• 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

通过嘌呤核苷的酶促砷解合成细胞分裂素

Synthesis of Cytokinins via Enzymatic Arsenolysis of Purine Nucleosides.

作者信息

Oslovsky Vladimir E, Drenichev Mikhail S, Alexeev Cyril S, Solyev Pavel N, Esipov Roman S, Mikhailov Sergey N

机构信息

Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Moscow, Russia.

Shemyakin and Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Moscow, Russia.

出版信息

Curr Protoc Nucleic Acid Chem. 2018 Dec;75(1):e61. doi: 10.1002/cpnc.61. Epub 2018 Oct 9.

DOI:10.1002/cpnc.61
PMID:30299587
Abstract

This unit describes an effective method for the preparation of natural cytokinins and their synthetic derivatives based on enzymatic cleavage of the N-glycosidic bond of N -substituted adenosine or O -substituted inosine derivatives in the presence of purine nucleoside phosphorylase (PNP) and Na HAsO . The arsenolysis reaction is irreversible due to the hydrolysis of the resulting α-D-ribose-1-arsenate. As a result, the desired products are formed in near-quantitative yields, as indicated by high-performance liquid chromatography (HPLC) analysis, and can easily be isolated. In the strategy used here, the ribose residue acts as a protective group. © 2018 by John Wiley & Sons, Inc.

摘要

本单元描述了一种有效的方法,用于制备天然细胞分裂素及其合成衍生物,该方法基于在嘌呤核苷磷酸化酶(PNP)和NaHAsO存在下,对N-取代腺苷或O-取代肌苷衍生物的N-糖苷键进行酶促裂解。由于生成的α-D-核糖-1-砷酸盐发生水解,砷解反应是不可逆的。结果,如高效液相色谱(HPLC)分析所示,所需产物以近乎定量的产率形成,并且可以很容易地分离出来。在这里使用的策略中,核糖残基起保护基团的作用。© 2018约翰威立国际出版公司。

相似文献

1
Synthesis of Cytokinins via Enzymatic Arsenolysis of Purine Nucleosides.通过嘌呤核苷的酶促砷解合成细胞分裂素
Curr Protoc Nucleic Acid Chem. 2018 Dec;75(1):e61. doi: 10.1002/cpnc.61. Epub 2018 Oct 9.
2
Chemoenzymatic synthesis of cytokinins from nucleosides: ribose as a blocking group.从核苷制备细胞分裂素的酶促合成:核糖作为阻断基团。
Org Biomol Chem. 2018 Mar 28;16(12):2156-2163. doi: 10.1039/c8ob00223a. Epub 2018 Mar 9.
3
Mechanism of thiol-supported arsenate reduction mediated by phosphorolytic-arsenolytic enzymes: II. Enzymatic formation of arsenylated products susceptible for reduction to arsenite by thiols.由磷酸解-砷解酶介导的硫醇支持的砷酸盐还原机制:II. 易于被硫醇还原为亚砷酸盐的砷化产物的酶促形成。
Toxicol Sci. 2009 Aug;110(2):282-92. doi: 10.1093/toxsci/kfp113. Epub 2009 May 28.
4
Purine nucleoside phosphorylase. Catalytic mechanism and transition-state analysis of the arsenolysis reaction.嘌呤核苷磷酸化酶。砷解反应的催化机制与过渡态分析。
Biochemistry. 1993 Dec 7;32(48):13212-9. doi: 10.1021/bi00211a033.
5
Arsenate and phosphate as nucleophiles at the transition states of human purine nucleoside phosphorylase.砷酸盐和磷酸盐作为嘌呤核苷磷酸化酶过渡态的亲核试剂。
Biochemistry. 2011 Apr 5;50(13):2701-9. doi: 10.1021/bi200279s. Epub 2011 Mar 10.
6
Purine nucleoside phosphorylase as a cytosolic arsenate reductase.作为胞质砷酸还原酶的嘌呤核苷磷酸化酶
Toxicol Sci. 2002 Nov;70(1):13-9. doi: 10.1093/toxsci/70.1.13.
7
Purine nucleoside phosphorylase. Inosine hydrolysis, tight binding of the hypoxanthine intermediate, and third-the-sites reactivity.嘌呤核苷磷酸化酶。肌苷水解、次黄嘌呤中间体的紧密结合以及第三位点反应性。
Biochemistry. 1992 Jul 7;31(26):5964-73. doi: 10.1021/bi00141a003.
8
C(2')-substituted purine nucleoside analogs. Interactions with adenosine deaminase and purine nucleoside phosphorylase and formation of analog nucleotides.C(2')-取代嘌呤核苷类似物。与腺苷脱氨酶和嘌呤核苷磷酸化酶的相互作用及类似物核苷酸的形成。
Biochem Pharmacol. 1982 May 1;31(9):1723-8. doi: 10.1016/0006-2952(82)90675-x.
9
Recycling of alpha-D-ribose 1-phosphate for nucleoside interconversion.α-D-核糖1-磷酸的循环利用用于核苷相互转化。
Biochim Biophys Acta. 1997 Apr 17;1335(1-2):6-22.
10
Mechanism of thiol-supported arsenate reduction mediated by phosphorolytic-arsenolytic enzymes: I. The role of arsenolysis.磷酸解-砷解酶介导的硫醇支持的砷酸盐还原机制:I. 砷解的作用。
Toxicol Sci. 2009 Aug;110(2):270-81. doi: 10.1093/toxsci/kfp112. Epub 2009 May 27.

引用本文的文献

1
Intramolecular Hydrogen Bonding in N-Substituted 2-Chloroadenosines: Evidence from NMR Spectroscopy.N-取代 2-氯腺嘌呤核苷中环内氢键的研究:NMR 光谱证据。
Int J Mol Sci. 2023 Jun 2;24(11):9697. doi: 10.3390/ijms24119697.
2
Comparative Analysis of Enzymatic Transglycosylation Using E. coli Nucleoside Phosphorylases: A Synthetic Concept for the Preparation of Purine Modified 2′-Deoxyribonucleosides from Ribonucleosides.使用大肠杆菌核苷磷酸化酶的酶促转糖基作用的比较分析:从核糖核苷制备嘌呤修饰的 2′-脱氧核苷的合成概念。
Int J Mol Sci. 2022 Mar 3;23(5):2795. doi: 10.3390/ijms23052795.