• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

氨基酸催化嘌呤和嘧啶与2-脱氧核糖的缩合反应。

Amino acid catalyzed condensation of purines and pyrimidines with 2-deoxyribose.

作者信息

Nelsestuen G L

出版信息

Biochemistry. 1979 Jun 26;18(13):2843-6. doi: 10.1021/bi00580a026.

DOI:10.1021/bi00580a026
PMID:476056
Abstract

Mild heating of aqueous mixtures containing 2-deoxyribose, amino compounds, and purines or pyrimidines produces derivatives of the purines and pyrimidines in high yield. Among the major products formed are 2,3-dideoxy-3-(1'-pyrimidino)pentose and 2,3-dideoxy-3-(9'-purino)pentose. The mechanism of the reaction includes amine-catalzyed dehydration of the alpha, beta positions of the sugar followed by addition of the purine or pyrimidine to the double bond. Rapid addition of purines and pyrimidines to alpha, beta-unsaturated carbonyl compounds (such as acrolin) is a general phenomenon which does not require an amine catalyst. While multiple derivatization of the purines will take place, the N-9 derivative is formed first.

摘要

对含有2-脱氧核糖、氨基化合物以及嘌呤或嘧啶的水性混合物进行温和加热,能高产率地生成嘌呤和嘧啶的衍生物。形成的主要产物包括2,3-二脱氧-3-(1'-嘧啶基)戊糖和2,3-二脱氧-3-(9'-嘌呤基)戊糖。该反应的机制包括胺催化糖的α、β位脱水,随后嘌呤或嘧啶加成到双键上。嘌呤和嘧啶快速加成到α,β-不饱和羰基化合物(如丙烯醛)是一种普遍现象,不需要胺催化剂。虽然嘌呤会发生多重衍生化,但首先形成的是N-9衍生物。

相似文献

1
Amino acid catalyzed condensation of purines and pyrimidines with 2-deoxyribose.氨基酸催化嘌呤和嘧啶与2-脱氧核糖的缩合反应。
Biochemistry. 1979 Jun 26;18(13):2843-6. doi: 10.1021/bi00580a026.
2
Determination of rate constants for the reaction of hydroxyl radicals with some purines and pyrimidines using sunlight.
J Biochem Biophys Methods. 2000 Mar 16;42(3):115-24. doi: 10.1016/s0165-022x(99)00054-8.
3
Chromatographic and spectrometric studies of trimethylsilylated purines and pyrimidines.
Anal Biochem. 1972 Dec;50(2):354-63. doi: 10.1016/0003-2697(72)90044-9.
4
The origin of purine and pyrimidine deoxyribose in Escherichia coli systems.大肠杆菌系统中嘌呤和嘧啶脱氧核糖的起源。
J Biol Chem. 1959 Feb;234(2):360-3.
5
The origin of purine and pyrimidine deoxyribose in T6r+ bacteriophage.T6r+噬菌体中嘌呤和嘧啶脱氧核糖的起源
J Biol Chem. 1959 Feb;234(2):364-9.
6
Base dependence of B-DNA sugar conformation in solution and in the solid state.
J Biomol Struct Dyn. 1993 Dec;11(3):671-83. doi: 10.1080/07391102.1993.10508022.
7
[Studies on heterocyclic compounds. II. Relations between half neutralization potential in non-aqueous titration and pKa (H2O) of purine and pyrimidine derivatives].[杂环化合物的研究。II. 嘌呤和嘧啶衍生物在非水滴定中的半中和电位与pKa(H2O)之间的关系]
Yakugaku Zasshi. 1966 Jul;86(7):547-54. doi: 10.1248/yakushi1947.86.7_547.
8
An NMR study of the interaction of purine and pyrimidine derivatives with acridine orange.嘌呤和嘧啶衍生物与吖啶橙相互作用的核磁共振研究。
Biochim Biophys Acta. 1968 Jun 18;161(1):250-2. doi: 10.1016/0005-2787(68)90315-8.
9
Theoretical studies on the interaction of modified pyrimidines and purines with purine riboswitch.修饰嘧啶和嘌呤与嘌呤核糖开关相互作用的理论研究
J Mol Graph Model. 2009 Aug;28(1):37-45. doi: 10.1016/j.jmgm.2009.03.005. Epub 2009 Mar 31.
10
A direct proton magnetic resonance study of Co2+ complexes with imidazole, 4-methylpyridine, pyridine, pyrimidine, and purine in water-acetone mixtures.
J Am Chem Soc. 1970 Apr 22;92(8):2304-8. doi: 10.1021/ja00711a017.

引用本文的文献

1
Concentration of specific amino acids at the catalytic/active centers of highly-conserved "housekeeping" enzymes of central metabolism in archaea, bacteria and Eukaryota: is there a widely conserved chemical signal of prebiotic assembly?高度保守的中心代谢“管家”酶的催化/活性中心中特定氨基酸的浓度:是否存在前生物组装的广泛保守的化学信号?
Orig Life Evol Biosph. 2010 Jun;40(3):273-302. doi: 10.1007/s11084-009-9188-z. Epub 2010 Jan 13.
2
Directed molecular evolution.定向分子进化
Orig Life Evol Biosph. 1999 Aug;29(4):425-35. doi: 10.1023/a:1006683409144.
3
Conservation of genetic information: a code for site-specific DNA recognition.
遗传信息的保守性:一种位点特异性DNA识别的编码。
Proc Natl Acad Sci U S A. 1993 Jun 15;90(12):5534-8. doi: 10.1073/pnas.90.12.5534.
4
Origin of life: consideration of alternatives to proteins and nucleic acids.生命起源:对蛋白质和核酸之外其他可能性的思考。
J Mol Evol. 1980 Mar;15(1):59-72. doi: 10.1007/BF01732583.