植物乳杆菌中十一异戊烯醇的特性分析。
The characterization of undecaprenol of Lactobacillus plantarum.
作者信息
Gough D P, Kirby A L, Richards J B, Hemming F W
出版信息
Biochem J. 1970 Jun;118(1):167-70. doi: 10.1042/bj1180167.
Abstract
Evidence for the presence of undecaprenol in the unsaponifiable lipid of Lactobacillus plantarum (N.C.I.B. 6376) is presented. Characterization of the compound was based mainly on mass, i.r. and n.m.r. spectrometry. The prenol was isolated at a concentration of 40mug/g wet wt. of bacteria and contained over 90% (1.0-5.4% of the dose) of the (14)C present in the unsaponifiable lipid after incubation of the bacteria with [2-(14)C]mevalonate. N.m.r. spectrometry indicated the presence of two internal trans-, one alpha-cis- and seven internal cis-isoprene residues per molecule. The (3)H/(14)C ratios of the prenol after incubation of the bacteria with [2-(14)C,(4R)-4-(3)H(1)]- and [2-(14)C,(4S)-4-(3)H(1)]-mevalonate were in agreement with this stereochemistry. There was no evidence of saturated isoprene residues in the molecule. The undecaprenol appeared to be accompanied by much smaller quantities of decaprenol and nonaprenol.
摘要
本文提供了植物乳杆菌（N.C.I.B. 6376）不皂化脂质中存在十一异戊二烯醇的证据。该化合物的表征主要基于质谱、红外光谱和核磁共振光谱。该异戊二烯醇以40μg/g细菌湿重的浓度被分离出来，并且在细菌与[2-(14)C]甲羟戊酸孵育后，它包含了不皂化脂质中超过90%（占剂量的1.0 - 5.4%）的(14)C。核磁共振光谱表明每个分子存在两个内部反式、一个α-顺式和七个内部顺式异戊二烯残基。细菌与[2-(14)C,(4R)-4-(3)H(1)]-和[2-(14)C,(4S)-4-(3)H(1)]-甲羟戊酸孵育后，该异戊二烯醇的(3)H/(14)C比值与这种立体化学一致。分子中没有饱和异戊二烯残基的证据。十一异戊二烯醇似乎伴随着数量少得多的十异戊二烯醇和九异戊二烯醇。
相似文献
1
The characterization of undecaprenol of Lactobacillus plantarum.植物乳杆菌中十一异戊烯醇的特性分析。
Biochem J. 1970 Jun;118(1):167-70. doi: 10.1042/bj1180167.
2
The biosynthesis of C 55 polyprenols by a cell-free preparation of Lactobacillus plantarum.植物乳杆菌无细胞制剂合成C55聚戊烯醇
Biochem J. 1972 Apr;127(2):345-9. doi: 10.1042/bj1270345.
3
The characterization of ficaprenol-10, -11 and 12 from the leaves of Ficus elastica (decorative rubber plant).对印度榕（观赏橡胶树）叶片中ficaprenol - 10、ficaprenol - 11和ficaprenol - 12的特性分析。
Biochem J. 1967 Jan;102(1):325-30. doi: 10.1042/bj1020325.
4
Dolichols, ubiquinones, geranylgeraniol and farnesol as the major metabolites of mevalonate in Phytophthora cactorum.多萜醇、泛醌、香叶基香叶醇和法尼醇是恶疫霉中甲羟戊酸的主要代谢产物。
Biochem J. 1972 Aug;128(5):1345-52. doi: 10.1042/bj1281345.
5
The characterization and properties of castaprenol-11, -12 and -13 from the leaves of Aesculus hippocastanum (horse chestnut).七叶树（欧洲七叶树）叶片中11-、12-和13-角鲨烯醇的表征与性质
Biochem J. 1967 Jan;102(1):313-24. doi: 10.1042/bj1020313.
6
Identification of prenol intermediates of wall biosynthesis in growing cells of Lactobacillus plantarum.植物乳杆菌生长细胞中细胞壁生物合成的异戊烯醇中间体的鉴定
J Bacteriol. 1973 Oct;116(1):235-44. doi: 10.1128/jb.116.1.235-244.1973.
7
The stereochemistry of hexahydroprenol, ubiquinone and ergosterol biosynthesis in the mycelium of Aspergillus fumigatus Fresenius.烟曲霉弗里斯菌菌丝体中六氢植醇、泛醌和麦角固醇生物合成的立体化学
Biochem J. 1967 Jul;104(1):43-56. doi: 10.1042/bj1040043.
8
Polyprenols of Aspergillus niger. Their characterization, biosynthesis and subcellular distribution.黑曲霉的聚戊烯醇。它们的表征、生物合成及亚细胞分布。
Biochem J. 1972 Mar;126(5):1193-202. doi: 10.1042/bj1261193.
9
The characterization and stereochemistry of biosynthesis of dolichols in rat liver.大鼠肝脏中多萜醇生物合成的表征及立体化学
Biochem J. 1970 Jun;118(1):163-6. doi: 10.1042/bj1180163.
10
The occurrence of bactoprenol in the mesosome and plasma membranes of Lactobacillus casei and Lactobacillus plantarum.芽孢杆菌醇在干酪乳杆菌和植物乳杆菌的间体及质膜中的存在情况。
J Gen Microbiol. 1972 Apr;70(1):87-98. doi: 10.1099/00221287-70-1-87.
引用本文的文献
1
Magnesium Modulates Bacillus subtilis Cell Division Frequency.镁调节枯草芽孢杆菌的细胞分裂频率。
J Bacteriol. 2023 Jan 26;205(1):e0037522. doi: 10.1128/jb.00375-22. Epub 2022 Dec 14.
2
Deciphering the metabolism of undecaprenyl-phosphate: the bacterial cell-wall unit carrier at the membrane frontier.解析磷酸十一碳烯醇的代谢：膜前沿的细菌细胞壁单位载体
Microb Drug Resist. 2014 Jun;20(3):199-214. doi: 10.1089/mdr.2014.0035. Epub 2014 May 5.
3
Lipid intermediates in the biosynthesis of bacterial peptidoglycan.细菌肽聚糖生物合成中的脂质中间体。
Microbiol Mol Biol Rev. 2007 Dec;71(4):620-35. doi: 10.1128/MMBR.00016-07.
4
Isoprenoid biosynthesis in bacteria: a novel pathway for the early steps leading to isopentenyl diphosphate.细菌中的类异戊二烯生物合成：通向异戊烯基二磷酸早期步骤的新途径。
Biochem J. 1993 Oct 15;295 ( Pt 2)(Pt 2):517-24. doi: 10.1042/bj2950517.
5
Long-chain betulaprenol-type polyprenols from the leaves of Ginkgo biloba.来自银杏叶的长链桦木醇型多萜醇
Biochem J. 1983 Aug 1;213(2):305-11. doi: 10.1042/bj2130305.
6
The biosynthesis of C 55 polyprenols by a cell-free preparation of Lactobacillus plantarum.植物乳杆菌无细胞制剂合成C55聚戊烯醇
Biochem J. 1972 Apr;127(2):345-9. doi: 10.1042/bj1270345.
7
Incorporation of radioactive mevalonate into C50 and C55 phenols by Streptococcus mutans.变形链球菌将放射性甲羟戊酸掺入C50和C55酚类物质中。
Biochem J. 1973 Nov;135(3):567-8. doi: 10.1042/bj1350567.
8
Identification of prenol intermediates of wall biosynthesis in growing cells of Lactobacillus plantarum.植物乳杆菌生长细胞中细胞壁生物合成的异戊烯醇中间体的鉴定
J Bacteriol. 1973 Oct;116(1):235-44. doi: 10.1128/jb.116.1.235-244.1973.
9
Dolichols, ubiquinones, geranylgeraniol and farnesol as the major metabolites of mevalonate in Phytophthora cactorum.多萜醇、泛醌、香叶基香叶醇和法尼醇是恶疫霉中甲羟戊酸的主要代谢产物。
Biochem J. 1972 Aug;128(5):1345-52. doi: 10.1042/bj1281345.
10
Isolation of polyisoprenyl alcohols from Streptococcus faecalis.从粪链球菌中分离聚异戊二烯醇。
J Bacteriol. 1972 Dec;112(3):1302-5. doi: 10.1128/jb.112.3.1302-1305.1972.
本文引用的文献
1
METABOLISM OF MEVALONIC ACID BY LACTOBACILLUS PLANTARUM.植物乳杆菌对甲羟戊酸的代谢
J Bacteriol. 1964 Aug;88(2):361-6. doi: 10.1128/jb.88.2.361-366.1964.
2
The metabolism of acetate and mevalonic acid by lactobacilli. II. The incorporation of [14C]acetate and [14C]mevalonic acid into the bacterial lipids.乳酸菌对乙酸和甲羟戊酸的代谢。II. [14C]乙酸和[14C]甲羟戊酸掺入细菌脂质的情况。
Biochim Biophys Acta. 1962 May 21;59:280-94. doi: 10.1016/0006-3002(62)90176-2.
3
The metabolism of acetate and mevalonic acid by lactobacilli. I. The effect of acetate and mevalonic acid on growth.乳酸杆菌对乙酸和甲羟戊酸的代谢。I. 乙酸和甲羟戊酸对生长的影响。
Biochim Biophys Acta. 1962 May 21;59:273-9. doi: 10.1016/0006-3002(62)90175-0.
4
Discovery of a new acetate-replacing factor.一种新型乙酸替代因子的发现。
J Bacteriol. 1956 Oct;72(4):519-24. doi: 10.1128/jb.72.4.519-524.1956.
5
The characterization and properties of castaprenol-11, -12 and -13 from the leaves of Aesculus hippocastanum (horse chestnut).七叶树（欧洲七叶树）叶片中11-、12-和13-角鲨烯醇的表征与性质
Biochem J. 1967 Jan;102(1):313-24. doi: 10.1042/bj1020313.
6
Nuclear magnetic resonance spectrometry of naturally occurring polyprenols.天然存在的聚戊烯醇的核磁共振光谱法。
Anal Biochem. 1967 Jul;20(1):1-15. doi: 10.1016/0003-2697(67)90258-8.
7
The structure of bactoprenol, a lipid formed by lactobacilli from mevalonic acid.细菌萜醇的结构，一种由乳酸菌从甲羟戊酸形成的脂质。
Biochem J. 1966 Apr;99(1):123-7. doi: 10.1042/bj0990123.
8
The biosynthesis of mannosyl-1-phosphoryl-polyisoprenol in Micrococcus lysodeikticus and its role in mannan synthesis.溶壁微球菌中甘露糖基-1-磷酸-聚异戊二烯醇的生物合成及其在甘露聚糖合成中的作用。
Proc Natl Acad Sci U S A. 1968 Apr;59(4):1313-20. doi: 10.1073/pnas.59.4.1313.
9
Structure of a lipid intermediate in cell wall peptidoglycan synthesis: a derivative of a C55 isoprenoid alcohol.细胞壁肽聚糖合成中脂质中间体的结构：一种C55类异戊二烯醇的衍生物。
Proc Natl Acad Sci U S A. 1967 Jun;57(6):1878-84. doi: 10.1073/pnas.57.6.1878.
10
Polyprenols.聚戊烯醇
Biochem Soc Symp. 1970;29:105-17.
Zotero 插件