{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T14:11:26Z","timestamp":1760191886735,"version":"build-2065373602"},"reference-count":29,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2019,11,9]],"date-time":"2019-11-09T00:00:00Z","timestamp":1573257600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004895","name":"European Social Fund","doi-asserted-by":"publisher","award":["M1420-09-5369-FSE-000001"],"award-info":[{"award-number":["M1420-09-5369-FSE-000001"]}],"id":[{"id":"10.13039\/501100004895","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001871","name":"Funda\u00e7\u00e3o para a Ci\u00eancia e a Tecnologia","doi-asserted-by":"publisher","award":["PTDC\/EEI-EEE\/31568\/2017","UID\/CTM\/50025\/2013"],"award-info":[{"award-number":["PTDC\/EEI-EEE\/31568\/2017","UID\/CTM\/50025\/2013"]}],"id":[{"id":"10.13039\/501100001871","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Biomolecules"],"abstract":"<jats:p>Madeira wine (MW) oxidative aging results in the formation of several key aromas. Little is still known about their odor relevance to the aroma of the most commercialized MWs. This report presents an in-depth study of the odor impact of sotolon in MW blends. First, its odor perception was estimated in MWs according to ASTM E679, testing different 3-year-old (3-yo) commercial blends. The odor relevance of sotolon in the aroma of 3-, 5-, and 10-yo commercial blends (89 MWs) was then appraised by calculating its Odor Activity Value (OAV), after determining its content by RP-HPLC-MS\/MS. The sotolon odor perception in MW was as low as 23 \u00b5g\/L, although it was found that little differences in the wine matrix influenced its perception. OAVs varied between 0.1 and 22, increasing with the blend age. Considering that 16% of the OAVs are higher than 10 (mostly \u2265 10-yo), sotolon was found to be a key contributor to the overall aroma MW blends.<\/jats:p>","DOI":"10.3390\/biom9110720","type":"journal-article","created":{"date-parts":[[2019,11,12]],"date-time":"2019-11-12T04:07:07Z","timestamp":1573531627000},"page":"720","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Is Sotolon Relevant to the Aroma of Madeira Wine Blends?"],"prefix":"10.3390","volume":"9","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-2678-0725","authenticated-orcid":false,"given":"Jo\u00e3o M.","family":"Gaspar","sequence":"first","affiliation":[{"name":"Faculty of Exact Sciences and Engineering, University of Madeira, Campus da Penteada, 9020-105 Funchal, Portugal"}]},{"given":"Ana I.","family":"Freitas","sequence":"additional","affiliation":[{"name":"Faculty of Exact Sciences and Engineering, University of Madeira, Campus da Penteada, 9020-105 Funchal, Portugal"},{"name":"Institute of Nanostructures, Nanomodelling and Nanofabrication (I3N), University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Qianzhu","family":"Zhao","sequence":"additional","affiliation":[{"name":"Faculty of Exact Sciences and Engineering, University of Madeira, Campus da Penteada, 9020-105 Funchal, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1704-6745","authenticated-orcid":false,"given":"Jo\u00e3o M.","family":"Le\u00e7a","sequence":"additional","affiliation":[{"name":"Faculty of Exact Sciences and Engineering, University of Madeira, Campus da Penteada, 9020-105 Funchal, Portugal"},{"name":"Institute of Nanostructures, Nanomodelling and Nanofabrication (I3N), University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0772-8953","authenticated-orcid":false,"given":"Vanda","family":"Pereira","sequence":"additional","affiliation":[{"name":"Faculty of Exact Sciences and Engineering, University of Madeira, Campus da Penteada, 9020-105 Funchal, Portugal"},{"name":"Institute of Nanostructures, Nanomodelling and Nanofabrication (I3N), University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Jos\u00e9 C.","family":"Marques","sequence":"additional","affiliation":[{"name":"Faculty of Exact Sciences and Engineering, University of Madeira, Campus da Penteada, 9020-105 Funchal, Portugal"},{"name":"Institute of Nanostructures, Nanomodelling and Nanofabrication (I3N), University of Aveiro, 3810-193 Aveiro, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2019,11,9]]},"reference":[{"key":"ref_1","unstructured":"Grumezescu, A.M., and Holban, A.M. (2019). Emerging trends in fortified wines: A scientific perspective. Alcoholic Beverages: Volume 7: The Science of Beverages, Woodhead Publishing."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"122","DOI":"10.1016\/j.foodchem.2014.04.039","article-title":"Volatile profile of Madeira wines submitted to traditional accelerated ageing","volume":"162","author":"Pereira","year":"2014","journal-title":"Food Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"207","DOI":"10.1016\/B978-0-12-384927-4.00007-5","article-title":"Distinctive characteristics of Madeira wine regarding its traditional winemaking and modern analytical methodologies","volume":"Volume 63","author":"Jackson","year":"2011","journal-title":"Advances in Food and Nutrition Research"},{"key":"ref_4","unstructured":"(2019, September 09). IVBAM Madeira Wine. Available online: http:\/\/www.vinhomadeira.pt\/."},{"key":"ref_5","unstructured":"(2019, September 09). Garrafeira Nacional. Available online: https:\/\/www.garrafeiranacional.com\/."},{"key":"ref_6","unstructured":"(2019, September 09). LojaMadeirense.com. Available online: https:\/\/www.lojamadeirense.com\/pt\/."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"11989","DOI":"10.1021\/jf802147z","article-title":"Impact of forced-aging process on Madeira wine flavor","volume":"56","author":"Machado","year":"2008","journal-title":"J. Agric. Food Chem."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"11","DOI":"10.1016\/j.aca.2005.05.012","article-title":"Characterization of the aroma profile of Madeira wine by sorptive extraction techniques","volume":"546","author":"Alves","year":"2005","journal-title":"Anal. Chim. Acta"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"180","DOI":"10.1016\/j.aca.2005.10.035","article-title":"Quantitative gas chromatography-olfactometry and chemical quantitative study of the aroma of four Madeira wines","volume":"563","author":"Campo","year":"2006","journal-title":"Anal. Chim. Acta"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"1606","DOI":"10.1021\/jf072337r","article-title":"Distribution and organoleptic impact of sotolon enantiomers in dry white wines","volume":"56","author":"Pons","year":"2008","journal-title":"J. Agric. Food Chem."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"540","DOI":"10.1007\/BF01204559","article-title":"Enantiomeric ratios of pantolactone, solerone, 4-carboethoxy-4-hydroxy-butyrolactone and of sotolon, a flavour impact compound of flor-sherry and botrytized wines","volume":"195","author":"Guichard","year":"1992","journal-title":"Zeitschrift f\u00fcr Leb. und Forsch."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"3394","DOI":"10.1021\/jf505803u","article-title":"Quantitative analysis by GC-MS\/MS of 18 aroma compounds related to oxidative off-flavor in wines","volume":"63","author":"Mayr","year":"2015","journal-title":"J. Agric. Food Chem."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"229","DOI":"10.1021\/bk-2015-1203.ch015","article-title":"New insights into intrinsic and extrinsic factors triggering premature aging in white wines","volume":"Volume 1203","author":"Ebeler","year":"2015","journal-title":"Advances in Wine Research"},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"475","DOI":"10.1021\/jf00015a023","article-title":"More clues about sensory impact of sotolon in some flor sherry wines","volume":"40","author":"Martin","year":"1992","journal-title":"J. Agric. Food Chem."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"4356","DOI":"10.1021\/jf0342932","article-title":"3-Hydroxy-4,5-dimethyl-2(5H)-furanone: A key odorant of the typical aroma of oxidative aged Port wine","volume":"51","author":"Barbe","year":"2003","journal-title":"J. Agric. Food Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"6765","DOI":"10.1021\/jf049547d","article-title":"3-Hydroxy-4,5-dimethyl-2(5H)-furanone levels in fortified Madeira wines: Relationship to sugar content","volume":"52","author":"Marques","year":"2004","journal-title":"J. Agric. Food Chem."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"188","DOI":"10.1016\/j.aca.2005.10.031","article-title":"Changes in volatile composition of Madeira wines during their oxidative ageing","volume":"563","author":"Alves","year":"2006","journal-title":"Anal. Chim. Acta"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"719","DOI":"10.1016\/j.lwt.2016.10.022","article-title":"Assessment of the development of browning, antioxidant activity and volatile organic compounds in thermally processed sugar model wines","volume":"75","author":"Pereira","year":"2017","journal-title":"LWT-Food Sci. Technol."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"172","DOI":"10.3934\/agrfood.2018.3.172","article-title":"Odor detection threshold (ODT) and odor rejection threshold (ORT) determination of sotolon in Madeira wine: A preliminary study","volume":"3","author":"Gaspar","year":"2018","journal-title":"AIMS Agric. Food"},{"key":"ref_20","unstructured":"(2019, October 31). OIV-Oenology Resolutions. Available online: http:\/\/www.oiv.int\/en\/technical-standards-and-documents\/resolutions-of-the-oiv\/oenology-resolutions."},{"key":"ref_21","first-page":"32","article-title":"Determination of reducing sugars by means of Fehling\u2019s solution with methylene blue as internal indicator","volume":"142","author":"Lane","year":"1923","journal-title":"J. Soc. Chem. Ind. Trans."},{"key":"ref_22","unstructured":"American Society for Testing and Materials (2011). ASTM E679-04. Standard Practice for Determination of Odor and Taste Thresholds by a Forced-Choice Ascending Concentration Series Method of Limits, ASTM International."},{"key":"ref_23","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1155\/2018\/4393040","article-title":"Rapid determination of sotolon in fortified wines using a miniaturized liquid-liquid extraction followed by LC-MS\/MS analysis","volume":"2018","author":"Pereira","year":"2018","journal-title":"J. Anal. Methods Chem."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"38","DOI":"10.1016\/j.foodres.2012.09.037","article-title":"Effects of ethanol, tannin and fructose on the headspace concentration and potential sensory significance of odorants in a model wine","volume":"50","author":"Villamor","year":"2013","journal-title":"Food Res. Int."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"119","DOI":"10.1007\/s12078-017-9238-2","article-title":"Effects of ethanol on flavor perception in alcoholic beverages","volume":"10","author":"Ickes","year":"2017","journal-title":"Chemosens. Percept."},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Perry, D., and Hayes, J. (2016). Effects of matrix composition on detection threshold estimates for methyl anthranilate and 2-aminoacetophenone. Foods, 5.","DOI":"10.3390\/foods5020035"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"9869","DOI":"10.1021\/acs.jafc.8b04459","article-title":"Flavor Retention and Release from Beverages: A Kinetic and Thermodynamic Perspective","volume":"66","author":"Ammari","year":"2018","journal-title":"J. Agric. Food Chem."},{"key":"ref_28","doi-asserted-by":"crossref","unstructured":"Lawless, H.T., and Heymann, H. (2010). Sensory Evaluation of Food, Springer.","DOI":"10.1007\/978-1-4419-6488-5"},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"98","DOI":"10.1016\/j.cofs.2019.07.001","article-title":"Impact of learning and training on wine expertise: A review","volume":"27","author":"Tempere","year":"2019","journal-title":"Curr. Opin. Food Sci."}],"container-title":["Biomolecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2218-273X\/9\/11\/720\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T13:33:13Z","timestamp":1760189593000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2218-273X\/9\/11\/720"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,11,9]]},"references-count":29,"journal-issue":{"issue":"11","published-online":{"date-parts":[[2019,11]]}},"alternative-id":["biom9110720"],"URL":"https:\/\/doi.org\/10.3390\/biom9110720","relation":{},"ISSN":["2218-273X"],"issn-type":[{"type":"electronic","value":"2218-273X"}],"subject":[],"published":{"date-parts":[[2019,11,9]]}}}