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产黄青霉中δ-(α-氨基己二酰基)半胱氨酰缬氨酸中氨基酸的绝对构型。

The absolute configuration of the amino acids in delta-(alpha-aminoadipyl)cysteinylvaline from Penicillium chrysogenum.

作者信息

Chan J A, Huang F C, Sih C J

出版信息

Biochemistry. 1976 Jan 13;15(1):177-80. doi: 10.1021/bi00646a027.

DOI:10.1021/bi00646a027
PMID:2279
Abstract

Radioactive carbon-14 L-alpha-aminoadipic acid, L-cysteine, or L-valine were readily incorporated into the intracellular tripeptide, delta-(alpha-aminoadipyl)cysteinylvaline (ACV), by washed starved cells of Penicillium chrysogenum. The labeled ACV in each case was oxidized with performic acid and isolated as its corresponding sulfonic acid derivative. After acid hydrolysis, the configuration of the component acids was determined by L- and D-amino acid oxidases, which showed the tripeptide (ACV) from P. chrysogenum to be delta-(L-aminoadipyl)-L-cysteinyl-D-valine.

摘要

放射性碳-14标记的L-α-氨基己二酸、L-半胱氨酸或L-缬氨酸很容易被产黄青霉的饥饿洗涤细胞掺入细胞内三肽δ-(α-氨基己二酰基)半胱氨酰缬氨酸（ACV）中。在每种情况下，标记的ACV用过甲酸氧化，并分离为其相应的磺酸衍生物。酸水解后，通过L-和D-氨基酸氧化酶确定组成酸的构型，结果表明产黄青霉的三肽（ACV）为δ-(L-氨基己二酰基)-L-半胱氨酰-D-缬氨酸。

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引用本文的文献

1
Isopenicillin N synthetase of Penicillium chrysogenum, an enzyme that converts delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine to isopenicillin N.产黄青霉的异青霉素N合成酶，一种将δ-（L-α-氨基己二酰基）-L-半胱氨酰-D-缬氨酸转化为异青霉素N的酶。
Antimicrob Agents Chemother. 1985 Mar;27(3):380-7. doi: 10.1128/AAC.27.3.380.
2
Synthesis of delta-(alpha-aminoadipyl)cysteinylvaline and its role in penicillin biosynthesis.δ-（α-氨基己二酰）半胱氨酰缬氨酸的合成及其在青霉素生物合成中的作用。
Biochem J. 1976 Sep 1;157(3):651-60. doi: 10.1042/bj1570651.
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Isolation and nature of intracellular alpha-aminoadipic acid-containing peptides from Paecilomyces persicinus P-10.来自嗜热栖热放线菌P-10的含α-氨基己二酸细胞内肽的分离与性质
Antimicrob Agents Chemother. 1979 Sep;16(3):392-7. doi: 10.1128/AAC.16.3.392.

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