Hydrolysis of polypeptide esters with tetrabutylammonium hydroxide

被引:25
作者
Abdel-Magid, AF [1 ]
Cohen, JH [1 ]
Maryanoff, CA [1 ]
Shah, RD [1 ]
Villani, FJ [1 ]
Zhang, F [1 ]
机构
[1] RW Johnson Pharmaceut Res Inst, New Prod Res, Dept Chem Dev, Spring House, PA 19477 USA
关键词
D O I
10.1016/S0040-4039(98)00511-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tetrabutylammonium hydroxide is effective in hydrolysis of polypeptide esters to the corresponding acids with minimum racemization of the stereogenic centers at the alpha-positions. It is especially effective in hydrolysis of non-polar polypeptide esters that are insoluble in most common solvents. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3391 / 3394
页数:4
相关论文
共 14 条
[1]  
*ACS, 1997, 213 ACS NAT M SAN FR
[2]  
BARTLETT PA, 1970, TETRAHEDRON LETT, P4459
[3]  
BOS ME, 1995, ENCY REAGENTS ORGANI, V7, P4733
[4]   SIMPLIFIED PREPARATION OF L-ALPHA-GLYCERYL PHOSPHORYL CHOLINE [J].
BROCKERHOFF, H ;
YURKOWSKI, M .
CANADIAN JOURNAL OF BIOCHEMISTRY, 1965, 43 (10) :1777-+
[5]  
CHANG FC, 1964, TETRAHEDRON LETT, P2969
[6]   PULMONARY SURFACTANT PROTEIN-B (SP-B) - STRUCTURE-FUNCTION-RELATIONSHIPS [J].
COCHRANE, CG ;
REVAK, SD .
SCIENCE, 1991, 254 (5031) :566-568
[7]   SYNTHESIS AND CHARACTERIZATION OF SOME POLYURETHANE IONOMERS [J].
EGBOH, HS ;
GHAFFAR, A ;
GEORGE, MH ;
BARRIE, JA ;
WALSH, DJ .
POLYMER, 1982, 23 (08) :1167-1171
[8]   NOTIZ UBER DIE SELEKTIVITAT DER SPALTUNG VON CARBONSAURE-METHYLESTERN MIT LITHIUMJODID [J].
ELSINGER, F ;
SCHREIBER, J ;
ESCHENMOSER, A .
HELVETICA CHIMICA ACTA, 1960, 43 (01) :113-118
[9]   CLEAVAGE OF ESTERS USING CARBONATES AND BICARBONATES OF ALKALI-METALS - SYNTHESIS OF THYMOPENTIN [J].
KAESTLE, KL ;
ANWER, MK ;
AUDHYA, TK ;
GOLDSTEIN, G .
TETRAHEDRON LETTERS, 1991, 32 (03) :327-330
[10]  
LIOTTA D, 1977, TETRAHEDRON LETT, P4365