• 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

黄素腺嘌呤二核苷酸中的分子内氢键

Intramolecular hydrogen bonding in flavin adenine dinucleotide.

作者信息

Raszka M, Kaplan N O

出版信息

Proc Natl Acad Sci U S A. 1974 Nov;71(11):4546-50. doi: 10.1073/pnas.71.11.4546.

DOI:10.1073/pnas.71.11.4546
PMID:4373718
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC433924/
Abstract

Data obtained by means of proton magnetic resonance spectroscopy indicate that specific association of FMN occurs with AMP in aqueous solution, because much weaker interaction is observed with FMN of either GMP or CMP. A comparison of FAD with a 1:1 mixture of FMN and AMP suggests that the flavin is involved in an intramolecular hydrogen bonding with the adenine moiety of FAD. The temperature dependence of chemical shifts would seem to indicate that the pyrophosphate linkage acts to reinforce stacking interactions as well as hydrogen bonding in the coenzyme. The linkage also limits the number of cyclic hydrogen bonding configurations, and a model is proposed to describe a fraction of unstacked FAD in aqueous solution.A parallel study was made of NAD(+) and its analogues; in contrast to FAD, no clear evidence of cyclic hydrogen bonding was obtained with the pyridine coenzymes.

摘要

通过质子磁共振波谱法获得的数据表明,在水溶液中,FMN与AMP发生特异性缔合,因为观察到FMN与GMP或CMP的相互作用要弱得多。将FAD与FMN和AMP的1:1混合物进行比较表明,黄素参与了与FAD腺嘌呤部分的分子内氢键形成。化学位移的温度依赖性似乎表明,焦磷酸键起到加强辅酶中堆积相互作用以及氢键的作用。该键还限制了环状氢键构型的数量,并提出了一个模型来描述水溶液中部分未堆积的FAD。对NAD(+)及其类似物进行了平行研究;与FAD不同,未获得吡啶辅酶形成环状氢键的明确证据。

相似文献

1
Intramolecular hydrogen bonding in flavin adenine dinucleotide.黄素腺嘌呤二核苷酸中的分子内氢键
Proc Natl Acad Sci U S A. 1974 Nov;71(11):4546-50. doi: 10.1073/pnas.71.11.4546.
2
Investigations of inter- and intramolecular interations in flavin--adenine dinucleotide by proton magnetic resonance.通过质子磁共振对黄素腺嘌呤二核苷酸分子间和分子内相互作用的研究。
Biochemistry. 1968 Dec;7(12):4359-67. doi: 10.1021/bi00852a031.
3
High-resolution proton and phosphorus nuclear magnetic resonance spectra of flavin-adenine dinucleotide and its conformation in aqueous solution.黄素腺嘌呤二核苷酸在水溶液中的高分辨率质子和磷核磁共振谱及其构象
Biochemistry. 1972 Feb 29;11(5):741-52. doi: 10.1021/bi00755a011.
4
Association by hydrogen bonding of mononucleotides in aqueous solution.水溶液中单核核苷酸通过氢键的缔合作用。
Proc Natl Acad Sci U S A. 1972 Aug;69(8):2025-9. doi: 10.1073/pnas.69.8.2025.
5
Differences in proton-coupled electron-transfer reactions of flavin mononucleotide (FMN) and flavin adenine dinucleotide (FAD) between buffered and unbuffered aqueous solutions.黄素单核苷酸(FMN)和黄素腺嘌呤二核苷酸(FAD)在缓冲和非缓冲水溶液中质子耦合电子转移反应的差异。
J Phys Chem B. 2013 Nov 7;117(44):13755-66. doi: 10.1021/jp4069619. Epub 2013 Oct 23.
6
Comparing ultrafast excited state quenching of flavin 1,N-ethenoadenine dinucleotide and flavin adenine dinucleotide by optical spectroscopy and DFT calculations.通过光谱和密度泛函理论计算比较黄素 1,N-亚乙基腺嘌呤二核苷酸和黄素腺嘌呤二核苷酸的超快激发态猝灭。
Photochem Photobiol Sci. 2022 Jun;21(6):959-982. doi: 10.1007/s43630-022-00187-2. Epub 2022 Feb 26.
7
Sarcosine oxidase contains a novel covalently bound FMN.肌氨酸氧化酶含有一种新的共价结合黄素单核苷酸。
Biochemistry. 1996 Apr 23;35(16):5292-9. doi: 10.1021/bi952995h.
8
The effect of pressure on the molecular complex of isoalloxazine and adenine.压力对异咯嗪与腺嘌呤分子复合物的影响。
Proc Natl Acad Sci U S A. 1974 Apr;71(4):1264-6. doi: 10.1073/pnas.71.4.1264.
9
Spectroscopic evidence for anthracenedione antineoplastic agent self-association and complex formation with flavin nucleotides.蒽二酮抗肿瘤药物自缔合以及与黄素核苷酸形成复合物的光谱证据。
Arch Biochem Biophys. 1984 Nov 1;234(2):497-512. doi: 10.1016/0003-9861(84)90297-2.
10
The role of adenine in fast excited-state deactivation of FAD: a femtosecond mid-IR transient absorption study.腺嘌呤在黄素腺嘌呤二核苷酸快速激发态失活中的作用:飞秒中红外瞬态吸收研究
J Phys Chem B. 2009 Jul 9;113(27):9059-61. doi: 10.1021/jp905020u.

引用本文的文献

1
RP-HPLC Separation and H NMR Identification of a Yellow Fluorescent Compound-Riboflavin (Vitamin B)-Produced by the Yeast .反相高效液相色谱分离和 H 核磁共振鉴定酵母产生的一种黄色荧光化合物-核黄素(维生素 B)
Biomolecules. 2023 Sep 20;13(9):1423. doi: 10.3390/biom13091423.
2
Revealing the transient conformations of a single flavin adenine dinucleotide using an aerolysin nanopore.利用气单胞菌溶素纳米孔揭示单个黄素腺嘌呤二核苷酸的瞬态构象。
Chem Sci. 2019 Sep 23;10(44):10400-10404. doi: 10.1039/c9sc03163d. eCollection 2019 Nov 28.
3
An insight into pH-induced changes in FAD conformational structure by means of time-resolved fluorescence and circular dichroism.通过时间分辨荧光和圆二色性深入了解pH诱导的黄素腺嘌呤二核苷酸(FAD)构象结构变化。
Eur Biophys J. 2019 May;48(4):395-403. doi: 10.1007/s00249-019-01369-0. Epub 2019 May 4.
4
Flavin adenine dinucleotide structural motifs: from solution to gas phase.黄素腺嘌呤二核苷酸结构基序:从溶液到气相
Anal Chem. 2014 Oct 21;86(20):10223-30. doi: 10.1021/ac5023666. Epub 2014 Sep 29.
5
Crystal structure of a complex between lumiflavin and 2,6-diamino-9-ethylpurine: a flavin adenine dinucleotide model exhibiting charge-transfer interactions.核黄素与2,6 - 二氨基 - 9 - 乙基嘌呤复合物的晶体结构:一种表现出电荷转移相互作用的黄素腺嘌呤二核苷酸模型。
Proc Natl Acad Sci U S A. 1976 Nov;73(11):3807-11. doi: 10.1073/pnas.73.11.3807.

本文引用的文献

1
NMR evidence of specific base-pairing between purines and pyrimidines.嘌呤与嘧啶之间特定碱基配对的核磁共振证据。
Biochem Biophys Res Commun. 1966 Apr 19;23(2):194-201. doi: 10.1016/0006-291x(66)90527-4.
2
Specific association of riboflavin and adenine derivatives in chloroform solution and the effect of barbiturates on the association.核黄素与腺嘌呤衍生物在氯仿溶液中的特异性缔合以及巴比妥类药物对该缔合的影响。
Bull Chem Soc Jpn. 1969 May;42(5):1387-93. doi: 10.1246/bcsj.42.1387.
3
Studies of inter- and intramolecular interaction in mononucleotides by proton magnetic resonance.通过质子磁共振研究单核苷酸中的分子间和分子内相互作用。
J Am Chem Soc. 1968 Feb 14;90(4):1042-55. doi: 10.1021/ja01006a035.
4
The 220 MHz nuclear magnetic resonance study of a solvent-induced conformational change in flavin adenine dinucleotide.黄素腺嘌呤二核苷酸溶剂诱导构象变化的220兆赫核磁共振研究。
J Biol Chem. 1969 Oct 25;244(20):5656-62.
5
The crystal and molecular structure of an intermolecular complex between riboflavin and an adenosine derivative.核黄素与腺苷衍生物分子间复合物的晶体结构和分子结构
Proc Natl Acad Sci U S A. 1971 Jun;68(6):1151-6. doi: 10.1073/pnas.68.6.1151.
6
High-resolution proton and phosphorus nuclear magnetic resonance spectra of flavin-adenine dinucleotide and its conformation in aqueous solution.黄素腺嘌呤二核苷酸在水溶液中的高分辨率质子和磷核磁共振谱及其构象
Biochemistry. 1972 Feb 29;11(5):741-52. doi: 10.1021/bi00755a011.
7
Restricted rotation about the exocyclic carbon-nitrogen bond in cytosine derivatives.胞嘧啶衍生物中外环碳氮键的旋转受限。
J Phys Chem. 1972 Jan 6;76(1):64-70. doi: 10.1021/j100645a012.
8
Association by hydrogen bonding of mononucleotides in aqueous solution.水溶液中单核核苷酸通过氢键的缔合作用。
Proc Natl Acad Sci U S A. 1972 Aug;69(8):2025-9. doi: 10.1073/pnas.69.8.2025.
9
Conformations of diphosphopyridine coenzymes upon binding to dehydrogenases.二磷酸吡啶辅酶与脱氢酶结合后的构象
Proc Natl Acad Sci U S A. 1973 May;70(5):1593-7. doi: 10.1073/pnas.70.5.1593.
10
Crystal and molecular structure of the salt (1-methylnicotinamide)(+) aden-9-ylacetate(-) dihydrate. A model for the intramolecular interactions of oxidized nicotinamide adenine dinucleotide.(1-甲基烟酰胺)(+)腺嘌呤-9-基乙酸酯(-)二水合物的晶体和分子结构。氧化型烟酰胺腺嘌呤二核苷酸分子内相互作用的模型。
J Am Chem Soc. 1973 May 30;95(11):3763-70. doi: 10.1021/ja00792a048.