{"refrec":{"BRefID":321885,"RR":"<b>Schwartz-Narbonne, R.; Schaeffer, P.; Hopmans, E.C.; Schenesse, M.; Alex Charlton, E.; Martin Jones, D.; Sinninghe Damsté, J.S.; Farhan Ul Haque, M.; Jetten, M.S.M.; Lengger, S.K.</b> (2020). A unique bacteriohopanetetrol stereoisomer of marine anammox. <i>Org. Geochem. 143</i>: 103994. <a href=\"https://doi.org/10.1016/j.orggeochem.2020.103994\" target=\"_blank\">https://doi.org/10.1016/j.orggeochem.2020.103994</a>","BEntID":315325,"PublicFlag":1,"CheckedFlag":0,"wosflag":1,"vabbflag":0,"RefStringPartII":". <i>Org. Geochem. 143</i>: 103994. <a href=\"https://doi.org/10.1016/j.orggeochem.2020.103994\" target=\"_blank\">https://doi.org/10.1016/j.orggeochem.2020.103994</a>","DocTypID":8,"DocType":"Journal article","MarineFlag":0,"FreshFlag":0,"BrackishFlag":0,"TerrestrialFlag":0,"Authorstring":"Schwartz-Narbonne, R.; Schaeffer, P.; Hopmans, E.C.; Schenesse, M.; Alex Charlton, E.; Martin Jones, D.; Sinninghe Damsté, J.S.; Farhan Ul Haque, M.; Jetten, M.S.M.; Lengger, S.K.","OrigTitleTranslFlag":0,"Authorstringtrunc":"Schwartz-Narbonne, R. <i>et al.</i>","Englishabstract":"Anaerobic ammonium oxidation (anammox) is a major process of bioavailable nitrogen removal from marine systems. Previously, a bacteriohopanetetrol (BHT) isomer, with unknown stereochemistry, eluting later than BHT using high performance liquid chromatography (HPLC), was detected in ‘Ca. Scalindua profunda’ and proposed as a biomarker for anammox in marine paleo-environments. However, the utility of this BHT isomer as an anammox biomarker is hindered by the fact that four other, non-anammox bacteria are also known to produce a late-eluting BHT stereoisomer. The stereochemistry in <i>Acetobacter pasteurianus, Komagataeibacter xylinus</i> and <i>Frankia</i> sp. was known to be 17β, 21β(H), 22R, 32R, 33R, 34R (BHT-34R). The stereochemistry of the late-eluting BHT in <i>Methylocella palustris</i> was unknown. To determine if marine anammox bacteria produce a unique BHT isomer, we studied the BHT distributions and stereochemistry of known BHT isomer producers and of previously unscreened marine (<i>‘Ca</i>. Scalindua brodeae’) and freshwater (<i>‘Ca</i>. Brocadia sp.’) anammox bacteria using HPLC and gas chromatographic (GC) analysis of acetylated BHTs and ultra high performance liquid chromatography (UHPLC)-high resolution mass spectrometry (HRMS) analysis of non-acetylated BHTs. The 34R stereochemistry was confirmed for the BHT isomers in <i>Ca</i>. Brocadia sp. and <i>Methylocella palustris</i>. However, ‘Ca. Scalindua sp.’ synthesise a stereochemically distinct BHT isomer, with still unconfirmed stereochemistry (BHT-x). Only GC analysis of acetylated BHT and UHPLC analysis of non-acetylated BHT distinguished between late-eluting BHT isomers. Acetylated BHT-x and BHT-34R co-elute by HPLC. As BHT-x is currently only known to be produced by ‘<I>Ca</i>. Scalindua spp.’, it may be a biomarker for marine anammox.","AbstractOtherLang":null,"BibLvlCode":"AS","StandardTitle":"A unique bacteriohopanetetrol stereoisomer of marine anammox","OrigTitleLangCode":"en","OrigTitleLangCodeExtended":"eng","OrigTitleLangID":15,"DateLastModified":{"date":"2026-06-10 01:32:27.290418","timezone_type":1,"timezone":"+02:00"},"UserAccessRight":null,"UserAccID":null,"AuthorKeywords":"bacteriohopanepolyols; bacteriohopanetetrols; stereoisomers; anammox; biomarkers","OtherDescriptors":null,"Notes":null,"AnaPub":2020,"MonPub":null,"DateUpdate":"2020-04-30","DateCreate":"2020-03-03","SecASFANote":null,"ConfID":null,"PeerRev":1,"VlizCoreFlag":1,"WoScode":"WOS:000546215000002","VABBcode":null,"OpenAcc":1,"DOI":"10.1016/j.orggeochem.2020.103994"},"refs":null,"anarec":{"AnaID":321885,"PubliDate":2020,"Pagination":"103994","XtraPublOfAnaID":null,"ISBN":null,"Volume":"143","Issue":null,"BRefMon":null,"BRefMonRR":null,"BRefXtra":null,"BRefXtraRR":null,"SerBRefID":111331,"SerRR":"Organic Geochemistry. 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