STEREOCHEMICAL FATE OF CHIRAL-METHYL VALINE IN THE RING EXPANSION OF PENICILLIN-N TO DEACETOXYCEPHALOSPORIN-C

被引:34
作者
TOWNSEND, CA
THEIS, AB
NEESE, AS
BARRABEE, EB
POLAND, D
机构
[1] JOHNS HOPKINS UNIV,DEPT BIOL,BALTIMORE,MD 21218
[2] JOHNS HOPKINS UNIV,MCCOLLUM PRATT INST,BALTIMORE,MD 21218
关键词
D O I
10.1021/ja00302a026
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:4760 / 4767
页数:8
相关论文
共 114 条
[81]   STUDIES ON THE BIOSYNTHESIS OF ISOPENICILLIN-N WITH A CELL-FREE PREPARATION OF PENICILLIUM-CHRYSOGENUM [J].
MEESSCHAERT, B ;
ADRIAENS, P ;
EYSSEN, H .
JOURNAL OF ANTIBIOTICS, 1980, 33 (07) :722-730
[82]  
MELANDER L, 1980, REACTION RATES ISOTO, P113
[83]   ACIDITY MEASUREMENTS WITH THE GLASS ELECTRODE IN H2O-D2O MIXTURES [J].
MIKKELSEN, K ;
NIELSEN, SO .
JOURNAL OF PHYSICAL CHEMISTRY, 1960, 64 (05) :632-637
[84]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF NATURAL-PRODUCTS .1. SEPARATION OF CEPHALOSPORIN-C DERIVATIVES AND CEPHALOSPORIN ANTIBIOTICS - ISOLATION OF CEPHALOSPORIN-C FROM FERMENTATION BROTH [J].
MILLER, RD ;
NEUSS, N .
JOURNAL OF ANTIBIOTICS, 1976, 29 (09) :902-906
[85]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY (HPLC) OF NATURAL-PRODUCTS .4. THE USE OF HPLC IN BIOSYNTHETIC-STUDIES OF CEPHALOSPORIN-C IN THE CELL-FREE SYSTEM [J].
MILLER, RD ;
HUCKSTEP, LL ;
MCDERMOTT, JP ;
QUEENER, SW ;
KUKOLJA, S ;
SPRY, DO ;
ELZEY, TK ;
LAWRENCE, SM ;
NEUSS, N .
JOURNAL OF ANTIBIOTICS, 1981, 34 (08) :984-993
[86]  
MIWA GT, 1980, J BIOL CHEM, V255, P6049
[87]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .15. TRANSFORMATIONS OF PENICILLIN SULFOXIDE . A SYNTHESIS OF CEPHALOSPORIN COMPOUNDS [J].
MORIN, RB ;
JACKSON, BG ;
MUELLER, RA ;
LAVAGNINO, ER ;
SCANLON, WB ;
ANDREWS, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (06) :1401-+
[88]   CHEMISTRY OF CEPHALOSPORIN ANTIBIOTICS .3. CHEMICAL CORRELATION OF PENICILLIN AND CEPHALOSPORIN ANTIBIOTICS [J].
MORIN, RB ;
ANDREWS, SL ;
MUELLER, RA ;
SCANLON, WB ;
JACKSON, BG ;
LAVAGNINO, ER .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (12) :1896-&
[89]  
MURPHY CF, 1972, CEPHALOSORIN PENICIL, P134
[90]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY (HPLC) OF NATURAL-PRODUCTS .5. THE USE OF HPLC IN THE CELL-FREE BIOSYNTHETIC CONVERSION OF ALPHA-AMINOADIPYL-CYSTEINYL-VALINE (LLD) INTO ISOPENICILLIN-N [J].
NEUSS, N ;
BERRY, DM ;
KUPKA, J ;
DEMAIN, AL ;
QUEENER, SW ;
DUCKWORTH, DC ;
HUCKSTEP, LL .
JOURNAL OF ANTIBIOTICS, 1982, 35 (05) :580-584