3'-O-乙酰基-2'-脱氧-5-甲氧基甲基尿苷的结构与构象
Structure and conformation of 3'-O-acetyl-2'-deoxy-5-methoxymethyluridine.
作者信息
Quail J W, Tourigny G, Delbaere L T, el-Kabbani O A, Stuart A L, Gupta S V
机构信息
Department of Chemistry, University of Saskatchewan, Saskatoon, Canada.
出版信息
Acta Crystallogr C. 1988 Jan 15;44 ( Pt 1):150-4. doi: 10.1107/s0108270187008850.
C13H18N2O7, Mr = 314.297, triclinic, P1, a = 6.0321 (4), b = 6.775 (5), c = 9.6699 (7) A, alpha = 76.917 (6), beta = 78.871 (6), gamma = 75.344 (6) degrees, V = 368.54 A3, Z = 1, Dm = 1.43, Dx = 1.416 g cm-3, Cu K alpha radiation (Ni filtered), lambda = 1.5418 A, F(000) = 166, T = 287 K, final conventional R factor = 0.034, wR = 0.044 for 1359 reflections and 268 variables. The structure was solved using the XTAL system. The conformation of the furanose ring is best described as intermediate between 2E and 2(1)T: the pseudorotational parameters are P = 148.9 degrees and tau m = 33.4 degrees. The CH2OH, C(5'), side chain has the g+ conformation, the carbonyl bond of the 3'-acetoxy group is syn to the C(3')-O(3',1) bond on the sugar ring and the glycosidic bond conformation is anti [chi = -137.6 (3) degrees]. The methoxy group of the 5-methoxymethyl substituent is on the same side of the pyrimidine plane as O(4') of the furanose ring. Comparison with 2'-deoxy-5-methoxymethyluridine shows that intermolecular attraction have little effect on the internal conformations of the molecule in the solid state.
C₁₃H₁₈N₂O₇，Mr = 314.297，三斜晶系，P1，a = 6.0321(4)，b = 6.775(5)，c = 9.6699(7) Å，α = 76.917(6)，β = 78.871(6)，γ = 75.344(6)°，V = 368.54 ų，Z = 1，Dm = 1.43，Dx = 1.416 g cm⁻³，Cu Kα辐射（镍滤波），λ = 1.5418 Å，F(000) = 166，T = 287 K，对于1359个反射和268个变量，最终传统R因子 = 0.034，wR = 0.044。结构用XTAL系统解析。呋喃糖环的构象最好描述为介于2E和2(1)T之间：假旋转参数为P = 148.9°和τm = 33.4°。CH₂OH，C(5')侧链具有g⁺构象，3'-乙酰氧基的羰基与糖环上的C(3')-O(3',1)键顺式排列，糖苷键构象为反式[χ = -137.6(3)°]。5-甲氧基甲基取代基的甲氧基与呋喃糖环的O(4')在嘧啶平面的同一侧。与2'-脱氧-5-甲氧基甲基尿苷的比较表明，分子间吸引力对固态分子的内部构象影响很小。
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