Chemoenzymatic approach to a (R)-3, 4-diaminobutanoic acid derivative with a suitable orthogonal protection for solid phase peptide synthesis

被引:1
作者
López-García, M [1 ]
Alfonso, I [1 ]
Gotor, V [1 ]
机构
[1] Univ Oviedo, Fac Quim, Dept Quim Organ & Inorgan, E-33006 Oviedo, Spain
关键词
enzymes; amino acids; orthogonal protection; peptide synthesis;
D O I
10.2174/1570178043401054
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The efficient chemoenzymatic synthesis of a (R)-3,4-diaminobutanoic acid derivative has been achieved. The final compound has suitable orthogonal protection for solid phase peptide synthesis.
引用
收藏
页码:254 / 256
页数:3
相关论文
共 13 条
[1]   A practical and stereoconservative synthesis of (R)-3-amino-4-(trimethyl-ammonio)butanoate [(R)-aminocarnitine], and its trimethylphosphonium and simple ammonium analogues starting from D-aspartic acid [J].
Calvisi, G ;
Dell'Uomo, N ;
De Angelis, F ;
Dejas, R ;
Giannessi, F ;
Tinti, MO .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (23) :4501-4505
[2]   β-peptides:: From structure to function [J].
Cheng, RP ;
Gellman, SH ;
DeGrado, WF .
CHEMICAL REVIEWS, 2001, 101 (10) :3219-3232
[3]   Homochiral 4-azalysine building blocks: Syntheses and applications in solid-phase chemistry [J].
Chhabra, SR ;
Mahajan, A ;
Chan, WC .
JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (12) :4017-4029
[4]   An efficient synthesis of a probe for protein function: 2,3-diaminopropionic acid with orthogonal protecting groups [J].
Englund, EA ;
Gopi, HN ;
Appella, DH .
ORGANIC LETTERS, 2004, 6 (02) :213-215
[5]  
Faber K., 2000, Biotransformations in Organic Chemistry, V4th
[6]  
Lloyd-Williams P., 1997, CHEM APPROACHES SYNT
[7]   Desymmetrization of dimethyl 3-substituted glutarates through enzymatic ammonolysis and aminolysis reactions [J].
López-Garcia, M ;
Alfonso, I ;
Gotor, V .
TETRAHEDRON-ASYMMETRY, 2003, 14 (05) :603-609
[8]   Synthesis of (R)-3,4-diaminobutanoic acid by desymmetrization of dimethyl 3-(benzylamino)glutarate through enzymatic ammonolysis [J].
López-García, M ;
Alfonso, I ;
Gotor, V .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (02) :648-651
[9]  
PATEL RN, 2000, STEREOSELECTIVE BIOT
[10]   beta-peptides: a surprise at every turn [J].
Seebach, D ;
Matthews, JL .
CHEMICAL COMMUNICATIONS, 1997, (21) :2015-2022