Description
A purine nucleoside in which adenine is attached to xylofuranose via a beta-N(9)-glycosidic bond.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C10H13N5O4 | 0 | 267.24152 |
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 9-(beta-D-xylofuranosyl)-9H-purin-6-amine | [C@@H]1(O[C@H]([C@@H]([C@H]1O)O)N2C=3C(=C(N=CN3)N)N=C2)CO | InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6+,7-,10-/m1/s1 | OIRDTQYFTABQOQ-GAWUUDPSSA-N |
|
Citations
- Ellis, DB, et al. 1965. Some inhibitory effects of 9-beta-D-xylofuranosyladenine, an adenosine analog, on nucleotide metabolism in ascites tumor cells. Molecular Pharmacology. 1(3).
- Ellis, DB, et al. 1966. Metabolic fate of 9-beta-d-xylofuranosyladenine in mice bearing susceptible tumor cells. Cancer Research. 26(5).
- Glazer, RI, et al. 1978. Cordycepin and xylosyladenine: inhibitors of methylation of nuclear RNA. Biochemical and Biophysical Research Communications. 81(2).
- Glazer, RI, et al. 1979. Evidence that xylosyladenine affects methylation by inhibition of S-adenosyl-L-methionine synthesis. Cancer Letters. 6(4-5).
- Harris, BA, et al. 1981. Biochemical basis for the cytotoxicity of 9-beta-D-xylofuranosyladenine in Chinese hamster ovary cells. Cancer Research. 41(3).
- Harris, BA, et al. 1981. Metabolism of 9-beta-D-xylofuranosyladenine by the Chinese hamster ovary cell. Molecular Pharmacology. 20(1).
- Ostrov, DA, et al. 2018. Methyldopa blocks MHC class II binding to disease-specific antigens in autoimmune diabetes. The Journal of Clinical Investigation. 128(5).
- Turnheim, K, et al. 1978. Inhibition of adenosine uptake in human erythrocytes by adenosine-5'-carboxamides, xylosyladenine, dipyridamole, hexobendine, and p-nitrobenzylthioguanosine. Biochemical Pharmacology. 27(18).