ENZYMATIC-SYNTHESIS OF CHLORO-L-TRYPTOPHANS

被引：27

作者：

LEE, MS

PHILLIPS, RS

机构：

[1] UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30602

[2] UNIV GEORGIA,DEPT BIOCHEM,ATHENS,GA 30602

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1992年 / 2卷 / 12期

关键词：

D O I：

10.1016/S0960-894X(00)80430-8

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

4-Chloro-L-tryptophan (1a), 5-chloro-L-tryptophan (1b), 6-chloro-L-tryptophan (1c) and 7-chloro-L-tryptophan (1d) were prepared from 4-, 5-, 6- and 7-chloroindoles (2a-d) by reaction with L-serine using tryptophan synthase. The chlorotryptophans were optically pure (>99% e.e).

引用

收藏

页码：1563 / 1564

页数：2

相关论文

共 11 条

[1]

ENEI H, 1989, RECENT PROGR MICROBI, P1

[2]

KORNFELD FC, 1969, Patent No. 1917844

[3] FACILE SYNTHESIS OF 6-CHLORO-D-TRYPTOPHAN [J].

MORIYA, T ;

HAGIO, K ;

YONEDA, N .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (07) :2217-2218

[4] BACTERIAL SYNTHESIS OF L-TRYPTOPHAN AND ITS ANALOGS .1. SYNTHESIS OF L-TRYPTOPHAN FROM PYRUVATE, AMMONIA AND INDOLE [J].

NAKAZAWA, H ;

ENEI, H ;

OKUMURA, S ;

YAMADA, H .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1972, 36 (13) :2523-2528

[5] ENZYMATIC PREPARATION OF L-TRYPTOPHAN AND 5-HYDROXY-L-TRYPTOPHANAN [J].

NAKAZAWA, H ;

OKUMURA, S ;

YAMADA, H ;

YOSHIDA, H ;

ENEI, H .

FEBS LETTERS, 1972, 25 (01) :43-&

[6]

PORTER J, 1987, INT J PEPT PROT RES, V30, P13

[7] EXPERIMENTS ON THE SYNTHESIS OF BZ-SUBSTITUTED INDOLES AND TRYPTOPHANS .3. THE SYNTHESIS OF THE 4 BZ-CHLORO-INDOLES AND BZ-CHLORO-TRYPTOPHANS [J].

RYDON, HN ;

TWEDDLE, JC .

JOURNAL OF THE CHEMICAL SOCIETY, 1955, :3499-3503

[8] COMPONENT AMINO-ACIDS OF ANTIBIOTIC LONGICATENAMYCIN - ISOLATION OF 5-CHLORO-D-TRYPTOPHAN [J].

SHIBA, T ;

MUKUNOKI, Y ;

AKIYAMA, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1975, 48 (06) :1902-1906

[9] S-4 CHLOROTRYPTOPHAN - ITS SYNTHESIS VIA RESOLUTION, DETERMINATION OF THE ABSOLUTE STEREOCHEMISTRY AND IDENTIFICATION IN THE CRUDE SEED PROTEIN OF THE PEA, PISUM-SATIVUM [J].

THIRUVIKRAMAN, SV ;

SAKAGAMI, Y ;

KATAYAMA, M ;

MARUMO, S .

TETRAHEDRON LETTERS, 1988, 29 (19) :2339-2342

[10]

VANPEE KH, 1981, LIEBIGS ANN CHEM, P233