Biomaterial Database

Structure and conformation of 5-bromo-2',3'-dideoxyuridine. 1991

H Kim, and R Parthasarathy

Department of Biophysics, Roswell Park Memorial Institute, Buffalo, NY 14263.

C9H11BrN2O4, Mr = 291.11, monoclinic, P2(1), a = 11.307 (1), b = 5.954 (1), c = 15.829 (2) A, beta = 93.25 (1) degree, V = 1063.90 A3, Z = 4, Dx = 1.82 g cm-3, lambda(Cu K alpha) = 1.54184 A, mu = 53.58 cm-1, F(000) = 584, T = 295 K, R = 0.034 for 1927 observed reflections [I greater than 3 sigma(I)]. The crystal structure contains two independent molecules forming a dimer linked by a pair of N3--H...O2 hydrogen bonds; the crystal structure is stabilized by four additional hydrogen bonds. Two of these are internal C6--H6...O5' hydrogen bonds, one in molecule A and another in molecule B. These two molecules exhibit two different conformations; their sugar ring puckers are 2'-endo-3'-exo for molecule A and 3'-endo-2'-exo for molecule B. The Cl'--N1 distance, the chi CN torsion angle and the glycosidic conformation are 1.464 (8) A, -130.0 degrees and -anticlinal for molecule A and 1.506 (8) A, -168.9 degrees and -antiperiplanar for molecule B, respectively.

UI	MeSH Term	Description	Entries
D008958	Models, Molecular	Models used experimentally or theoretically to study molecular shape, electronic properties, or interactions; includes analogous molecules, computer-generated graphics, and mechanical structures.	Molecular Models,Model, Molecular,Molecular Model
D008968	Molecular Conformation	The characteristic three-dimensional shape of a molecule.	Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D006860	Hydrogen Bonding	A low-energy attractive force between hydrogen and another element. It plays a major role in determining the properties of water, proteins, and other compounds.	Hydrogen Bonds,Bond, Hydrogen,Hydrogen Bond
D000998	Antiviral Agents	Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly.	Antiviral,Antiviral Agent,Antiviral Drug,Antivirals,Antiviral Drugs,Agent, Antiviral,Agents, Antiviral,Drug, Antiviral,Drugs, Antiviral
D014961	X-Ray Diffraction	The scattering of x-rays by matter, especially crystals, with accompanying variation in intensity due to interference effects. Analysis of the crystal structure of materials is performed by passing x-rays through them and registering the diffraction image of the rays (CRYSTALLOGRAPHY, X-RAY). (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)	Xray Diffraction,Diffraction, X-Ray,Diffraction, Xray,Diffractions, X-Ray,Diffractions, Xray,X Ray Diffraction,X-Ray Diffractions,Xray Diffractions
D015224	Dideoxynucleosides	Nucleosides that have two hydroxy groups removed from the sugar moiety. The majority of these compounds have broad-spectrum antiretroviral activity due to their action as antimetabolites. The nucleosides are phosphorylated intracellularly to their 5'-triphosphates and act as chain-terminating inhibitors of viral reverse transcription.	2',3'-Dideoxynucleosides,Dideoxyribonucleosides,ddNus,2',3' Dideoxynucleosides