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。
Synthesis of delta-(alpha-aminoadipyl)cysteinylvaline and its role in penicillin biosynthesis.
作者信息
Fawcett P A, Usher J J, Huddleston J A, Bleaney R C, Nisbet J J, Abraham E P
出版信息
Biochem J. 1976 Sep 1;157(3):651-60. doi: 10.1042/bj1570651.
Abstract
- The stereoisomers of delta-(alpha-aminoadipyl)-L-cysteinylvaline (LLD, LLL and DLD) were synthesized from valine labelled with 3H in its methyl groups or in the alpha position. L-Cysteinyl-D-[4,4'-3H]valine was also synthesized. 2. 3H was incorporated into a compound that behaved like penicillin N when the LLD tripeptide containing either a methyl- or an alpha-labelled valine residue was incubated with a cell-free system prepared by lysis of protoplasts of Cephalosporium acremonium. 3. Incorporation was not observed under these conditions from the labelled all-L- or DLD-tripeptide, from L-cysteinyl-D-[4,4'-3H]valine, or of Penicillium chrysogenum appeared to be the LLD isomer, like that from C. acremonium. 5. These findings are discussed in relation to penicillin biosynthesis.
摘要
- 以甲基或α位用³H标记的缬氨酸合成了δ-（α-氨基己二酰基）-L-半胱氨酰缬氨酸的立体异构体（LLD、LLL和DLD）。还合成了L-半胱氨酰-D-[4,4'-³H]缬氨酸。2. 当含有甲基标记或α标记缬氨酸残基的LLD三肽与通过裂解顶头孢霉菌原生质体制备的无细胞系统一起温育时，³H被掺入到一种表现得像青霉素N的化合物中。3. 在这些条件下，未观察到来自标记的全-L-或DLD-三肽、L-半胱氨酰-D-[4,4'-³H]缬氨酸的掺入，产黄青霉产生的似乎是LLD异构体，与顶头孢霉菌产生的类似。5. 结合青霉素生物合成对这些发现进行了讨论。
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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。
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