Mechanisms of enzymatic C-O bond cleavages in deoxyhexose biosynthesis

被引:70
作者
He, XM [1 ]
Liu, HW [1 ]
机构
[1] Univ Texas, Coll Pharm, Dept Chem & Biochem, Div Med Chem, Austin, TX 78712 USA
关键词
D O I
10.1016/S1367-5931(02)00367-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In the past few years, significant progress has been made in our understanding of the biosynthesis of deoxyhexoses. Mechanistic studies have revealed how enzymes can cleave C-O bonds of a hexose substrate to make unusual sugars. The increasing amount of knowledge about the biosynthesis of deoxysugars may allow the assembly of a repertoire of novel sugar structures through recruitment and collaborative action of genes from a variety of biosynthetic pathways to create diverse secondary metabolites in our search for novel antibiotic/antitumour agents.
引用
收藏
页码:590 / 597
页数:8
相关论文
共 40 条
[1]   THE MOLECULAR-STRUCTURE OF UDP-GALACTOSE 4-EPIMERASE FROM ESCHERICHIA-COLI DETERMINED AT 2.5 A-RESOLUTION [J].
BAUER, AJ ;
RAYMENT, I ;
FREY, PA ;
HOLDEN, HM .
PROTEINS-STRUCTURE FUNCTION AND GENETICS, 1992, 12 (04) :372-381
[2]   Characterization of a unique coenzyme B6 radical in the ascarylose biosynthetic pathway [J].
Chang, CWT ;
Johnson, DA ;
Bandarian, V ;
Zhou, HQ ;
LoBrutto, R ;
Reed, GH ;
Liu, HW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (17) :4239-4240
[3]   CDP-6-deoxy-6,6-difluoro-D-glucose: A mechanism-based inhibitor for CDP-D-glucose 4,6-dehydratase [J].
Chang, CWT ;
Chen, XMH ;
Liu, HW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (37) :9698-9699
[4]   Biosynthesis of mycarose: Isolation and characterization of enzymes involved in the C-2 deoxygenation [J].
Chen, HW ;
Agnihotri, G ;
Guo, ZH ;
Que, NLS ;
Chen, XMH ;
Liu, HW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (35) :8124-8125
[5]   Mechanism of the 2-deoxygenation step in the biosynthesis of the deoxyhexose moieties of the antibiotics granaticin and oleandomycin [J].
Draeger, G ;
Park, SH ;
Floss, HG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (11) :2611-2612
[6]  
Frey P. A., 1999, COMPREHENSIVE NATURA, V5, P205
[7]   Radical mechanisms in adenosylmethionine- and adenosylcobalamin-dependent enzymatic reactions [J].
Frey, PA ;
Reed, GH .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2000, 382 (01) :6-14
[8]   Radical mechanisms of enzymatic catalysis [J].
Frey, PA .
ANNUAL REVIEW OF BIOCHEMISTRY, 2001, 70 :121-148
[9]  
FREY PA, 1987, PYRIDINE NUCLEOTID B, P461
[10]   Kinetics of the reductive half-reaction of the iron-sulfur flavoenzyme CDP-6-deoxy-L-threo-D-glycero-4-hexulose-3-dehydrase reductase [J].
Gassner, GT ;
Johnson, DA ;
Liu, HW ;
Ballou, DP .
BIOCHEMISTRY, 1996, 35 (24) :7752-7761