E/Z-configurational assignment of N-acetyl-alpha,beta-dehydrotryptophan ethyl ester produced by L-tryptophan 2',3'-oxidase from Chromobacterium violaceum

被引：7

作者：

Hammadi, A

Menez, A

Genet, R

机构：

[1] C.E.A./Saclay, Dept. Ingenierie d'Etud. Proteines

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 19期

关键词：

D O I：

10.1016/0040-4039(96)00533-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The steric configuration of the alpha,beta-dehydrotryptophanyl moiety produced by incubation of N-acetyl-L-tryptophan ethyl ester with L-tryptophan 2',3'-oxidase was investigated by H-1-NMR spectroscopy. It adopts unambiguously a Z-geometry. (C) 1996 Elsevier Science Ltd.

引用

页码：3309 / 3312

页数：4

共 6 条

[1] E/Z-configurational assignment of N-acetyl-a,a-dehydrotryptophan ethyl ester produced by L-tryptophan 2',3'-oxidase from chromobacterium violaceum
Hammadi, A.
Menez, A.
Genet, R.
Tetrahedron Letters, 37 (19):
[2] Asymmetric deuteration of N-acetyl-(Z)-alpha,beta-dehydrotryptophan-(L)-phenylalanine methyl ester produced by (L)-tryptophan 2',3'-oxidase from Chromobacterium violaceum. A new route for stereospecific labelling of peptides.
Hammadi, A
Menez, A
Genet, R
TETRAHEDRON, 1997, 53 (47) : 16115 - 16122
[3] PURIFICATION AND PARTIAL CHARACTERIZATION OF AN AMINO-ACID ALPHA,BETA-DEHYDROGENASE, L-TRYPTOPHAN 2',3'-OXIDASE FROM CHROMOBACTERIUM-VIOLACEUM
GENET, R
DENOYELLE, C
MENEZ, A
JOURNAL OF BIOLOGICAL CHEMISTRY, 1994, 269 (27) : 18177 - 18184
[4] L-TRYPTOPHAN 2',3'-OXIDASE FROM CHROMOBACTERIUM-VIOLACEUM - SUBSTRATE-SPECIFICITY AND MECHANISTIC IMPLICATIONS
GENET, R
BENETTI, PH
HAMMADI, A
MENEZ, A
JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (40) : 23540 - 23545
[5] L-TRYPTOPHAN 2',3'-OXIDASE FROM CHROMOBACTERIUM-VIOLACEUM CATALYZES THE SYNTHESIS OF ALPHA,BETA-DEHYDROTRYPTOPHANYL RESIDUES IN PEPTIDES AND PROTEINS - A TOOL FOR CHEMICAL MODIFICATION AND LABELING OF PEPTIDES AND PROTEINS
GENET, R
DENOYELLE, C
MENEZ, A
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (12): : 848 - 850
[6] STRUCTURE OF (Z)-N-ACETYL-ALPHA,BETA-DIDEHYDROPHENYLALANYL-L-ALANINE HYDRATE, C14H16N2O41/3H2O
BUSETTI, V
AJO, D
CASARIN, M
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1984, 40 (JUL) : 1245 - 1248

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