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The\n                    <jats:italic>E.\u2005hirae<\/jats:italic>\n                    enzyme was found to produce dehydrosqualene, and we solved an inhibitor\u2010bound structure that revealed a fold similar to that of CrtM from\n                    <jats:italic>Staphylococcus aureus<\/jats:italic>\n                    . In contrast, the homologous proteins from\n                    <jats:italic>Neisseria<\/jats:italic>\n                    spp. carried out only the first half of the reaction, yielding presqualene diphosphate (PSPP). Based on product analyses, bioinformatics, and mutagenesis, we concluded that the\n                    <jats:italic>Neisseria<\/jats:italic>\n                    proteins were HpnDs (PSPP synthases). The differences in chemical reactivity to CrtM were due, at least in part, to the presence of a PSPP\u2010stabilizing arginine in the HpnDs, decreasing the rate of dehydrosqualene biosynthesis. These results show that not only\n                    <jats:italic>S.\u2005aureus<\/jats:italic>\n                    but also other bacterial pathogens contain head\u2010to\u2010head prenyl synthases, although their biological functions remain to be elucidated.\n                  <\/jats:p>","DOI":"10.1002\/cbic.201700099","type":"journal-article","created":{"date-parts":[[2017,3,25]],"date-time":"2017-03-25T04:26:21Z","timestamp":1490415981000},"page":"985-991","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Head\u2010to\u2010Head Prenyl Synthases in Pathogenic Bacteria"],"prefix":"10.1002","volume":"18","author":[{"given":"Christopher J.","family":"Schwalen","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Illinois  600 South Mathews Avenue Urbana IL 61801 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xinxin","family":"Feng","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois  600 South Mathews Avenue Urbana IL 61801 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Weidong","family":"Liu","sequence":"additional","affiliation":[{"name":"Industrial Enzymes National Engineering Laboratory Tianjin Institute of Industrial Biotechnology Chinese Academy of Sciences  32 West 7th Avenue Tianjin 300308 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Bing","family":"O\u2010Dowd","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois  600 South Mathews Avenue Urbana IL 61801 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tzu\u2010Ping","family":"Ko","sequence":"additional","affiliation":[{"name":"Institute of Biological Chemistry Academia Sinica  128 Academia Road Section 2 Taipei 11529 Taiwan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Christopher J.","family":"Shin","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois  600 South Mathews Avenue Urbana IL 61801 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rey\u2010Ting","family":"Guo","sequence":"additional","affiliation":[{"name":"Industrial Enzymes National Engineering Laboratory Tianjin Institute of Industrial Biotechnology Chinese Academy of Sciences  32 West 7th Avenue Tianjin 300308 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Douglas A.","family":"Mitchell","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois  600 South Mathews Avenue Urbana IL 61801 USA"},{"name":"Department of Microbiology University of Illinois  601 South Goodwin Avenue Urbana IL 61801 USA"},{"name":"Carl\u2005R. Woese Institute for Genomic Biology University of Illinois  1206 West Gregory Drive Urbana IL 61801 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Eric","family":"Oldfield","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Illinois  600 South Mathews Avenue Urbana IL 61801 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2017,4,25]]},"reference":[{"key":"e_1_2_7_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201103110"},{"key":"e_1_2_7_1_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201103110"},{"key":"e_1_2_7_2_1","volume-title":"Dictionary of Natural Products on DVD","author":"Buckingham J.","year":"2007"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1038\/nm.2471"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/srep22894"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201600656"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201600656"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm201608g"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1126\/scitranslmed.3010382"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/bi00704a032"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.ppat.1004114"},{"key":"e_1_2_7_10_1","unstructured":"\u00a0"},{"key":"e_1_2_7_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b03546"},{"key":"e_1_2_7_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.5b00115"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.1084\/jem.20050846"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/bi501264s"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.1153018"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0022-2836(05)80360-2"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.bbapap.2015.04.015"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1038\/nprot.2009.2"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chembiol.2014.08.018"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1073\/pnas.1010907107"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0076-6879(97)76066-X"},{"key":"e_1_2_7_22_1","unstructured":"\u00a0"},{"key":"e_1_2_7_23_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444910045749"},{"key":"e_1_2_7_24_2","doi-asserted-by":"publisher","DOI":"10.1107\/S0021889807021206"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444996012255"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1107\/S0907444910007493"}],"container-title":["ChemBioChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fcbic.201700099","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbic.201700099","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T20:33:11Z","timestamp":1760301191000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cbic.201700099"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,4,25]]},"references-count":28,"journal-issue":{"issue":"11","published-print":{"date-parts":[[2017,6]]}},"alternative-id":["10.1002\/cbic.201700099"],"URL":"https:\/\/doi.org\/10.1002\/cbic.201700099","archive":["Portico"],"relation":{},"ISSN":["1439-4227","1439-7633"],"issn-type":[{"value":"1439-4227","type":"print"},{"value":"1439-7633","type":"electronic"}],"subject":[],"published":{"date-parts":[[2017,4,25]]},"assertion":[{"value":"2017-02-24","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2017-04-25","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}