Substrate Specificity of the Macrolide-Glycosylating Enzyme Pair DesVII/DesVIII: Opportunities, Limitations, and Mechanistic Hypotheses

被引:61
作者
Borisova, SA
Zhang, CS
Takahashi, H
Zhang, H
Wong, AW
Thorson, JS
Liu, HW [1 ]
机构
[1] Univ Texas, Coll Pharm, Div Med Chem, Austin, TX 78712 USA
[2] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
[3] Univ Wisconsin, Lab Biosynth Chem, Madison, WI 53705 USA
[4] Univ Wisconsin, Sch Pharm, Pharmaceut Sci Div, Natl Cooperat Drug Discovery Grp, Madison, WI 53705 USA
关键词
antibiotics; biosynthesis; carbohydrates; glycosylation; macrolides;
D O I
10.1002/anie.200503195
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Two's Company: DesVII, a glycosyltransferase involved in the biosynthesis of macrolide antibiotics, is unusual in that it requires an additional protein partner, DesVIII, for its full activity. The level of substrate tolerance of the DesVII/DesVIII pair was explored. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2748 / 2753
页数:6
相关论文
共 74 条
[1]  
ACLARUBICIN K, 2000, MOL GEN GENET, V264, P164
[2]   Substrate specificity of NovM: Implications for novobiocin biosynthesis and glycorandomization [J].
Albermann, C ;
Soriano, A ;
Jiang, JQ ;
Vollmer, H ;
Biggins, JB ;
Barton, WA ;
Lesniak, J ;
Nikolov, DB ;
Thorson, JS .
ORGANIC LETTERS, 2003, 5 (06) :933-936
[3]   Organization of the biosynthetic gene cluster for the polyketide macrolide mycinamicin in Micromonospora griseorubida [J].
Anzai, Y ;
Salto, N ;
Tanaka, M ;
Kinoshita, K ;
Koyama, Y ;
Kato, F .
FEMS MICROBIOLOGY LETTERS, 2003, 218 (01) :135-141
[4]   Expanding pyrimidine diphosphosugar libraries via structure-based nucleotidylyltransferase engineering [J].
Barton, WA ;
Biggins, JB ;
Jiang, JQ ;
Thorson, JS ;
Nikolov, DB .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (21) :13397-13402
[5]   Structure, mechanism and engineering of a nucleotidylyltransferase as a first step toward glycorandomization [J].
Barton, WA ;
Lesniak, J ;
Biggins, JB ;
Jeffrey, PD ;
Jiang, JQ ;
Rajashankar, KR ;
Thorson, JS ;
Nikolov, DB .
NATURE STRUCTURAL BIOLOGY, 2001, 8 (06) :545-551
[6]   Structural insight into the antibiotic action of telithromycin against resistant mutants [J].
Berisio, R ;
Harms, J ;
Schluenzen, F ;
Zarivach, R ;
Hansen, HAS ;
Fucini, P ;
Yonath, A .
JOURNAL OF BACTERIOLOGY, 2003, 185 (14) :4276-4279
[7]   Structural insight into the role of the ribosomal tunnel in cellular regulation [J].
Berisio, R ;
Schluenzen, F ;
Harms, J ;
Bashan, A ;
Auerbach, T ;
Baram, D ;
Yonath, A .
NATURE STRUCTURAL BIOLOGY, 2003, 10 (05) :366-370
[8]   Characterization of the macrolide P-450 hydroxylase from Streptomyces venezuelae which converts narbomycin to picromycin [J].
Betlach, MC ;
Kealey, JT ;
Betlach, MC ;
Ashley, GW ;
McDaniel, R .
BIOCHEMISTRY, 1998, 37 (42) :14937-14942
[9]   Biosynthesis of desosamine: Construction of a new macrolide carrying a genetically designed sugar moiety [J].
Borisova, SA ;
Zhao, LS ;
Sherman, DH ;
Liu, HW .
ORGANIC LETTERS, 1999, 1 (01) :133-136
[10]   Characterization of the glycosyltransferase activity of DesVII:: Analysis of and implications for the biosynthesis of macrolide antibiotics [J].
Borisova, SA ;
Zhao, LS ;
Melancon, CE ;
Kao, CL ;
Liu, HW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (21) :6534-6535