Solid phase peptide synthesis in water VI: Evaluation of water-soluble coupling reagents for solid phase peptide synthesis in aqueous media

被引：18

作者：

Hojo, K ^{[1
]}

Maeda, M ^{[1
]}

Tanakamaru, N ^{[1
]}

Mochida, K ^{[1
]}

Kawasaki, K ^{[1
]}

机构：

[1] Kobe Gakuin Univ, Fac Pharmaceut Sci, Nishi Ku, Kobe, Hyogo 6512180, Japan

来源：

PROTEIN AND PEPTIDE LETTERS | 2006年 / 13卷 / 02期

关键词：

2-(4-sulfophenylsulfonyl)ethoxycarbonyl group; solid phase peptide synthesis in water; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM);

D O I：

10.2174/092986606775101607

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Solid phase peptide synthesis requires large amounts of organic solvents, the safe disposal of which is an important environmental issue. Peptide synthesis, if performed in water and using less or nontoxic reagents, circumvents the disposal problem. Our ultimate aim is to develop an "environment-friendly" solid phase peptide synthesis (SPPS) methodology. Previously, we showed that SPPS in water is feasible. To perform SPPS in water, the coupling reagent must be water-soluble and maintain its reactivity in water. For this report, we tested the efficacy of the water-soluble coupling reagents, 2-(5-norbornene-2,3-dicarboximido)-1,1,3,3-tetramethyluronium tetrafluoroborate (TNTU) and 4-(4,6dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM), towards SPPS in water. We successfully synthesized Leu-enkephalin amide on a solid support suspended in aqueous 50% EtOH using DMT-MM and 2-(4-sulfophenylsulfonyl)ethoxycarbonylamino acids.

引用

页码：189 / 192

页数：4