Benzoylphenoxy analogs of isoprenoid diphosphates as photoactivatable substrates for bacterial prenyltransferases

被引:27
作者
Marecak, DM
Horiuchi, Y
Arai, H
Shimonaga, M
Maki, Y
Koyama, T
Ogura, K
Prestwich, GD
机构
[1] UNIV UTAH,DEPT MED CHEM,COLL PHARM,SALT LAKE CITY,UT 84112
[2] TOHOKU UNIV,FAC ENGN,DEPT BIOCHEM & ENGN,AOBA KU,SENDAI,MIYAGI 98077,JAPAN
[3] YAMAGATA UNIV,DEPT CHEM,YAMAGATA 990,JAPAN
[4] TOHOKU UNIV,INST CHEM REACT SCI,SENDAI,MIYAGI 98077,JAPAN
关键词
D O I
10.1016/S0960-894X(97)00342-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Photoactivatable benzophenone-containing analogs of isoprenyl diphosphates have been synthesized and evaluated as substrates and inhibitors of three bacterial prenyltransferases: farnesyl diphosphate synthase (FPS), hexaprenyl diphosphate synthase (HexPS)and undecaprenyl diphosphate synthase (UPS). These analogs undergo chain extension and will allow identification of hydrophobic active site residues of these enzymes. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1973 / 1978
页数:6
相关论文
共 36 条
[1]  
ABE I, 1994, NAT PROD REP, P279
[2]  
BABA T, 1985, J BIOL CHEM, V260, P467
[3]  
BITTNER S, 1975, CHEM IND-LONDON, P281
[4]   PHOTOREACTIVE ANALOGS OF PRENYL DIPHOSPHATES AS INHIBITORS AND PROBES OF HUMAN PROTEIN FARNESYLTRANSFERASE AND GERANYLGERANYLTRANSFERASE TYPE-I [J].
BUKHTIYAROV, YE ;
OMER, CA ;
ALLEN, CM .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1995, 270 (32) :19035-19040
[5]   Protein prenyltransferases [J].
Casey, PJ ;
Seabra, MC .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1996, 271 (10) :5289-5292
[7]   PHOSPHORYLATION OF ISOPRENOID ALCOHOLS [J].
DAVISSON, VJ ;
WOODSIDE, AB ;
NEAL, TR ;
STREMLER, KE ;
MUEHLBACHER, M ;
POULTER, CD .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (25) :4768-4779
[8]   BENZOPHENONE PHOTOPHORES IN BIOCHEMISTRY [J].
DORMAN, G ;
PRESTWICH, GD .
BIOCHEMISTRY, 1994, 33 (19) :5661-5673
[9]  
FUJII H, 1982, BIOCHIM BIOPHYS ACTA, V712, P716
[10]  
FUJII H, 1982, J BIOL CHEM, V257, P4610