BIOSYNTHESIS OF ANSATRIENIN - NONINCORPORATION OF SHIKIMIC ACID INTO THE MC7N UNIT AND STEREOCHEMISTRY OF ITS CONVERSION TO THE CYCLOHEXANECARBOXYLIC ACID MOIETY

被引:29
作者
CASATI, R [1 ]
BEALE, JM [1 ]
FLOSS, HG [1 ]
机构
[1] OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
关键词
D O I
10.1021/ja00260a035
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:8102 / 8104
页数:3
相关论文
共 27 条
[1]   BIOSYNTHESIS OF THE MITOMYCIN ANTIBIOTICS FROM 3-AMINO-5-HYDROXYBENZOIC ACID [J].
ANDERSON, MG ;
KIBBY, JJ ;
RICKARDS, RW ;
ROTHSCHILD, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1980, (24) :1277-1278
[2]   3-AMINO-5-HYDROXYBENZOIC ACID IN ANTIBIOTIC BIOSYNTHESIS .6. DIRECTED BIOSYNTHESIS STUDIES WITH ANSAMYCIN ANTIBIOTICS [J].
BECKER, AM ;
HERLT, AJ ;
HILTON, GL ;
KIBBY, JJ ;
RICKARDS, RW .
JOURNAL OF ANTIBIOTICS, 1983, 36 (10) :1323-1328
[3]  
DAMBERG M, 1982, TETRAHEDRON LETT, P59
[4]   ASYMMETRIC REDUCTION OF CARBONYL-COMPOUNDS BY YEAST .2. PREPARATION OF OPTICALLY-ACTIVE ALPHA-HYDROXY AND BETA-HYDROXY CARBOXYLIC-ACID DERIVATIVES [J].
DEOL, BS ;
RIDLEY, DD ;
SIMPSON, GW .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (11) :2459-2467
[5]   ENANTIOSPECIFIC SYNTHESIS OF SHIKIMIC ACID FROM D-MANNOSE - FORMATION OF A CHIRAL CYCLOHEXENE BY INTRAMOLECULAR OLEFINATION OF A CARBOHYDRATE-DERIVED INTERMEDIATE [J].
FLEET, GWJ ;
SHING, TKM ;
WARR, SM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (05) :905-908
[6]  
Fr?ter G., 1980, HELV CHIM ACTA, V63, P1383
[7]  
FURUKAWA J, 1986, CHEM PHARM BULL, V34, P5176
[8]   GENETIC APPROACH TO BIOSYNTHESIS OF RIFAMYCIN-CHROMOPHORE IN NOCARDIA-MEDITERRANEI .1. ISOLATION AND CHARACTERIZATION OF A PENTOSE-EXCRETING AUXOTROPHIC MUTANT OF NOCARDIA-MEDITERRANEI WITH DRASTICALLY REDUCED RIFAMYCIN PRODUCTION [J].
GHISALBA, O ;
NUESCH, J .
JOURNAL OF ANTIBIOTICS, 1978, 31 (03) :202-214
[10]   A GENETIC APPROACH TO THE BIOSYNTHESIS OF THE RIFAMYCIN-CHROMOPHORE IN NOCARDIA-MEDITERRANEI .3. ISOLATION AND IDENTIFICATION OF AN EARLY AROMATIC ANSAMYCIN-PRECURSOR CONTAINING THE 7-CARBON AMINO STARTER-UNIT AND 3 INITIAL ACETATE-PROPIONATE-UNITS OF THE ANSA CHAIN [J].
GHISALBA, O ;
FUHRER, H ;
RICHTER, WJ ;
MOSS, S .
JOURNAL OF ANTIBIOTICS, 1981, 34 (01) :58-63