来自甲基营养型细菌荚膜甲基球菌和甲烷甲基单胞菌的新型藿烷类化合物。(22S)-35-氨基细菌藿烷-30,31,32,33,34-戊醇和(22S)-35-氨基-3β-甲基细菌藿烷-30,31,32,33,34-戊醇。
Novel hopanoids from the methylotrophic bacteria Methylococcus capsulatus and Methylomonas methanica. (22S)-35-aminobacteriohopane-30,31,32,33,34-pentol and (22S)-35-amino-3 beta-methylbacteriohopane-30,31,32,33,34-pentol.
作者信息
Neunlist S, Rohmer M
出版信息
Biochem J. 1985 Nov 1;231(3):635-9. doi: 10.1042/bj2310635.
Abstract
The major hopanoid of the methylotrophic bacteria Methylococcus capsulatus and Methylomonas methanica was identified by spectroscopic methods as (22S)-35-aminobacteriohopane-30,31,32,33,34-pentol. Minor companions were, in both bacteria, 35-aminobacteriohopane-31,32,33,34-tetrol and in Methylomonas methanica, 35-aminobacteriohopane-32,33,34-triol. In Methylococcus capsulatus the aminopentol and the aminotetrol were accompanied by their homologues possessing an extra methyl group at C-3. Bacterial hopanoids with a functionalized C-30 carbon atom such as these two new aminopentols are possible precursors of widespread C29 hopanoid chemical fossils.
摘要
通过光谱方法鉴定，甲基营养型细菌荚膜甲基球菌和甲烷甲基单胞菌的主要藿烷类化合物为(22S)-35-氨基细菌藿烷-30,31,32,33,34-戊醇。在这两种细菌中，次要伴生化合物为35-氨基细菌藿烷-31,32,33,34-丁醇，在甲烷甲基单胞菌中还有35-氨基细菌藿烷-32,33,34-丙醇。在荚膜甲基球菌中，氨基戊醇和氨基丁醇伴有在C-3位具有一个额外甲基的同系物。像这两种新的氨基戊醇这样具有官能化C-30碳原子的细菌藿烷类化合物可能是广泛存在的C29藿烷类化学化石的前体。
相似文献
1
Novel hopanoids from the methylotrophic bacteria Methylococcus capsulatus and Methylomonas methanica. (22S)-35-aminobacteriohopane-30,31,32,33,34-pentol and (22S)-35-amino-3 beta-methylbacteriohopane-30,31,32,33,34-pentol.来自甲基营养型细菌荚膜甲基球菌和甲烷甲基单胞菌的新型藿烷类化合物。(22S)-35-氨基细菌藿烷-30,31,32,33,34-戊醇和(22S)-35-氨基-3β-甲基细菌藿烷-30,31,32,33,34-戊醇。
Biochem J. 1985 Nov 1;231(3):635-9. doi: 10.1042/bj2310635.
2
Bacterial triterpenoids of the hopane series from the methanotrophic bacteria Methylocaldum spp.: phylogenetic implications and first evidence for an unsaturated aminobacteriohopanepolyol.来自甲烷营养细菌嗜甲基菌属的藿烷系列细菌三萜类化合物：系统发育意义及不饱和氨基细菌藿多元醇的首个证据
FEMS Microbiol Lett. 2000 Jan 15;182(2):361-5. doi: 10.1111/j.1574-6968.2000.tb08922.x.
3
Carbon isotopic fractionation in lipids from methanotrophic bacteria: relevance for interpretation of the geochemical record of biomarkers.甲烷氧化菌脂质中的碳同位素分馏：对生物标志物地球化学记录解释的相关性。
Geochim Cosmochim Acta. 1994;58(13):2853-63. doi: 10.1016/0016-7037(94)90119-8.
4
Hopanoid production by Desulfovibrio bastinii isolated from oilfield formation water.从油田地层水中分离出的巴斯蒂尼脱硫弧菌产生藿烷类化合物。
FEMS Microbiol Lett. 2009 Apr;293(1):73-8. doi: 10.1111/j.1574-6968.2009.01520.x. Epub 2009 Feb 12.
5
The Bacteriohopanepolyol Inventory of Novel Aerobic Methane Oxidising Bacteria Reveals New Biomarker Signatures of Aerobic Methanotrophy in Marine Systems.新型好氧甲烷氧化细菌的细菌藿烷多元醇库存揭示了海洋系统中好氧甲烷氧化作用的新生物标志物特征。
PLoS One. 2016 Nov 8;11(11):e0165635. doi: 10.1371/journal.pone.0165635. eCollection 2016.
6
Prokaryotic triterpenoids. 1. 3 beta-Methylhopanoids from Acetobacter species and Methylococcus capsulatus.
Eur J Biochem. 1985 Jul 1;150(1):23-7. doi: 10.1111/j.1432-1033.1985.tb08980.x.
7
Diversity of hopanoids and squalene-hopene cyclases across a tropical land-sea gradient.热带海陆梯度上藿烷类化合物和角鲨烯-藿烯环化酶的多样性。
Environ Microbiol. 2009 May;11(5):1208-23. doi: 10.1111/j.1462-2920.2008.01817.x. Epub 2008 Dec 8.
8
Squalene-hopene cyclase from Methylococcus capsulatus (Bath): a bacterium producing hopanoids and steroids.来自荚膜甲基球菌（巴斯）的鲨烯-藿烯环化酶：一种产生藿烷类化合物和类固醇的细菌。
Biochim Biophys Acta. 1998 Mar 30;1391(2):223-32. doi: 10.1016/s0005-2760(97)00212-9.
9
Non-specific lanosterol and hopanoid biosynthesis be a cell-free system from the bacterium Methylococcus capsulatus.来自荚膜甲基球菌的无细胞系统中的非特异性羊毛甾醇和藿烷类生物合成。
Eur J Biochem. 1980 Dec;112(3):557-60. doi: 10.1111/j.1432-1033.1980.tb06121.x.
10
The carbon assimilation pathways of Methylococcus capsulatus, Pseudomonas methanica and Methylosinus trichosporium (OB3B) during growth on methane.甲烷氧化菌荚膜甲基球菌、甲烷假单胞菌和 trichosporium 甲基弯曲菌（OB3B）在以甲烷为碳源生长过程中的碳同化途径。 （注：这里的Methylosinus trichosporium (OB3B)翻译为trichosporium甲基弯曲菌（OB3B），因为Methylosinus是甲基弯曲菌属，trichosporium可能是种名，括号里的OB3B可能是菌株编号之类的特定标识。）
Biochem J. 1974 Dec;144(3):465-76. doi: 10.1042/bj1440465.
引用本文的文献
1
Methanotroph-methylotroph lipid adaptations to changing environmental conditions.甲烷营养菌-甲基营养菌对不断变化的环境条件的脂质适应性。
Front Microbiol. 2025 Feb 7;16:1532719. doi: 10.3389/fmicb.2025.1532719. eCollection 2025.
2
Influence of temperature on the δ C values and distribution of methanotroph-related hopanoids in Sphagnum-dominated peat bogs.温度对泥炭沼泽中以泥炭藓为主的 δ C 值和甲烷营养菌相关藿烷类分布的影响。
Geobiology. 2020 Jul;18(4):497-507. doi: 10.1111/gbi.12389. Epub 2020 Mar 16.
3
The Bacteriohopanepolyol Inventory of Novel Aerobic Methane Oxidising Bacteria Reveals New Biomarker Signatures of Aerobic Methanotrophy in Marine Systems.新型好氧甲烷氧化细菌的细菌藿烷多元醇库存揭示了海洋系统中好氧甲烷氧化作用的新生物标志物特征。
PLoS One. 2016 Nov 8;11(11):e0165635. doi: 10.1371/journal.pone.0165635. eCollection 2016.
4
A distinct pathway for tetrahymanol synthesis in bacteria.细菌中四氢藿烷合成的独特途径。
Proc Natl Acad Sci U S A. 2015 Nov 3;112(44):13478-83. doi: 10.1073/pnas.1511482112. Epub 2015 Oct 19.
5
First investigation of the microbiology of the deepest layer of ocean crust.首次对海洋地壳最深处的微生物学进行调查。
PLoS One. 2010 Nov 5;5(11):e15399. doi: 10.1371/journal.pone.0015399.
6
N-acylated bacteriohopanehexol-mannosamides from the thermophilic bacterium Alicyclobacillus acidoterrestris.来自嗜热细菌嗜酸栖热放线菌的N-酰化细菌藿烷六醇-甘露糖酰胺。
Lipids. 2011 Mar;46(3):249-61. doi: 10.1007/s11745-010-3482-4. Epub 2010 Oct 21.
本文引用的文献
1
A glycolipid containing hopane isolated from the acidophilic, thermophilic Bacillus acidocaldarius, has a cholesterol-like function in membranes.从嗜酸嗜热的嗜酸热硫化叶菌中分离出的一种含藿烷的糖脂，在细胞膜中具有类似胆固醇的功能。
FEBS Lett. 1980 Apr 21;113(1):107-10. doi: 10.1016/0014-5793(80)80506-0.
2
A direct study of the cohesion of lecithin bilayers: the effect of hopanoids and alpha, omega-dihydroxycarotenoids.卵磷脂双层凝聚力的直接研究：藿烷类化合物和α,ω-二羟基类胡萝卜素的影响
Biochem Biophys Res Commun. 1983 Jan 14;110(1):320-4. doi: 10.1016/0006-291x(83)91298-6.
3
Non-specific lanosterol and hopanoid biosynthesis be a cell-free system from the bacterium Methylococcus capsulatus.来自荚膜甲基球菌的无细胞系统中的非特异性羊毛甾醇和藿烷类生物合成。
Eur J Biochem. 1980 Dec;112(3):557-60. doi: 10.1111/j.1432-1033.1980.tb06121.x.
4
Interaction of hopanoids with phosphatidylcholines containing oleic and omega-cyclohexyldodecanoic acid in lipid bilayer membranes.藿烷类化合物与脂质双分子层膜中含有油酸和ω-环己基十二烷酸的磷脂酰胆碱的相互作用。
Chem Phys Lipids. 1983 Dec;34(1):7-24. doi: 10.1016/0009-3084(83)90056-7.
5
Steroids and squalene in Methylococcus capsulatus grown on methane.在以甲烷为生长底物的荚膜甲基球菌中类固醇和角鲨烯的研究
Nature. 1971 Apr 16;230(5294):473-4. doi: 10.1038/230473a0.
6
A novel hopanoid, 30-(5'-adenosyl)hopane, from the purple non-sulphur bacterium Rhodopseudomonas acidophila, with possible DNA interactions.一种来自嗜酸红假单胞菌的新型藿烷类化合物，30-(5'-腺苷基)藿烷，可能与DNA相互作用。
Biochem J. 1985 Jun 15;228(3):769-71. doi: 10.1042/bj2280769.
7
8
Prokaryotic triterpenoids. 1. 3 beta-Methylhopanoids from Acetobacter species and Methylococcus capsulatus.
Eur J Biochem. 1985 Jul 1;150(1):23-7. doi: 10.1111/j.1432-1033.1985.tb08980.x.
9
Delta8(14)-steroids in the bacterium Methylococcus capsulatus.荚膜甲基球菌中的δ8(14)-类固醇
Biochem J. 1976 Nov;159(2):267-71. doi: 10.1042/bj1590267.
10
Molecular evolution of biomembranes: structural equivalents and phylogenetic precursors of sterols.生物膜的分子进化：甾醇的结构等效物和系统发育前体。
Proc Natl Acad Sci U S A. 1979 Feb;76(2):847-51. doi: 10.1073/pnas.76.2.847.
Zotero 插件