SERINE DERIVED OXAZOLIDINES AS SECONDARY STRUCTURE DISRUPTING, SOLUBILIZING BUILDING-BLOCKS IN PEPTIDE-SYNTHESIS

被引:142
作者
HAACK, T [1 ]
MUTTER, M [1 ]
机构
[1] UNIV LAUSANNE,CHIM SECT,RUE BARRE 2,CH-1005 LAUSANNE,SWITZERLAND
关键词
D O I
10.1016/S0040-4039(00)91681-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The incorporation of serine as oxazolidine protected ''pseudo proline'' in a host peptide results in the disruption of secondary structure formation thus increasing the solvation of the peptide chain. The use of this protection technique for serine, threonine or cysteine represents a powerful tool to modulate the conformational and physico- chemical properties of peptides.
引用
收藏
页码:1589 / 1592
页数:4
相关论文
共 12 条
[1]   RELATIONSHIP BETWEEN CONFORMATION AND PHYSICOCHEMICAL PROPERTIES OF POLYPEPTIDES .1. SYNTHESIS OF HOMO-OLIGOPEPTIDES AND CO-OLIGOPEPTIDES BY THE LIQUID-PHASE METHOD [J].
ELRAHMAN, SA ;
ANZINGER, H ;
MUTTER, M .
BIOPOLYMERS, 1980, 19 (01) :173-187
[2]  
FLOGEL R, UNPUB
[3]  
KENT SBH, 1985, PEPTIDES STRUCTURE F, P00407
[4]  
LLOYDWILLIAMS P, 1991, INT J PEPT PROT RES, P37
[5]  
MIYAZAWA T, 1967, POLY ALPHA AMINO ACI, P69
[6]  
MUTTER M, 1980, PEPTIDES, V2, P285
[7]  
NARITA M, 1989, INT J PEPT PROT RES, V33, P340
[8]   CONFORMATIONAL STUDIES OF POLY(OXYETHYLENE)-BOUND PEPTIDES AND PROTEIN SEQUENCES [J].
PILLAI, VNR ;
MUTTER, M .
ACCOUNTS OF CHEMICAL RESEARCH, 1981, 14 (04) :122-130
[9]   ALPHA-ALKYLATION OF SERINE WITH SELF-REPRODUCTION OF THE CENTER OF CHIRALITY [J].
SEEBACH, D ;
AEBI, JD .
TETRAHEDRON LETTERS, 1984, 25 (24) :2545-2548
[10]  
TONIOLO C, 1981, MAKROMOL CHEM, V182, P1997