细菌萜醇的结构，一种由乳酸菌从甲羟戊酸形成的脂质。
The structure of bactoprenol, a lipid formed by lactobacilli from mevalonic acid.
作者信息
Thorne K J, Kodicek E
出版信息
Biochem J. 1966 Apr;99(1):123-7. doi: 10.1042/bj0990123.
Abstract
- The name ;bactoprenol' has been given to the most abundant lipid formed by three species of lactobacilli from mevalonic acid. 2. A method for the preparation of pure bactoprenol is described. 3. The thin-layer chromatographic properties of bactoprenol and of its acetylated and hydrogenated derivatives resembled those of dolichol. 4. Analysis by mass spectrometry and by nuclear magnetic resonance showed that the molecule is formed by condensation of 10 unsaturated isoprene units and 1 saturated isoprene unit. 5. Its molecular weight is 768 and it has 10 double bonds/molecule. 6. Infrared spectroscopy and the uptake of acetyl groups indicated that the molecule contains a hydroxyl group. 7. It is concluded that bactoprenol is a C(55) isoprenoid alcohol.
摘要
- 由三种乳酸菌从甲羟戊酸合成的最丰富的脂质被命名为“细菌萜醇”。2. 描述了一种制备纯细菌萜醇的方法。3. 细菌萜醇及其乙酰化和氢化衍生物的薄层色谱性质与多萜醇相似。4. 质谱分析和核磁共振分析表明，该分子由10个不饱和异戊二烯单元和1个饱和异戊二烯单元缩合而成。5. 其分子量为768，每个分子有10个双键。6. 红外光谱和乙酰基摄取表明该分子含有一个羟基。7. 得出的结论是，细菌萜醇是一种C(55)类异戊二烯醇。
相似文献
1
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.
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 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.
4
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.
5
Bactoprenol, ATPase and acetate activating enzymes of a vesicular fraction from Lactobacillus casei.干酪乳杆菌囊泡组分中的细菌萜醇、ATP酶和乙酸激活酶。
Eur J Biochem. 1969 Dec;11(3):582-91. doi: 10.1111/j.1432-1033.1969.tb00810.x.
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 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.
8
Biosynthesis of isoprenoid compounds in Schistosoma mansoni.曼氏血吸虫中类异戊二烯化合物的生物合成
Mol Biochem Parasitol. 1993 Oct;61(2):275-84. doi: 10.1016/0166-6851(93)90073-7.
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
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.
引用本文的文献
1
Bacterial terpenome.细菌萜烯组。
Nat Prod Rep. 2021 May 26;38(5):905-980. doi: 10.1039/d0np00066c.
2
Phylogenomics of expanding uncultured environmental Tenericutes provides insights into their pathogenicity and evolutionary relationship with Bacilli.扩展未培养的环境真细菌门的系统发生基因组学为其致病性和与芽孢杆菌的进化关系提供了见解。
BMC Genomics. 2020 Jun 17;21(1):408. doi: 10.1186/s12864-020-06807-4.
3
Lipid Flippases for Bacterial Peptidoglycan Biosynthesis.用于细菌肽聚糖生物合成的脂质翻转酶。
Lipid Insights. 2016 Jan 13;8(Suppl 1):21-31. doi: 10.4137/LPI.S31783. eCollection 2015.
4
Reflections on my career in analytical chemistry and biochemistry.分析化学和生物化学职业生涯的反思。
Proc Jpn Acad Ser B Phys Biol Sci. 2010;86(8):822-36. doi: 10.2183/pjab.86.822.
5
The occurrence of geometric polyprenol isomers in the rubber-producing plant, Eucommia ulmoides Oliver.
Lipids. 2001 Jul;36(7):727-32. doi: 10.1007/s11745-001-0778-5.
6
Identification, evolution, and essentiality of the mevalonate pathway for isopentenyl diphosphate biosynthesis in gram-positive cocci.革兰氏阳性球菌中用于异戊烯基二磷酸生物合成的甲羟戊酸途径的鉴定、演变及必要性
J Bacteriol. 2000 Aug;182(15):4319-27. doi: 10.1128/JB.182.15.4319-4327.2000.
7
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.
8
An alternative pathway for the biosynthesis of isoprenoid compounds in bacteria.细菌中类异戊二烯化合物生物合成的另一条途径。
Biochem J. 1981 Jun 15;196(3):675-81. doi: 10.1042/bj1960675.
9
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.
10
Characterization of the hexahydropolyprenols of Aspergillus fumigatus Fresenius.烟曲霉弗里斯菌六氢聚戊烯醇的特性研究
Biochem J. 1967 Feb;102(2):443-55. doi: 10.1042/bj1020443.
本文引用的文献
1
Dolichol: a naturally occurring isoprenoid alcohol.多萜醇：一种天然存在的类异戊二烯醇。
Nature. 1960 May 7;186:470-2.
2
PURIFICATION OF GERANYLGERANYL PYROPHOSPHATE SYNTHETASE FROM MICROCOCCUS LYSODEIKTICUS.来自溶壁微球菌的香叶基香叶基焦磷酸合酶的纯化
J Biol Chem. 1964 Aug;239:2507-15.
3
DOLICHOL: A NATURALLY-OCCURRING C100 ISOPRENOID ALCOHOL.多萜醇：一种天然存在的C100类异戊二烯醇。
Biochem J. 1963 Sep;88(3):470-82.
4
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.
5
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.
6
The metabolism of acetate and mevalonic acid by lactob cilli. III. Studies on the unsaponifiable lipids derived from mevalonic acid.乳酸杆菌对乙酸和甲羟戊酸的代谢。III. 源自甲羟戊酸的不皂化脂质的研究。
Biochim Biophys Acta. 1962 May 21;59:295-306. doi: 10.1016/0006-3002(62)90177-4.
7
The location and tentative identification of steroids on paper chromatograms by means of a system of color tests.通过一系列颜色测试法对纸色谱上类固醇的位置和初步鉴定
Arch Biochem Biophys. 1960 Nov;91:54-60. doi: 10.1016/0003-9861(60)90454-9.
8
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.
Zotero 插件