2-Amino-8-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)imidazo[1,2-a][1,3,5]-triazin-4(8H)-one monohydrate, a 2′-deoxyguanosine analogue with an altered Watson-Crick recognition site

被引：2
|
作者：
Jiang, Dawei [2 ,3 ]
Budow, Simone [2 ]
Glacon, Virginie [1 ]
Eickmeier, Henning
Reuter, Hans
He, Yang [3 ]
Seela, Frank [1 ,2 ]
机构：
[1] Univ Osnabruck, Inst Chem, Organ & Bioorgan Chem Lab, D-49069 Osnabruck, Germany
[2] Ctr Nanotechnol, Lab Bioorgan Chem & Chem Biol, D-48149 Munster, Germany
[3] Sichuan Univ, W China Med Sch, State Key Lab Biotherapy, Inst Nanobiomed Technol & Membrane Biol, Chengdu 610041, Peoples R China
来源：
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY | 2010年 / 66卷
关键词：
CONFORMATION; NUCLEOSIDE;
D O I：
10.1107/S0108270110008036
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The title compound, C10H12FN5O4 center dot H2O, shows an anti glycosyl orientation [chi = -123.1 (2)degrees] The 2-deoxy-2-fluoroarabino-furanosyl moiety exhibits a major C2'-endo sugar puckering (S-type, C2'-endo-C1'-exo, T-2(1)), with P = 156.9 (2)degrees and pi(m) = 36.8 (1)degrees, while in solution a predominantly N conformation of the sugar moiety is observed. The conformation around the exocyclic C4'-C5' bond is -sc (trans, gauche), with gamma = -78.3 (2)degrees. Both nucleoside and solvent molecules participate in the formation of a three-dimensional hydrogen-bonding pattern via intermolecular N-H center dot center dot center dot O and O-H center dot center dot center dot O hydrogen bonds; the N atoms of the heterocyclic moiety and the F substituent do not take part in hydrogen bonding.
引用
收藏
页码：O194 / O197
页数：4
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