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相似文献

1
Studies on the biosynthesis of the ergosterol side chain.麦角固醇侧链生物合成的研究。
Biochem J. 1969 Jul;113(4):727-32. doi: 10.1042/bj1130727.
2
The transfer of hydrogen from C-24 to C-25 in ergosterol biosynthesis.麦角固醇生物合成过程中氢从C-24向C-25的转移。
Biochem J. 1967 Jun;103(3):616-22. doi: 10.1042/bj1030616.
3
The introduction of the C-22-C-23 ethylenic linkage in ergosterol biosynthesis.麦角固醇生物合成中C-22-C-23烯键的引入。
Biochem J. 1968 Feb;106(3):623-6. doi: 10.1042/bj1060623.
4
The mechanism of the elaboration of ring B in ergosterol biosynthesis.麦角固醇生物合成中B环形成的机制。
Biochem J. 1968 Jul;108(4):527-31. doi: 10.1042/bj1080527.
5
The intermediary role of a steroid 8,14-dien-3-beta-ol system in ergosterol biosynthesis.类固醇8,14-二烯-3-β-醇系统在麦角固醇生物合成中的中介作用。
Biochem J. 1969 Nov;115(2):135-7. doi: 10.1042/bj1150135.
6
The stereochemistry of hydrogen elimination from C-7 in cholesterol and ergosterol biosynthesis.胆固醇和麦角固醇生物合成过程中从C-7位消除氢的立体化学。
Biochem J. 1970 Apr;117(3):539-42. doi: 10.1042/bj1170539.
7
Ergosterol biosynthesis in yeast. Pathways in the late stages and their variation under various conditions.酵母中的麦角固醇生物合成。后期途径及其在各种条件下的变化。
J Biochem. 1978 Mar;83(3):681-91. doi: 10.1093/oxfordjournals.jbchem.a131961.
8
Novel sterol transformations promoted by Saccharomyces cerevisiae strain GL7: evidence for 9 beta, 19-cyclopropyl to 9(11)-isomerization and for 14-demethylation to 8(14)-sterols.酿酒酵母菌株GL7促进的新型甾醇转化:9β,19-环丙基向9(11)-异构化以及14-去甲基化生成8(14)-甾醇的证据。
Arch Biochem Biophys. 1995 Dec 1;324(1):189-99. doi: 10.1006/abbi.1995.9912.
9
Biosynthetic routes to ergosterol in yeast.酵母中麦角固醇的生物合成途径。
Biochem Biophys Res Commun. 1972 Aug 7;48(3):593-7. doi: 10.1016/0006-291x(72)90389-0.
10
Anaerobic formation of ergosterol from a 5-alpha-hydroxysterol by cell-free preparations of yeast.酵母无细胞制剂将5-α-羟基甾醇厌氧转化为麦角甾醇。
Biochem Biophys Res Commun. 1967 Jun 23;27(6):644-9. doi: 10.1016/s0006-291x(67)80083-4.

引用本文的文献

1
The stereochemistry of hydrogen elimination from C-7 in cholesterol and ergosterol biosynthesis.胆固醇和麦角固醇生物合成过程中从C-7位消除氢的立体化学。
Biochem J. 1970 Apr;117(3):539-42. doi: 10.1042/bj1170539.
2
Effect of altered sterol composition on growth characteristics of Saccharomyces cerevisiae.甾醇组成改变对酿酒酵母生长特性的影响。
J Bacteriol. 1974 Nov;120(2):779-84. doi: 10.1128/jb.120.2.779-784.1974.
3
Biochemical and genetic aspects of nystatin resistance in saccharomyces cerevisiae.酿酒酵母中制霉菌素抗性的生化和遗传方面
J Bacteriol. 1972 Sep;111(3):649-57. doi: 10.1128/jb.111.3.649-657.1972.
4
Metabolism of 2,4 -3H - 14alpha-methyl -5alpha-ergost - 8-enol and 2,4- 3H- 5 alpha- ergosta-8, 14-dienol in chlorella ellipsoidea.2,4 - 3H - 14α-甲基-5α-麦角甾-8-烯醇和2,4 - 3H - 5α-麦角甾-8,14-二烯醇在椭圆小球藻中的代谢
Lipids. 1974 Dec;9(12):1014-7. doi: 10.1007/BF02533828.
5
Phytosterol side chain biosynthesis.植物甾醇侧链生物合成。
Lipids. 1974 Aug;9(8):582-95. doi: 10.1007/BF02532508.

本文引用的文献

1
The conversion of cholest-7-en-3beta-ol into cholesterol. General comments on the mechanism of the introduction of double bonds in enzymic reactions.胆甾-7-烯-3β-醇转变为胆固醇。关于酶反应中双键引入机制的一般评述。
Biochem J. 1967 Dec;105(3):1187-94. doi: 10.1042/bj1051187.
2
THE STEREOSPECIFIC CONVERSION OF STEARIC ACID TO OLEIC ACID.硬脂酸向油酸的立体定向转化
J Biol Chem. 1965 Jan;240:54-63.
3
Net synthesis of sterols in resting cells of Saccharomyces cerevisiae.酿酒酵母静止细胞中甾醇的净合成
Biochim Biophys Acta. 1954 Apr;13(4):591. doi: 10.1016/0006-3002(54)90382-0.
4
The mechanism of introduction of alkyl groups at C-24 of sterols. II. The necessity of the delta-24 bond.甾醇C-24位引入烷基的机制。II. Δ24键的必要性。
J Biol Chem. 1967 Dec 25;242(23):5802-6.
5
The mechanism of introduction of alkyl groups at C-24 of sterols. I. The precursor of the C2 group.甾醇C-24位引入烷基的机制。I. C2基团的前体。
J Biol Chem. 1967 Dec 25;242(23):5796-801.
6
The transfer of hydrogen from C-24 to C-25 in ergosterol biosynthesis.麦角固醇生物合成过程中氢从C-24向C-25的转移。
Biochem J. 1967 Jun;103(3):616-22. doi: 10.1042/bj1030616.
7
Studies on the biosynthesis of ergosterol in yeast. Formation of methylated intermediates.酵母中麦角固醇生物合成的研究。甲基化中间体的形成。
J Biol Chem. 1967 Jan 25;242(2):222-7.
8
Biosynthesis of the phytosterol side chain.植物甾醇侧链的生物合成。
Nature. 1966 Jun 25;210(5043):1322-4. doi: 10.1038/2101322a0.
9
The stereochemistry of desaturations of long-chain fatty acids in Chlorella vulgaris.小球藻中长链脂肪酸去饱和作用的立体化学
Biochem J. 1968 Oct;109(4):673-8. doi: 10.1042/bj1090673.
10
The H-migration in the alkylation of sterols at C-24.甾醇在C-24位烷基化反应中的氢迁移
Biochim Biophys Acta. 1968 Jul 1;152(4):742-8. doi: 10.1016/0005-2760(68)90120-3.

麦角固醇侧链生物合成的研究。

Studies on the biosynthesis of the ergosterol side chain.

作者信息

Akhtar M, Parvez M A, Hunt P F

出版信息

Biochem J. 1969 Jul;113(4):727-32. doi: 10.1042/bj1130727.

DOI:10.1042/bj1130727
PMID:5386196
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC1184757/
Abstract
  1. A convenient synthesis of 24-methylene[23,25-(3)H(3)]dihydrolanosterol is described. 2. A general anaerobic-aerobic method for the incorporation of sterols into whole yeast cells is also described and illustrated by experiments with (3)H-labelled lanosterol. 3. The method was used to convert labelled 24-methylene-dihydrolanosterol into ergosterol, in good yield, by Saccharomyces cerevisiae. 4. Degradation of the biosynthetic ergosterol provided confirmation of the conversion, which supports the proposed mechanism for the biosynthesis of the ergosterol side chain. 5. Mechanisms for the further conversion of the 24-methylene side chain into the ergosterol side chain are discussed and it was shown that a compound, [3alpha-(3)H(1)]-ergost-7-en-3beta-ol, with a fully saturated side chain, can also be efficiently incorporated into ergosterol. 6. This result was confirmed by a procedure involving formation of the 5,8-epidioxide and subsequently the 5,8-epidioxy-22,23-epoxide of the biosynthetic ergosterol.
摘要
  1. 描述了24-亚甲基[23,25-(3)H(3)]二氢羊毛甾醇的简便合成方法。2. 还描述了一种将甾醇掺入全酵母细胞的通用厌氧-需氧方法,并通过用(3)H标记的羊毛甾醇进行的实验进行了说明。3. 该方法用于通过酿酒酵母将标记的24-亚甲基二氢羊毛甾醇高产率地转化为麦角甾醇。4. 生物合成的麦角甾醇的降解证实了这种转化,这支持了所提出的麦角甾醇侧链生物合成机制。5. 讨论了24-亚甲基侧链进一步转化为麦角甾醇侧链的机制,结果表明,一种具有完全饱和侧链的化合物[3α-(3)H(1)]-麦角甾-7-烯-3β-醇也能有效地掺入麦角甾醇中。6. 通过涉及生物合成的麦角甾醇的5,8-环氧化物以及随后的5,8-环氧-22,23-环氧化物形成的程序证实了这一结果。