Synthesis and biochemical evaluation of O-acetyl-ADP-ribose and N-acetyl analogs

被引:22
作者
Comstock, Lindsay R. [1 ]
Denu, John M. [1 ]
机构
[1] Univ Wisconsin, Dept Biomol Chem, Madison, WI 53706 USA
关键词
D O I
10.1039/b710231c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthetic routes for the preparation of O-acetyl-ADP-ribose and two novel non-hydrolyzable analogs containing an N-acetyl are described and shown to interact with the macro domain of histone protein H2A1.1.
引用
收藏
页码:3087 / 3091
页数:5
相关论文
共 44 条
[1]   Probing the specificity of aminoglycoside ribosomal RNA interactions with designed synthetic analogs [J].
Alper, PB ;
Hendrix, M ;
Sears, P ;
Wong, CH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (09) :1965-1978
[2]   AMINONUCLEOSIDES AND THEIR DERIVATIVES .4. SYNTHESIS OF THE 3'-AMINO-3'-DEOXYNUCLEOSIDE 5'-PHOSPHATES [J].
AZHAYEV, AV ;
OZOLS, AM ;
BUSHNEV, AS ;
DYATKINA, NB ;
KOCHETKOVA, SV ;
VICTOROVA, LS ;
KUKHANOVA, MK ;
KRAYEVSKY, AA ;
GOTTIKH, BP .
NUCLEIC ACIDS RESEARCH, 1979, 6 (02) :625-643
[3]   Histone modifications in transcriptional regulation [J].
Berger, SL .
CURRENT OPINION IN GENETICS & DEVELOPMENT, 2002, 12 (02) :142-148
[4]   2'-AZIDO-2'-DEOXY- AND 2'-AMINO-2'-DEOXY-BETA-D-ARABINO-FURANOSYL PURINE NUCLEOSIDES [J].
BOBEK, M .
CARBOHYDRATE RESEARCH, 1979, 70 (02) :263-273
[5]  
BOBEK M, 1978, TETRAHEDRON LETT, P1919
[6]   Conserved enzymatic production and biological effect of O-acetyl-ADP-ribose by silent information regulator 2-like NAD+-dependent deacetylases [J].
Borra, MT ;
O'Neill, FJ ;
Jackson, MD ;
Marshall, B ;
Verdin, E ;
Foltz, KR ;
Denu, JM .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277 (15) :12632-12641
[7]   Synthesis of 3′-azido- and 3′-amino-3′-deoxyadenosine in both enantiomeric forms [J].
Botta, O ;
Moyroud, E ;
Lobato, C ;
Strazewski, P .
TETRAHEDRON, 1998, 54 (44) :13529-13546
[8]   SYNTHESIS OF A STABLE ANALOG OF THROMBOXANE-A2 WITH METHYLENE REPLACING THE 9,11-BRIDGING OXYGEN [J].
COREY, EJ ;
PONDER, JW ;
ULRICH, P .
TETRAHEDRON LETTERS, 1980, 21 (02) :137-140
[9]   PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].
COREY, EJ ;
VENKATESWARLU, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+
[10]   The Sir2 family of protein deacetylases [J].
Denu, JM .
CURRENT OPINION IN CHEMICAL BIOLOGY, 2005, 9 (05) :431-440