Structure and conformation of 5-methoxymethyl-N4-methyl-2'-deoxycytidine.
C12H19N3O5, Mr = 285.25, monoclinic, P2(1), a = 7.0180 (6), b = 8.6946 (11), c = 10.7715 (10) A, beta = 91.055 (7) degrees, V = 657.15 A3, Z = 2, Dx = 1.441 g cm-3, lambda(Cu K alpha) = 1.5418 A, mu = 9.63 cm-1, F(000) = 304, T = 287 K, R = 0.039 for 1424 observed reflections. The furanose ring adopts the C(1')-exo envelope conformation (E1), with the glycosyl linkage anti (chi = 193.8 degrees). The pseudo-rotational parameters are P = 130.9 degrees and tau m = 39.4 degrees. In the deoxyribose ring, the side chain on C(5') has the t conformation. In the pyrimidine ring the N4-methyl takes a cis conformation to N(3) and the methoxymethyl side chain is on the same side of the cytidine plane as O(4').
Jia
Z C
ZC
Department of Biochemistry, University of Saskatchewan, Saskatoon, Canada.
Tourigny
G
G
Stuart
A L
AL
Delbaere
L T
LT
Gupta
S V
SV
D003841:Deoxycytidine / Q000031:analogs & derivatives* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D014961:X-Ray Diffraction
D003841:Deoxycytidine; C067740:5-methoxymethyl-N(4)-methyl-2'-deoxycytidine