Enzymatic oxidative coupling of monohalogenated tyrosine derivatives

被引：12

作者：

Ma, YA ^{[1
]}

Guo, ZW ^{[1
]}

Sih, CJ ^{[1
]}

机构：

[1] Univ Wisconsin, Sch Pharm, Madison, WI 53706 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 51期

关键词：

D O I：

10.1016/S0040-4039(98)02183-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The regioselectivity of peroxidase-catalyzed oxidative phenolic coupling of monohalogenated tyrosine derivatives could be altered by the halogen substituent and the enzyme-substrate ratio. This ability to shift the coupling pattern (C-C vs. C-O) provides chemists with added versatility for synthetic applications. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：9357 / 9360

页数：4

共 9 条

[1] Nucleophilic aromatic substitution - A possible key step in total syntheses of vancomycin
Burgess, K
Lim, D
Martinez, CI
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (10): : 1077 - 1078
[2] Evans D.A., 1994, GLYCOPEPTIDE ANTIBIO, Vfirst, P63
[3] Enzymatic oxidative phenolic coupling
Guo, ZW
Salamonczyk, GM
Han, K
Machiya, K
Sih, CJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (20) : 6700 - 6701
[4] Total synthesis of bastadins 2, 3, and 6
Guo, ZW
Machiya, K
Salamonczyk, GM
Sih, CJ
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (13) : 4269 - 4276
[5] ON THE BIOSYNTHESIS OF THE ANTIBIOTIC VANCOMYCIN
HAMMOND, SJ
WILLIAMSON, MP
WILLIAMS, DH
BOECK, LD
MARCONI, GG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (06) : 344 - 346
[6] RAMARAO AV, 1995, CHEM REV, P2135
[7] REACTION-MECHANISMS OF INDOLE-3-ACETATE DEGRADATION BY PEROXIDASES - STOPPED-FLOW AND LOW-TEMPERATURE SPECTROSCOPIC STUDY
RICARD, J
JOB, D
[J]. EUROPEAN JOURNAL OF BIOCHEMISTRY, 1974, 44 (02): : 359 - 374
[8] Taylor W. I., 1967, OXIDATIVE COUPLING P
[9] YAMAMURA S, 1992, STUDIES NATURAL PROD, V10, P629

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