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Synthesis and Evaluation of L-cystathionine as a Standard for Amino Acid Analysis

Yusuke Amino, Yumiko Suzuki

Biosci Biotechnol Biochem. 2017 Jan;81(1):95-101.

PMID: 27609417

Abstract:

L-Cystathionine is a key nonprotein amino acid related to metabolic conditions. The quantitative determination of L-cystathionine in physiological fluids by amino acid analysis is important for clinical diagnosis; however, certified reference material for L-cystathionine with satisfactory purity, content, and quantity has been unavailable until recently. Consequently, a practical and simple method for the preparation of L-cystathionine was examined, which involves thioalkylation of N-tert-butoxycarbonyl-L-cysteine tert-butyl ester, derived from L-cystine, with (2S)-2-(tert-butoxycarbonyl)amino-4-iodobutanoic acid tert-butyl ester, derived from L-aspartic acid, to obtain L-cystathionine with protecting groups, followed by single-step deprotection under mild conditions. This method produces L-cystathionine in high purity (99.4%) and having sufficient percentage content according to amino acid analysis, which could be used as a standard for the amino acid analysis of physiological fluids.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP56882 L-Cystathionine L-Cystathionine 56-88-2 Price
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