, Bodemann RR, Rahfeld P, Pauls G, Brandt W, Gershenzon J, Boland W, Burse A (2013) Metal ions control product specificity of isoprenyl diphosphate synthases in the insect terpenoid pathway. Proc Natl Acad Sci USA 110:4194\u20134199","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR25","doi-asserted-by":"publisher","first-page":"408","DOI":"10.1038\/nchembio.2007.5","volume":"3","author":"J Gershenzon","year":"2007","unstructured":"Gershenzon J, Dudareva N (2007) The function of terpene natural products in the natural world. Nat Chem Biol 3:408\u2013414","journal-title":"Nat Chem Biol"},{"key":"5192_CR26","doi-asserted-by":"publisher","first-page":"351","DOI":"10.1111\/tpj.12212","volume":"75","author":"M Gutensohn","year":"2013","unstructured":"Gutensohn M, Orlova I, Nguyen TTH, Davidovich-Rikanati R, Ferruzzi MG, Sitrit Y, Lewinsohn E, Pichersky E, Dudareva N (2013) Cytosolic monoterpene biosynthesis is supported by plastid-generated geranyl diphosphate substrate in transgenic tomato fruits. Plant J 75:351\u2013363","journal-title":"Plant J"},{"key":"5192_CR27","doi-asserted-by":"publisher","DOI":"10.3389\/fpls.2022.954083","volume":"13","author":"M Gutensohn","year":"2022","unstructured":"Gutensohn M, Hartzell E, Dudareva N (2022) Another level of complex-ity: The role of metabolic channeling and metabolons in plant terpenoid metabolism. Front Plant Sci 13:954083","journal-title":"Front Plant Sci"},{"key":"5192_CR28","doi-asserted-by":"publisher","first-page":"95","DOI":"10.1016\/j.plipres.2011.12.001","volume":"51","author":"A Hemmerlin","year":"2012","unstructured":"Hemmerlin A, Harwood JL, Bach TJ (2012) A raison d\u2019\u00eatre for two distinct pathways in the early steps of plant isoprenoid biosynthesis? Prog Lipid Res 51:95\u2013148","journal-title":"Prog Lipid Res"},{"key":"5192_CR29","doi-asserted-by":"publisher","first-page":"719","DOI":"10.1111\/j.1365-313X.2008.03547.x","volume":"55","author":"Y-Y Hsiao","year":"2008","unstructured":"Hsiao Y-Y, Jeng M-F, Tsai W-C, Chuang Y-C, Li C-Y, Wu T-S, Kuoh C-S, Chen W-H, Chen H-H (2008) A novel homodimeric geranyl diphosphate synthase from the orchid Phalaenopsis bellina lacking a DD(X)2\u20134D motif. Plant J 55:719\u2013733","journal-title":"Plant J"},{"key":"5192_CR30","doi-asserted-by":"publisher","first-page":"1079","DOI":"10.1104\/pp.110.168799","volume":"155","author":"F-L Hsieh","year":"2011","unstructured":"Hsieh F-L, Chang T-H, Ko T-P, Wang AH-J (2011) Structure and mechanism of an Arabidopsis medium\/long-chain-length prenyl pyrophosphate synthase. Plant Physiol 155:1079\u20131090","journal-title":"Plant Physiol"},{"key":"5192_CR31","doi-asserted-by":"publisher","first-page":"29328","DOI":"10.1021\/acs.jafc.5c10997","volume":"73","author":"K Hu","year":"2025","unstructured":"Hu K, Wu S, Ou M, Liao X, Ma Y, Li J, Zhao Q, Li R, Li M (2025) Citral: a plant-derived compound with excellent potential for sustainable crop protection. J Agric Food Chem 73:29328\u201329345","journal-title":"J Agric Food Chem"},{"key":"5192_CR32","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.2100361119","volume":"119","author":"Q Jia","year":"2022","unstructured":"Jia Q, Brown R, K\u00f6llner TG, Fu J, Chen X, Wong GK-S, Gershenzon J, Peters RJ, Chen F (2022) Origin and early evolution of the plant terpene synthase family. Proc Natl Acad Sci USA 119:e2100361119","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR33","doi-asserted-by":"publisher","DOI":"10.1016\/j.biotechadv.2023.108151","volume":"65","author":"H Jiang","year":"2023","unstructured":"Jiang H, Wang X (2023) Biosynthesis of monoterpenoid and sesquiterpenoid as natural flavors and fragrances. Biotechnol Adv 65:108151","journal-title":"Biotechnol Adv"},{"key":"5192_CR34","doi-asserted-by":"publisher","first-page":"280","DOI":"10.1016\/j.pbi.2005.03.014","volume":"8","author":"K J\u00f8rgensen","year":"2005","unstructured":"J\u00f8rgensen K, Rasmussen AV, Morant M, Nielsen AH, Bjarnholt N, Zagrobelny M, Bak S, M\u00f8ller BL (2005) Metabolon formation and metabolic channeling in the biosynthesis of plant natural products. Curr Opin Plant Biol 8:280\u2013291","journal-title":"Curr Opin Plant Biol"},{"key":"5192_CR35","doi-asserted-by":"publisher","first-page":"583","DOI":"10.1038\/s41586-021-03819-2","volume":"596","author":"J Jumper","year":"2021","unstructured":"Jumper J, Evans R, Pritzel A et al (2021) Highly accurate protein structure prediction with AlphaFold. Nature 596:583\u2013589","journal-title":"Nature"},{"key":"5192_CR36","doi-asserted-by":"publisher","DOI":"10.1016\/j.plaphy.2024.108590","volume":"210","author":"A Kumar","year":"2024","unstructured":"Kumar A, Patekar S, Mohapatra S, Patel DK, Kiran NR, Jaiswal P, Nagegowda DA, Shasany AK (2024) Isoprenyl diphosphate synthases of terpenoid biosynthesis in rose-scented geranium (Pelargonium graveolens). Plant Physiol Biochem 210:108590","journal-title":"Plant Physiol Biochem"},{"key":"5192_CR37","doi-asserted-by":"publisher","DOI":"10.1016\/j.ijbiomac.2023.128328","volume":"256","author":"Y Lan","year":"2024","unstructured":"Lan Y, Xiong R, Zhang K, Wang L, Wu M, Yan H, Xiang Y (2024) Geranyl diphosphate synthase large subunits OfLSU1\/2 interact with small subunit OfSSUII and are involved in aromatic monoterpenes production in Osmanthus fragrans. Int J Biol Macromol 256:128328","journal-title":"Int J Biol Macromol"},{"key":"5192_CR38","doi-asserted-by":"publisher","first-page":"6866","DOI":"10.1073\/pnas.1031755100","volume":"100","author":"O Laule","year":"2003","unstructured":"Laule O, Furholz A, Chang H-S, Zhu T, Wang X, Heifetz PB, Gruissem W, Lange M (2003) Crosstalk between cytosolic and plastidial pathways of isoprenoid biosynthesis in Arabidopsis thaliana. Proc Natl Acad Sci USA 100:6866\u20136871","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR39","doi-asserted-by":"publisher","first-page":"1170","DOI":"10.1111\/jipb.13454","volume":"65","author":"Y Ma","year":"2023","unstructured":"Ma Y, Chen Q, Wang Y, Zhang F, Wang C, Wang G (2023) Heteromerization of short-chain trans-prenyltransferase controls precursor allocation within a plastidial terpenoid network. J Integr Plant Biol 65:1170\u20131182","journal-title":"J Integr Plant Biol"},{"key":"5192_CR40","doi-asserted-by":"publisher","first-page":"226","DOI":"10.1186\/1471-2229-10-226","volume":"10","author":"DM Martin","year":"2010","unstructured":"Martin DM, Aubourg S, Schouwey MB, Daviet L, Schalk M, Toub O, Lund ST, Bohlmann J (2010) Functional annotation, genome organization and phylogeny of the grapevine (Vitis vinifera) terpene synthase gene family based on genome assembly, FLcDNA cloning, and enzyme assays. BMC Plant Biol 10:226","journal-title":"BMC Plant Biol"},{"key":"5192_CR41","first-page":"1015","volume":"7","author":"DJ McGarvey","year":"1995","unstructured":"McGarvey DJ, Croteau R (1995) Terpenoid metabolism. Plant Cell 7:1015\u20131026","journal-title":"Plant Cell"},{"key":"5192_CR42","doi-asserted-by":"publisher","first-page":"3606","DOI":"10.1038\/ncomms4606","volume":"5","author":"K Miettinen","year":"2014","unstructured":"Miettinen K, Dong L, Navrot N et al (2014) The seco-iridoid pathway from Catharanthus roseus. Nat Commun 5:3606","journal-title":"Nat Commun"},{"key":"5192_CR43","doi-asserted-by":"publisher","DOI":"10.1111\/tpj.17233","volume":"121","author":"B Muller","year":"2025","unstructured":"Muller B, Niephaus E, Eisenreich W, Broker JN, Twyman RM, Prufer D, Schulze Gronover C (2025) The cis-prenyltransferase protein family in Taraxacum koksaghyz. Plant J 121:e17233","journal-title":"Plant J"},{"key":"5192_CR44","doi-asserted-by":"publisher","DOI":"10.1016\/j.plantsci.2020.110457","volume":"294","author":"DA Nagegowda","year":"2020","unstructured":"Nagegowda DA, Gupta P (2020) Advances in biosynthesis, regulation, and metabolic engineering of plant specialized terpenoids. Plant Sci 294:110457","journal-title":"Plant Sci"},{"key":"5192_CR45","doi-asserted-by":"publisher","first-page":"18831","DOI":"10.1074\/jbc.271.31.18831","volume":"271","author":"S-i Ohnuma","year":"1996","unstructured":"Ohnuma S-i, Hirooka K, Hemmi H, Ishida C, Ohto C, Nishino T (1996) Conversion of product specificity of archaebacterial geranylgeranyl-diphosphate synthase. J Biol Chem 271:18831\u201318837","journal-title":"J Biol Chem"},{"key":"5192_CR46","doi-asserted-by":"publisher","first-page":"1045","DOI":"10.1104\/pp.122.4.1045","volume":"122","author":"K Okada","year":"2000","unstructured":"Okada K, Saito T, Nakagawa T, Kawamukai M, Kamiya Y (2000) Five geranylgeranyl diphosphate synthases expressed in different organs are localized into three subcellular compartments in Arabidopsis. Plant Physiol 122:1045\u20131056","journal-title":"Plant Physiol"},{"key":"5192_CR47","doi-asserted-by":"publisher","first-page":"663","DOI":"10.1146\/annurev-arplant-042110-103745","volume":"63","author":"S Okumoto","year":"2012","unstructured":"Okumoto S, Jones A, Frommer WB (2012) Quantitative imaging with fluorescent biosensors. Annu Rev Plant Biol 63:663\u2013706","journal-title":"Annu Rev Plant Biol"},{"key":"5192_CR48","doi-asserted-by":"publisher","first-page":"679","DOI":"10.1038\/s41586-019-1693-2","volume":"574","author":"One Thousand Plant Transcriptomes Initiative","year":"2019","unstructured":"One Thousand Plant Transcriptomes Initiative (2019) One thousand plant transcriptomes and the phylogenomics of green plants. Nature 574:679\u2013685","journal-title":"Nature"},{"key":"5192_CR49","doi-asserted-by":"publisher","first-page":"4002","DOI":"10.1105\/tpc.109.071282","volume":"21","author":"I Orlova","year":"2009","unstructured":"Orlova I, Nagegowda DA, Kish CM, Gutensohn M, Maeda H, Varbanova M, Fridman E, Yamaguchi S, Hanada A, Kamiya Y, Krichevsky A, Citovsky V, Pichersky E, Dudareva N (2009) The small subunit of snapdragon geranyl diphosphate synthase modifies the chain length specificity of tobacco geranylgeranyl diphosphate synthase in planta. Plant Cell 21:4002\u20134017","journal-title":"Plant Cell"},{"key":"5192_CR50","doi-asserted-by":"publisher","DOI":"10.1101\/2025.03.24.644926","author":"J P\u00e9rez-P\u00e9rez","year":"2025","unstructured":"P\u00e9rez-P\u00e9rez J, Ezquerro M, Lim S, Ha SH, L\u00f3pez-Gresa MP, Rodr\u00edguez-Concepci\u00f3n M, Lis\u00f3n P (2025) Loss of tomato geranylgeranyl diphosphate synthase 2 increases monoterpenoid levels and enhances immune responses to bacterial infection. bioRxiv. https:\/\/doi.org\/10.1101\/2025.03.24.644926","journal-title":"bioRxiv"},{"key":"5192_CR51","doi-asserted-by":"publisher","first-page":"619","DOI":"10.1016\/j.tplants.2008.09.003","volume":"13","author":"MA Phillips","year":"2008","unstructured":"Phillips MA, Le\u00f3n P, Boronat A, Rodr\u00edguez-Concepci\u00f3n M (2008) The plastidial MEP pathway: unified nomenclature and resources. Trends Plant Sci 13:619\u2013623","journal-title":"Trends Plant Sci"},{"key":"5192_CR52","doi-asserted-by":"publisher","first-page":"237","DOI":"10.1016\/S1369-5266(02)00251-0","volume":"5","author":"E Pichersky","year":"2002","unstructured":"Pichersky E, Gershenzon J (2002) The formation and function of plant volatiles: perfumes for pollinator attraction and defense. Curr Opin Plant Biol 5:237\u2013243","journal-title":"Curr Opin Plant Biol"},{"key":"5192_CR53","doi-asserted-by":"publisher","first-page":"692","DOI":"10.1111\/nph.14178","volume":"220","author":"E Pichersky","year":"2018","unstructured":"Pichersky E, Raguso RA (2018) Why do plants produce so many terpenoid compounds? New Phytol 220:692\u2013702","journal-title":"New Phytol"},{"key":"5192_CR54","doi-asserted-by":"publisher","first-page":"808","DOI":"10.1126\/science.1118510","volume":"311","author":"E Pichersky","year":"2006","unstructured":"Pichersky E, Noel JP, Dudareva N (2006) Biosynthesis of plant volatiles: nature\u2019s diversity and ingenuity. Science 311:808\u2013811","journal-title":"Science"},{"key":"5192_CR55","doi-asserted-by":"publisher","first-page":"158","DOI":"10.1021\/bk-1996-0639.ch012","volume-title":"Biomedical frontiers of fluorine chemistry","author":"CD Poulter","year":"1996","unstructured":"Poulter CD (1996) Mechanistic studies of the prenyl transfer reaction with fluorinated substrate analogs. In: Ojima I, McCarthy JR, Welch JT (eds) Biomedical frontiers of fluorine chemistry, vol 639. American Chemical Society, Washington DC, pp 158\u2013168"},{"key":"5192_CR56","doi-asserted-by":"publisher","first-page":"138","DOI":"10.1016\/j.jia.2025.11.029","volume":"25","author":"H Qiu","year":"2026","unstructured":"Qiu H, Tian Q, Zeng G, Xie C, Yang X, Wang L, Yue Y (2026) Insights into the geranylgeranyl pyrophosphate synthase (GGPPS) gene family in Osmanthus fragrans and the role of OfGGPPS13 in the formation of floral color and aroma. J Integr Agr 25:138\u2013149","journal-title":"J Integr Agr"},{"key":"5192_CR57","doi-asserted-by":"publisher","first-page":"1531","DOI":"10.1093\/mp\/sst058","volume":"6","author":"A Rai","year":"2013","unstructured":"Rai A, Smita SS, Singh AK, Shanker K, Nagegowda DA (2013) Heteromeric and homomeric geranyl diphosphate synthases from Catharanthus roseus and their role in monoterpene indole alkaloid biosynthesis. Mol Plant 6:1531\u20131549","journal-title":"Mol Plant"},{"key":"5192_CR58","doi-asserted-by":"publisher","first-page":"1079","DOI":"10.1104\/pp.007138","volume":"130","author":"M Rodr\u00edguez-Concepci\u00f3n","year":"2002","unstructured":"Rodr\u00edguez-Concepci\u00f3n M, Boronat A (2002) Elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis in bacteria and plastids. A metabolic milestone achieved through genomics. Plant Physiol 130:1079\u20131089","journal-title":"Plant Physiol"},{"key":"5192_CR59","doi-asserted-by":"publisher","first-page":"801","DOI":"10.1083\/jcb.201112098","volume":"196","author":"KJ Roux","year":"2012","unstructured":"Roux KJ, Kim DI, Raida M, Burke B (2012) A promiscuous biotin ligase fusion protein identifies proximal and interacting proteins in mammalian cells. J Cell Biol 196:801\u2013810","journal-title":"J Cell Biol"},{"key":"5192_CR60","doi-asserted-by":"publisher","first-page":"252","DOI":"10.1111\/nph.13580","volume":"209","author":"M\u00c1 Ruiz-Sola","year":"2016","unstructured":"Ruiz-Sola M\u00c1, Coman D, Beck G, Barja MV, Colinas M, Graf A, Welsch R, R\u00fctimann P, B\u00fchlmann P, Bigler L, Gruissem W, Rodr\u00edguez-Concepci\u00f3n M (2016) Arabidopsis GERANYLGERANYL DIPHOSPHATE SYNTHASE 11 is a hub isozyme required for the production of most photosynthesis-related isoprenoids. New Phytol 209:252\u2013264","journal-title":"New Phytol"},{"key":"5192_CR61","doi-asserted-by":"publisher","first-page":"10865","DOI":"10.1073\/pnas.0904113106","volume":"106","author":"AL Schilmiller","year":"2009","unstructured":"Schilmiller AL, Schauvinhold I, Larson M, Xu R, Charbonneau AL, Schmidt A, Wilkerson C, Last RL, Pichersky E (2009) Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate. Proc Natl Acad Sci USA 106:10865\u201310870","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR62","doi-asserted-by":"publisher","first-page":"49","DOI":"10.1016\/j.phytochem.2007.06.022","volume":"69","author":"A Schmidt","year":"2008","unstructured":"Schmidt A, Gershenzon J (2008) Cloning and characterization of two different types of geranyl diphosphate synthases from Norway spruce (Picea abies). Phytochemistry 69:49\u201357","journal-title":"Phytochemistry"},{"key":"5192_CR63","doi-asserted-by":"publisher","first-page":"36","DOI":"10.1016\/j.phytochem.2012.09.014","volume":"85","author":"AJ Simkin","year":"2013","unstructured":"Simkin AJ, Miettinen K, Claudel P, Burlat V, Guirimand G, Courdavault V, Papon N, Meyer S, Godet S, St-Pierre B, Giglioli-Guivarc\u2019h N, Fischer MJ, Memelink J, Clastre M (2013) Characterization of the plastidial geraniol synthase from Madagascar periwinkle which initiates the monoterpenoid branch of the alkaloid pathway in internal phloem associated parenchyma. Phytochemistry 85:36\u201343","journal-title":"Phytochemistry"},{"key":"5192_CR64","doi-asserted-by":"publisher","first-page":"2293","DOI":"10.1093\/plcell\/koad083","volume":"35","author":"S Song","year":"2023","unstructured":"Song S, Jin R, Chen Y, He S, Li K, Tang Q, Wang Q, Wang L, Kong M, Dudareva N, Smith BJ, Zhou F, Lu S (2023) The functional evolution of architecturally different plant geranyl diphosphate synthases from geranylgeranyl diphosphate synthase. Plant Cell 35:2293\u20132315","journal-title":"Plant Cell"},{"key":"5192_CR65","doi-asserted-by":"publisher","first-page":"89","DOI":"10.1146\/annurev.bi.56.070187.000513","volume":"56","author":"PA Srere","year":"1987","unstructured":"Srere PA (1987) Complexes of sequential metabolic enzymes. Annu Rev Biochem 56:89\u2013124","journal-title":"Annu Rev Biochem"},{"key":"5192_CR66","doi-asserted-by":"publisher","first-page":"28","DOI":"10.1111\/tpj.16743","volume":"119","author":"N Srividya","year":"2024","unstructured":"Srividya N, Kim H, Simone R, Lange BM (2024) Chemical diversity in angiosperms - monoterpene synthases control complex reactions that provide the precursors for ecologically and commercially important monoterpenoids. Plant J 119:28\u201355","journal-title":"Plant J"},{"key":"5192_CR67","doi-asserted-by":"publisher","first-page":"uhab087","DOI":"10.1093\/hr\/uhab087","volume":"9","author":"T Suttiyut","year":"2022","unstructured":"Suttiyut T, Auber RP, Ghaste M, Kane CN, McAdam SAM, Wisecaver JH, Widhalm JR (2022) Integrative analysis of the shikonin metabolic network identifies new gene connections and reveals evolutionary insight into shikonin biosynthesis. Hortic Res 9:uhab087","journal-title":"Hortic Res"},{"key":"5192_CR68","doi-asserted-by":"publisher","first-page":"10871","DOI":"10.1021\/bi00202a004","volume":"33","author":"LC Tarshis","year":"1994","unstructured":"Tarshis LC, Yan MJ, Poulter CD, Sacchettini JC (1994) Crystal structure of recombinant farnesyl diphosphate synthase at 2.6-\u00c5 resolution. Biochemistry 33:10871\u201310877","journal-title":"Biochemistry"},{"key":"5192_CR69","doi-asserted-by":"publisher","first-page":"15018","DOI":"10.1073\/pnas.93.26.15018","volume":"93","author":"LC Tarshis","year":"1996","unstructured":"Tarshis LC, Proteau PJ, Kellogg BA, Sacchettini JC, Poulter CD (1996) Regulation of product chain length by isoprenyl diphosphate synthases. Proc Natl Acad Sci USA 93:15018\u201315023","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR70","doi-asserted-by":"publisher","first-page":"297","DOI":"10.1016\/j.pbi.2006.03.014","volume":"9","author":"D Tholl","year":"2006","unstructured":"Tholl D (2006) Terpene synthases and the regulation, diversity and biological roles of terpene metabolism. Curr Opin Plant Biol 9:297\u2013304","journal-title":"Curr Opin Plant Biol"},{"key":"5192_CR71","first-page":"63","volume-title":"Adv Biochem Eng Biot","author":"D Tholl","year":"2015","unstructured":"Tholl D (2015) Biosynthesis and biological functions of terpenoids in plants. In: Schrader J, Bohlmann J (eds) Adv Biochem Eng Biot, vol 148. Springer, New York, pp 63\u2013106"},{"key":"5192_CR72","doi-asserted-by":"publisher","first-page":"977","DOI":"10.1105\/tpc.020156","volume":"16","author":"D Tholl","year":"2004","unstructured":"Tholl D, Kish CM, Orlova I, Sherman D, Gershenzon J, Pichersky E, Dudareva N (2004) Formation of monoterpenes in Antirrhinum majus and Clarkia breweri flowers involves heterodimeric geranyl diphosphate synthases. Plant Cell 16:977\u2013992","journal-title":"Plant Cell"},{"key":"5192_CR73","doi-asserted-by":"publisher","first-page":"1933","DOI":"10.1104\/pp.19.00999","volume":"182","author":"H Ueoka","year":"2020","unstructured":"Ueoka H, Sasaki K, Miyawaki T, Ichino T, Tatsumi K, Suzuki S, Yamamoto H, Sakurai N, Suzuki H, Shibata D, Yazaki K (2020) A cytosol-localized geranyl diphosphate synthase from Lithospermum erythrorhizon and its molecular evolution. Plant Physiol 182:1933\u20131945","journal-title":"Plant Physiol"},{"key":"5192_CR74","doi-asserted-by":"publisher","first-page":"3685","DOI":"10.1007\/s00018-009-0100-9","volume":"66","author":"S Vandermoten","year":"2009","unstructured":"Vandermoten S, Haubruge \u00c9, Cusson M (2009) New insights into short-chain prenyltransferases: structural features, evolutionary history and potential for selective inhibition. Cell Mol Life Sci 66:3685\u20133695","journal-title":"Cell Mol Life Sci"},{"key":"5192_CR75","doi-asserted-by":"publisher","first-page":"665","DOI":"10.1146\/annurev-arplant-050312-120116","volume":"64","author":"E Vranov\u00e1","year":"2013","unstructured":"Vranov\u00e1 E, Coman D, Gruissem W (2013) Network analysis of the MVA and MEP pathways for isoprenoid synthesis. Annu Rev Plant Biol 64:665\u2013700","journal-title":"Annu Rev Plant Biol"},{"key":"5192_CR76","doi-asserted-by":"publisher","first-page":"9914","DOI":"10.1073\/pnas.0904069106","volume":"106","author":"G Wang","year":"2009","unstructured":"Wang G, Dixon RA (2009) Heterodimeric geranyl(geranyl)diphosphate synthase from hop (Humulus lupulus) and the evolution of monoterpene biosynthesis. Proc Natl Acad Sci USA 106:9914\u20139919","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR77","doi-asserted-by":"publisher","first-page":"195","DOI":"10.1016\/j.molp.2015.10.010","volume":"9","author":"CY Wang","year":"2016","unstructured":"Wang CY, Chen Q, Fan D, Li JX, Wang G, Zhang P (2016) Structural analyses of short-chain prenyltransferases identify an evolutionarily conserved GFPPS clade in Brassicaceae plants. Mol Plant 9:195\u2013204","journal-title":"Mol Plant"},{"key":"5192_CR78","doi-asserted-by":"publisher","first-page":"11691","DOI":"10.1021\/acs.jafc.8b04052","volume":"66","author":"Q Wang","year":"2018","unstructured":"Wang Q, Huang X-Q, Cao T-J, Zhuang Z, Wang R, Lu S (2018) Heteromeric geranylgeranyl diphosphate synthase contributes to carotenoid biosynthesis in ripening fruits of red pepper (Capsicum annuum var. conoides). J Agric Food Chem 66:11691\u201311700","journal-title":"J Agric Food Chem"},{"key":"5192_CR79","doi-asserted-by":"publisher","first-page":"8381","DOI":"10.1021\/acs.jafc.0c03664","volume":"68","author":"X Wang","year":"2020","unstructured":"Wang X, Wu J, Chen J, Xiao L, Zhang Y, Wang F, Li X (2020) Efficient biosynthesis of R-(-)-linalool through adjusting the expression strategy and increasing GPP supply in Escherichia coli. J Agric Food Chem 68:8381\u20138390","journal-title":"J Agric Food Chem"},{"key":"5192_CR80","doi-asserted-by":"publisher","first-page":"20568","DOI":"10.1021\/acs.jafc.4c06749","volume":"72","author":"K Wang","year":"2024","unstructured":"Wang K, Yin M, Sun ML, Zhao Q, Ledesma-Amaro R, Ji XJ, Lin L (2024) Engineering Yarrowia lipolytica for efficient synthesis of geranylgeraniol. J Agric Food Chem 72:20568\u201320581","journal-title":"J Agric Food Chem"},{"key":"5192_CR81","doi-asserted-by":"publisher","first-page":"603","DOI":"10.1104\/pp.16.01051","volume":"172","author":"G Wei","year":"2016","unstructured":"Wei G, Tian P, Zhang F, Qin H, Miao H, Chen Q, Hu Z, Cao L, Wang M, Gu X, Huang S, Chen M, Wang G (2016) Integrative analyses of nontargeted volatile profiling and transcriptome data provide molecular insight into VOC diversity in cucumber plants (Cucumis sativus). Plant Physiol 172:603\u2013618","journal-title":"Plant Physiol"},{"key":"5192_CR82","doi-asserted-by":"publisher","first-page":"309","DOI":"10.1101\/sqb.2012.77.014787","volume":"77","author":"J-K Weng","year":"2012","unstructured":"Weng J-K, Noel JP (2012) The remarkable pliability and promiscuity of specialized metabolism. Cold Spring Harb Symp Quant Biol 77:309\u2013320","journal-title":"Cold Spring Harb Symp Quant Biol"},{"key":"5192_CR83","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.2408064121","volume":"121","author":"ES Wenger","year":"2024","unstructured":"Wenger ES, Schultz K, Marmorstein R, Christianson DW (2024) Engineering substrate channeling in a bifunctional terpene synthase. Proc Natl Acad Sci USA 121:e2408064121","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR84","doi-asserted-by":"publisher","first-page":"85","DOI":"10.1146\/annurev.arplant.55.031903.141714","volume":"55","author":"BSJ Winkel","year":"2004","unstructured":"Winkel BSJ (2004) Metabolic channeling in plants. Annu Rev Plant Biol 55:85\u2013107","journal-title":"Annu Rev Plant Biol"},{"key":"5192_CR85","doi-asserted-by":"publisher","first-page":"24677","DOI":"10.1021\/acs.jafc.4c07847","volume":"72","author":"D Yang","year":"2024","unstructured":"Yang D, Li X, Zhang C, Liang H, Ma X (2024) Bioproduction of geranyl esters by integrating microbial biosynthesis and enzymatic conversion. J Agric Food Chem 72:24677\u201324686","journal-title":"J Agric Food Chem"},{"key":"5192_CR86","doi-asserted-by":"publisher","DOI":"10.1016\/j.biotechadv.2025.108525","volume":"79","author":"D Yang","year":"2025","unstructured":"Yang D, Liang H, Li X, Zhang C, Lu Z, Ma X (2025) Unleashing the potential of microbial biosynthesis of monoterpenes via enzyme and metabolic engineering. Biotechnol Adv 79:108525","journal-title":"Biotechnol Adv"},{"key":"5192_CR87","doi-asserted-by":"publisher","first-page":"1133","DOI":"10.1111\/nph.14280","volume":"213","author":"J-L Yin","year":"2017","unstructured":"Yin J-L, Wong W-S, Jang I-C, Chua N-H (2017) Co-expression of peppermint geranyl diphosphate synthase small subunit enhances monoterpene production in transgenic tobacco plants. New Phytol 213:1133\u20131144","journal-title":"New Phytol"},{"key":"5192_CR88","doi-asserted-by":"publisher","first-page":"1341","DOI":"10.1111\/nph.16431","volume":"226","author":"F Zhou","year":"2020","unstructured":"Zhou F, Pichersky E (2020) The complete functional characterisation of the terpene synthase family in tomato. New Phytol 226:1341\u20131360","journal-title":"New Phytol"},{"key":"5192_CR89","doi-asserted-by":"publisher","first-page":"6866","DOI":"10.1073\/pnas.1705689114","volume":"114","author":"F Zhou","year":"2017","unstructured":"Zhou F, Wang C-Y, Gutensohn M, Jiang L, Zhang P, Zhang DB, Dudareva N, Lu S (2017) A recruiting protein of geranylgeranyl diphosphate synthase controls metabolic flux toward chlorophyll biosynthesis in rice. Proc Natl Acad Sci USA 114:6866\u20136871","journal-title":"Proc Natl Acad Sci USA"},{"key":"5192_CR90","doi-asserted-by":"publisher","first-page":"10133","DOI":"10.1021\/acs.jafc.2c08416","volume":"71","author":"P Zhou","year":"2023","unstructured":"Zhou P, Zhou X, Yuan D, Fang X, Pang X, Yuan K, Li A, Wang X (2023) Combining protein and organelle engineering for linalool overproduction in Saccharomyces cerevisiae. J Agric Food Chem 71:10133\u201310143","journal-title":"J Agric Food Chem"},{"key":"5192_CR91","doi-asserted-by":"publisher","first-page":"55","DOI":"10.1186\/s13007-023-01034-w","volume":"19","author":"W Zita","year":"2023","unstructured":"Zita W, Shanmugabalaji V, Ezquerro M, Rodriguez-Concepci\u00f3n M, Kessler F, Glauser G (2023) A quantitative method to measure geranylgeranyl diphosphate (GGPP) and geranylgeranyl monophosphate (GGP) in tomato (Solanum lycopersicum) fruit. Plant Methods 19:55","journal-title":"Plant Methods"}],"container-title":["Planta"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s00425-026-05192-8.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s00425-026-05192-8","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/link.springer.com\/content\/pdf\/10.1007\/s00425-026-05192-8.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T15:02:40Z","timestamp":1792681360000},"score":1,"resource":{"primary":{"URL":"https:\/\/link.springer.com\/article\/10.1007\/s00425-026-05192-8"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,10,8]]},"references-count":91,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2026,11]]}},"alternative-id":["5192"],"URL":"https:\/\/doi.org\/10.1007\/s00425-026-05192-8","relation":{},"ISSN":["0032-0935","1432-2048"],"issn-type":[{"value":"0032-0935","type":"print"},{"value":"1432-2048","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,10,8]]},"assertion":[{"value":"11 August 2026","order":1,"name":"received","label":"Received","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"1 October 2026","order":2,"name":"accepted","label":"Accepted","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"8 October 2026","order":3,"name":"first_online","label":"First Online","group":{"name":"ArticleHistory","label":"Article History"}},{"value":"The authors declare that they have no known conflict of interest.","order":1,"name":"Ethics","label":"Conflict of interest","group":{"name":"EthicsHeading","label":"Declarations"}}],"article-number":"160"}}