光学纯α-甲基精氨酸的合成。

Synthesis of optically pure C alpha-methyl-arginine.

作者信息

Tian Z, Edwards P, Roeske R W

机构信息

Department of Biochemistry and Molecular Biology, Indiana University School of Medicine, Indianapolis.

出版信息

Int J Pept Protein Res. 1992 Aug;40(2):119-26. doi: 10.1111/j.1399-3011.1992.tb01459.x.

DOI:10.1111/j.1399-3011.1992.tb01459.x

Abstract

Optically pure L-(+)-C alpha-methyl-arginine and D-(-)-C alpha-methyl-arginine were synthesized. Experimental results indicated that DL-C alpha-methyl-arginine methyl ester could be resolved by trypsin, but workup posed a technical difficulty. Chemical resolution at the stage of DL-C alpha-methyl-ornithine, followed by selective guanidination using N,N'-di-Cbz-S-methylisothiourea and hydrogenolysis provided a effective and practical method for the synthesis of optically pure C alpha-methyl-arginine.

摘要

合成了光学纯的L-(+)-α-甲基精氨酸和D-(-)-α-甲基精氨酸。实验结果表明，胰蛋白酶可拆分DL-α-甲基精氨酸甲酯，但后处理存在技术难题。在DL-α-甲基鸟氨酸阶段进行化学拆分，然后使用N,N'-二-Cbz-S-甲基异硫脲进行选择性胍基化反应并经氢解，为光学纯α-甲基精氨酸的合成提供了一种有效且实用的方法。

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