一种用于溶解氨基酸的有效有机溶剂体系。

An effective organic solvent system for the dissolution of amino acids.

作者信息

Mitin Y V

机构信息

Laboratory of Peptide Chemistry, Institute of Protein Research, Russian Academy of Sciences, Moscow Region.

出版信息

Int J Pept Protein Res. 1996 Oct;48(4):374-6. doi: 10.1111/j.1399-3011.1996.tb00854.x.

DOI:10.1111/j.1399-3011.1996.tb00854.x

PMID:8919058

Abstract

Dimethylformamide containing strong acids (CF3 COOH, HBF4, TosOH, etc.) and an excess of tertiary base with pK < or = 6 is an effective solvent system for the dissolution of amino acids and their derivatives. The preferable base is pyridine, which forms a system with an apparent pH of 5.3. Amino acids dissolved in this solvent system readily interact with acylating reagents (BOC(2)O, ZOSu, Fmoc-OSu and activated derivatives of N-protected amino acids). A number of BOC-, Z-, Fmoc-amino acids, as well as several dipeptides, were synthesized using this solvent system with 80-99% yields.

摘要

含有强酸（三氟乙酸、四氟硼酸、对甲苯磺酸等）以及过量pK≤6的叔胺碱的二甲基甲酰胺是用于溶解氨基酸及其衍生物的有效溶剂体系。优选的碱是吡啶，它形成的体系表观pH为5.3。溶解在该溶剂体系中的氨基酸很容易与酰化试剂（二碳酸二叔丁酯、琥珀酰亚胺基苄氧羰基、9-芴甲氧羰基琥珀酰亚胺以及N-保护氨基酸的活化衍生物）发生相互作用。使用该溶剂体系合成了多种叔丁氧羰基（BOC）-、苄氧羰基（Z）-、9-芴甲氧羰基（Fmoc）-氨基酸以及几种二肽，产率为80 - 99%。