STEREOSELECTIVE SYNTHESIS OF STABLE ISOTOPE-LABELED L-ALPHA-AMINO ACIDS - CHEMOMICROBIOLOGICAL SYNTHESIS OF L-[BETA-C-13]-TRYPTOPHAN, L-[2'-C-13]-TRYPTOPHAN, AND L-[1'-N-15]TRYPTOPHAN

被引：11

作者：

UNKEFER, CJ ^{[1
]}

LODWIG, SN ^{[1
]}

SILKS, LA ^{[1
]}

HANNERS, JL ^{[1
]}

EHLER, DS ^{[1
]}

GIBSON, R ^{[1
]}

机构：

[1] CENTRALIA COLL, DIV SCI, CENTRALIA, WA 98531 USA

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1991年 / 29卷 / 11期

关键词：

L-[BETA-C-13]TRYPTOPHAN; L-[2'-C-13]TRYPTOPHAN; L-[1'-N-15]TRYPTOPHAN; L-[BETA-C-13]SERINE; 1-N-15]INDOLE; AND; 2-C-13]INDOLE;

D O I：

10.1002/jlcr.2580291109

中图分类号：

Q5 [生物化学];

学科分类号：

071010 [生物化学与分子生物学]; 081704 [应用化学];

摘要：

We have developed a stereospecific chemomicrobiological synthesis of labeled tryptophan. L-[3-C-13]Serine, [1-N-15]- and [2-C-13]indole were used as precursors for the synthesis of L-[beta-C-13]-, L-[1'-N-15]-, and L-[2'-C-13]tryptophan, respectively. The labeled precursors were incorporated quantitatively into tryptophan using a strain of E. coli engineered to overproduce tryptophan synthase. Labeled indoles were prepared by the base-promoted cyclization of appropriately labeled N-formyl-o-toluide; serine was prepared biosynthetically as described previously.

引用

页码：1247 / 1256

页数：10

共 15 条

[1]

DIPPY FJ, 1935, CHEM IND, P105

[2]

STEREOSELECTIVE SYNTHESIS OF STABLE ISOTOPE-LABELED L-ALPHA-AMINO ACIDS - BIOSYNTHESIS OF H-2-LABELED, C-13-LABELED, AND N-15-LABELED L-SERINES [J].