还原型谷胱甘肽的酯化作用。
Esterification of reduced glutathione.
作者信息
Thornalley P K
机构信息
Department of Chemistry and Biological Chemistry, University of Essex, Colchester, U.K.
出版信息
Biochem J. 1991 Apr 15;275 ( Pt 2)(Pt 2):535-9. doi: 10.1042/bj2750535.
GSH monoethyl ester [gamma-L-glutamyl-L-cysteinyl(ethyl glycinate)] may be used to supplement cellular pools of GSH in vitro and in vivo. The compound was prepared by esterification of GSH in anhydrous ethanol with HCl as the catalyst. However, a full analysis of products from the esterification of GSH revealed the formation of minor products: gamma-L-(ethyl glutamyl)-L-cysteinylglycine, i.e. an isomeric monoester, gamma-L-(ethyl glutamyl)-L-cysteinyl(ethyl glycinate), i.e. GSH diethyl ester, and N-(3-amino-2,6-dioxopiperazino)-L-cysteinyl(ethyl glycinate), i.e. an acid-catalysed cyclization product. These compounds were separated and purified by reverse-phase h.p.l.c. Esterification of GSH produces mainly the glycyl monoester with minor products of gamma-glutamyl ester, diester and the cyclization product. Only analytical reverse-phase h.p.l.c. of the compounds was found to resolve these products.
谷胱甘肽单乙酯[γ-L-谷氨酰-L-半胱氨酰（甘氨酸乙酯）]可用于在体外和体内补充细胞内的谷胱甘肽库。该化合物是通过在无水乙醇中以HCl为催化剂对谷胱甘肽进行酯化反应制备的。然而，对谷胱甘肽酯化产物的全面分析显示形成了少量产物：γ-L-（乙基谷氨酰）-L-半胱氨酰甘氨酸，即一种异构单酯；γ-L-（乙基谷氨酰）-L-半胱氨酰（甘氨酸乙酯），即谷胱甘肽二乙酯；以及N-（3-氨基-2,6-二氧代哌嗪基）-L-半胱氨酰（甘氨酸乙酯），即一种酸催化环化产物。这些化合物通过反相高效液相色谱法进行分离和纯化。谷胱甘肽的酯化反应主要产生甘氨酰单酯，伴有少量的γ-谷氨酰酯、二酯和环化产物。发现只有这些化合物的分析型反相高效液相色谱法才能分离这些产物。
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