异鸟嘌呤
化合物
异鸟嘌呤或2-羟基腺嘌呤（简写：B）属于嘌呤类碱基，它是鸟嘌呤的异构体。它是DNA的氧化损伤产物，已被证明会导致突变。[2]它和异胞嘧啶结合，用于非天然和酸类似物的研究中。[3][4]它可以2,6-二氨基嘌呤为原料通过化学法合成。[1]
| 异鸟嘌呤 | |
|---|---|
| |
| IUPAC名 6-Amino-1,7-dihydropurin-2-one | |
| 别名 | 2-Hydroxyadenine |
| 识别 | |
| CAS号 | 3373-53-3 
|
| PubChem | 76900 |
| ChemSpider | 69351 |
| SMILES |
|
| EINECS | 222-157-6 |
| 性质 | |
| 化学式 | C5H5N5O |
| 摩尔质量 | 151.1261 g·mol⁻¹ |
| 熔点 | >360°C[1] |
| 若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。 | |
参考文献 编辑
- ^ 1.0 1.1 Joseph W. Arico, Amy K. Calhoun, Larry W. McLaughlin. Preparation of the 2′-Deoxynucleosides of 2,6-Diaminopurine and Isoguanine by Direct Glycosylation. The Journal of Organic Chemistry. 2010-03-05, 75 (5): 1360–1365 [2019-03-18]. ISSN 0022-3263. doi:10.1021/jo902616s （英语）.
- ^ Yang XL, Sugiyama H, Ikeda S, Saito I, Wang AH. Structural studies of a stable parallel-stranded DNA duplex incorporating isoguanine:cytosine and isocytosine:guanine basepairs by nuclear magnetic resonance spectroscopy. Biophys. J. 1998, 75 (3): 1163–1171. PMC 1299791
. PMID 9726918. doi:10.1016/S0006-3495(98)74035-4.
- ^ Andrzej Jaworski, Józef S. Kwiatkowski, Bogdan Lesyng: „Why isoguanine and isocytosine are not the components of the genetic code", International Journal of Quantum Chemistry, Supplement: Proceedings of the International Symposium on Quantum Biology and Quantum Pharmacology, 1985, 28 (Supplement S12), pp. 209–216 (doi:10.1002/qua.560280720).
- ^ Christopher Roberts, Rajanikanth Bandaru, Christopher Switzer: „Theoretical and Experimental Study of Isoguanine and Isocytosine: Base Pairing in an Expanded Genetic System", J. Am. Chem. Soc., 1997, 119 (20), pp. 4640–4649 (doi:10.1021/ja970123s).
