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6-氧代哌啶-2-羧酸与青霉素V的关联。产黄青霉发酵中的生成情况。

Association of 6-oxo-piperidine-2-carboxylic acid with penicillin V. Production on Penicillium chrysogenum fermentations.

作者信息

Brundidge S P, Gaeta F C, Hook D J, Sapino C, Elander R P, Morin R B

出版信息

J Antibiot (Tokyo). 1980 Nov;33(11):1348-51. doi: 10.7164/antibiotics.33.1348.

DOI:10.7164/antibiotics.33.1348
PMID:6788737
Abstract

Analysis of a 13C NMR spectrum of a concentrated broth from Penicillium chrysogenum fermentation revealed the presence of penicillin V and 6-oxo-piperidine-2-carboxylic acid(1) as the principal constituents. The latter lactam, identical to an authentic sample prepared by the cyclization of alpha-aminoadipic acid was present to the extent of 28 mol% of penicillin V. The lactam isolated form the broth was nearly racemic, having a slight excess of the L-isomer. This isolation provides further evidence regarding the biosynthetic precursors of the hydrophobic penicillins.

摘要

对产黄青霉发酵浓缩液的¹³C核磁共振谱进行分析后发现,青霉素V和6-氧代哌啶-2-羧酸(1)是主要成分。后一种内酰胺与由α-氨基己二酸环化制备的纯品相同,其含量为青霉素V的28摩尔%。从发酵液中分离出的内酰胺几乎是外消旋的,L-异构体略有过量。这种分离为疏水性青霉素的生物合成前体提供了进一步的证据。

相似文献

1
Association of 6-oxo-piperidine-2-carboxylic acid with penicillin V. Production on Penicillium chrysogenum fermentations.6-氧代哌啶-2-羧酸与青霉素V的关联。产黄青霉发酵中的生成情况。
J Antibiot (Tokyo). 1980 Nov;33(11):1348-51. doi: 10.7164/antibiotics.33.1348.
2
Cyclization of alpha-aminoadipic acid into the the delta-lactam 6-oxo-piperidine-2-carboxylic acid by Penicillium chrysogenum.
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Presence of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine in fermentations of Penicillium chrysogenum.产黄青霉发酵液中δ-(L-α-氨基己二酰基)-L-半胱氨酰-D-缬氨酸的存在情况
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Biochemistry of penicillin and cephalosporin fermentations.青霉素和头孢菌素发酵的生物化学
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Reversion of L-lysine inhibition of penicillin G biosynthesis by 6-oxopiperidine-2-carboxylic acid in Penicillium chrysogenum PQ-96.6-氧代哌啶-2-羧酸对产黄青霉PQ-96中L-赖氨酸抑制青霉素G生物合成的逆转作用
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Catabolism of lysine in Penicillium chrysogenum leads to formation of 2-aminoadipic acid, a precursor of penicillin biosynthesis.产黄青霉中赖氨酸的分解代谢导致2-氨基己二酸的形成,2-氨基己二酸是青霉素生物合成的前体。
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