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维生素B12的生物合成:关于在钴胺酸厌氧形成过程中消除的二碳片段的身份。

Biosynthesis of vitamin B12: concerning the identity of the two-carbon fragment eliminated during anaerobic formation of cobyrinic acid.

作者信息

Wang J, Stolowich N J, Santander P J, Park J H, Scott A I

机构信息

Department of Chemistry, Texas A&M University, College Station 77843, USA.

出版信息

Proc Natl Acad Sci U S A. 1996 Dec 10;93(25):14320-2. doi: 10.1073/pnas.93.25.14320.

Abstract

It has been proved that, during anaerobic biosynthesis of the corrin macrocycle, the two-carbon fragment excised from the precursor, precorrin-3, is acetaldehyde, which originates from C-20 and its attached methyl group. This apparently contradictory finding is rationalized in terms of the subsequent enzymatic oxidation of acetaldehyde to acetic acid, which was previously regarded as the volatile fragment released by the action of the biosynthetic enzymes of Propionibacterium shermanii. The observation that acetaldehyde (rather than acetic acid) is extruded during anaerobic B12 synthesis is in full accord with the structure of factor IV, a new intermediate on the pathway.

摘要

业已证明,在钴胺素大环的厌氧生物合成过程中,从前体预钴胺素-3切除的二碳片段是乙醛,其源自C-20及其连接的甲基。这一明显矛盾的发现可根据乙醛随后被酶氧化为乙酸来解释,乙酸以前被认为是谢氏丙酸杆菌生物合成酶作用释放的挥发性片段。在厌氧B12合成过程中挤出的是乙醛(而非乙酸)这一观察结果与该途径上的新中间体因子IV的结构完全一致。

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