The biosynthesis of pramanicin: intact incorporation of serine and absolute configuration of the antibiotic

被引:13
作者
Duspara, P [1 ]
Jenkins, SI [1 ]
Hughes, DW [1 ]
Harrison, PHM [1 ]
机构
[1] McMaster Univ, Dept Chem, Hamilton, ON L8S 4M1, Canada
关键词
D O I
10.1039/a807401a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Biosynthetic incorporation of isotopically labelled serines into pramanicin 1 in Stagonospora sp. ATCC 74235 shows that L-serine is incorporated as an intact entity with all four bonds to the alpha-carbon retained; thus 1 is assigned the 5S absolute configuration.
引用
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页码:2643 / 2644
页数:2
相关论文
共 15 条
[1]   THE PH-DEPENDENCE OF HEADGROUP AND ACYL CHAIN STRUCTURE AND DYNAMICS OF PHOSPHATIDYLSERINE, STUDIED BY H-2-NMR [J].
DEKROON, AIPM ;
TIMMERMANS, JW ;
KILLIAN, JA ;
DEKRUIJFF, B .
CHEMISTRY AND PHYSICS OF LIPIDS, 1990, 54 (01) :33-42
[2]  
Dolphin D., 1986, VITAMIN B6 PYRIDOXAL, V1
[3]  
GORISSEN H, 1992, SYNTHESIS AND APPLICATIONS OF ISOTOPICALLY LABELLED COMPOUNDS 1991, P588
[4]   The biosynthesis of pramanicin: origin of the carbon skeleton [J].
Harrison, PHM ;
Hughes, DW ;
Riddoch, RW .
CHEMICAL COMMUNICATIONS, 1998, (02) :273-274
[5]   PROVIDING ONE-CARBON UNITS FOR BIOLOGICAL METHYLATIONS - MECHANISTIC STUDIES ON SERINE HYDROXYMETHYLTRANSFERASE, METHYLENETETRAHYDROFOLATE REDUCTASE, AND METHYLTETRAHYDROFOLATE-HOMOCYSTEINE METHYLTRANSFERASE [J].
MATTHEWS, RG ;
DRUMMOND, JT .
CHEMICAL REVIEWS, 1990, 90 (07) :1275-1290
[6]  
MILES EW, 1974, J BIOL CHEM, V249, P2852
[7]   Biosynthesis of polyketides [J].
Rawlings, BJ .
NATURAL PRODUCT REPORTS, 1997, 14 (05) :523-556
[8]  
Rawlings BJ, 1998, NAT PROD REP, V15, P275
[9]   Biosynthesis of fatty acids and related metabolites [J].
Rawlings, BJ .
NATURAL PRODUCT REPORTS, 1997, 14 (04) :335-358
[10]  
SCHIRCH L, 1982, ADV ENZYMOL RAMB, V53, P83