異鳥嘌呤

異鳥嘌呤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]

異鳥嘌呤
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,所有数据均出自一般条件(25 ℃,100 kPa)下。

参考文献编辑

  1. ^ 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). 
  2. ^ 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. 
  3. ^ 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).
  4. ^ 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).