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来自甲烷杆菌的辅酶F420的推测结构。

Proposed structure for coenzyme F420 from Methanobacterium.

作者信息

Eirich L D, Vogels G D, Wolfe R S

出版信息

Biochemistry. 1978 Oct 31;17(22):4583-93. doi: 10.1021/bi00615a002.

DOI:10.1021/bi00615a002
PMID:728375
Abstract

The low-potential electron carrier, coenzyme F420, was purified from Methanobacterium strain M.o.H. A yield of 160 mg/kg of wet-packed cells was obtained. Results of analysis of hydrolytic fragments and periodate oxidation products of the coenzyme, by infrared, UV-visible, 1H and 13CNMR spectrometry, mass spectrometry, and quantitative elemental analyses indicate that coenzyme F420 is: N-[N-[O-[5-(8-hydroxy-5-deazaisoalloxazin-10-yl)-2,3,4-trihydroxy-4-pentoxyhydroxyphosphinyl]-L-lactyl]-gamma-L-glutamyl]-L-glutamic acid. A convenient trivial name would be the N-(N-L-lactyl-gamma-L-glutamyl)-L-glutamic acid phosphodiester of 7,8-didemethyl-8-hydroxy-5-deazariboflavin 5'-phosphate. Proof of structure by organic synthesis was not performed; the stereochemical configuration of the hydroxyl groups on the side chain as well as the position of the hydroxyl group on the aromatic ring require confirmation by organic synthesis of the molecule.

摘要

低电位电子载体辅酶F420是从甲烷杆菌M.o.H菌株中纯化得到的。湿填充细胞的产量为160毫克/千克。通过红外光谱、紫外可见光谱、1H和13C核磁共振光谱、质谱以及定量元素分析对辅酶的水解片段和高碘酸盐氧化产物进行分析的结果表明,辅酶F420是:N-[N-[O-[5-(8-羟基-5-脱氮异咯嗪-10-基)-2,3,4-三羟基-4-戊氧基羟基膦酰基]-L-乳酰基]-γ-L-谷氨酰基]-L-谷氨酸。一个方便的俗名是7,8-二去甲基-8-羟基-5-脱氮核黄素5'-磷酸的N-(N-L-乳酰基-γ-L-谷氨酰基)-L-谷氨酸磷酸二酯。未通过有机合成进行结构验证;侧链上羟基的立体化学构型以及芳香环上羟基的位置需要通过该分子的有机合成来确认。

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