First asymmetric oxidation of tertiary amines by cyclohexanone monooxygenase

被引:43
作者
Ottolina, G
Bianchi, S
Belloni, B
Carrea, G
Danieli, B
机构
[1] CNR, Ist Biocatalisi & Riconoscimento Mol, I-20131 Milan, Italy
[2] CNR, Dipartimento Chim Organ & Ind, Ctr Studio Sostanze Organ Nat, I-20133 Milan, Italy
关键词
amines; enzymes; enzyme reactions; N-oxides; stereoselection;
D O I
10.1016/S0040-4039(99)01780-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclohexanone monooxygenase catalyzes the asymmetric oxidation of some tertiary amines to amine N-oxides. The structure of the amine markedly influences the enantiomeric excess of products. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8483 / 8486
页数:4
相关论文
共 24 条
[1]  
ALBINI A, 1993, SYNTHESIS-STUTTGART, P263
[2]  
ALPHAND V, 1995, HDB ENZYME CATALYSIS, V2, P744
[3]  
CASHMAN JR, 1991, PR PHARM CL, V8, P117
[4]   STRUCTURAL AND CATALYTIC PROPERTIES OF THE MAMMALIAN FLAVIN-CONTAINING MONOOXYGENASE [J].
CASHMAN, JR .
CHEMICAL RESEARCH IN TOXICOLOGY, 1995, 8 (02) :165-181
[5]  
CASHMAN JR, 1988, DRUG METAB DISPOS, V16, P616
[6]   METABOLISM OF NICOTINE BY HUMAN LIVER-MICROSOMES - STEREOSELECTIVE FORMATION OF TRANS-NICOTINE N'-OXIDE [J].
CASHMAN, JR ;
PARK, SB ;
YANG, ZC ;
WRIGHTON, SA ;
JACOB, P ;
BENOWITZ, NL .
CHEMICAL RESEARCH IN TOXICOLOGY, 1992, 5 (05) :639-646
[7]   Enantioselective oxidation of sulfides to sulfoxides catalysed by bacterial cyclohexanone monooxygenases [J].
Colonna, S ;
Gaggero, N ;
Pasta, P ;
Ottolina, G .
CHEMICAL COMMUNICATIONS, 1996, (20) :2303-2307
[8]  
CROOKS PA, 1988, CHEM IND-LONDON, P95
[9]  
DAMANI LA, 1988, MOL PHARMACOL, V33, P702
[10]  
Derdau V, 1998, HETEROCYCLES, V48, P1445