5-((2-hydroxyethyl)thiomethyl)-2'-deoxycytidine | 1251467-87-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 5-((2-hydroxyethyl)thiomethyl)-2'-deoxycytidine
• 英文别名: 4-amino-5-(2-hydroxyethylsulfanylmethyl)-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
• CAS: 1251467-87-4
• 化学式: C₁₂H₁₉N₃O₅S
• 分子量: 317.366
• InChiKey: VSHNOLXJTBHECO-IVZWLZJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  154
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-((2-hydroxyethyl)thiomethyl)-2'-deoxycytidine 在 sodium acetate 、 sodium nitrite 、 氨 作用下， 以 水 为溶剂， 反应 5.0h， 生成 5-(2-hydroxyethylthio)methyl-2'-deoxyuridine
  参考文献：
  名称：

  Methyltransferase-Directed Derivatization of 5-Hydroxymethylcytosine in DNA

  摘要：

  Cytosine modification by AdoMet–dependent DNA methyltransferases is part of an epigenetic regulatory network in vertebrates. Here we show that, in the absence of AdoMet, bacterial cytosine-5 methyltransferases can catalyze condensation of aliphatic thiols and selenols to 5-hydroxymethylcytosine in DNA yielding 5-chalcogenomethyl derivatives. These new atypical reactions open new ways for sequence-specific derivatization and analysis of 5-hydroxymethylcytosine, a recently discovered nucleobase in mammalian DNA

  DOI：

  10.1002/anie.201007169

文献信息

• CONVERSION OF ALPHA-HYDROXYALKYLATED RESIDUES IN BIOMOLECULES USING METHYLTRANSFERASES
  申请人：Biotechnologijos Institutas

  公开号：EP2414527A1

  公开（公告）日：2012-02-08
• DERIVATIZATION OF BIOMOLECULES BY COVALENT COUPLING OF NON-COFACTOR COMPOUNDS USING METHYLTRANSFERASES
  申请人：Biotechnologijos Institutas

  公开号：EP2414528A1

  公开（公告）日：2012-02-08
• Conversion of alpha-hydroxyalkylated residues in biomolecules using methyltransferases
  申请人：Vilnius University

  公开号：US20150093752A1

  公开（公告）日：2015-04-02

  The present invention relates to targeted conversion of alpha-hydroxyalkylated residues in biomolecules in the presence of a directing methyltransferase, namely to targeted removal of the alpha-hydroxyalkyl moieties to give unmodified residues, or targeted derivatization of the alpha-hydroxyalkyl groups by covalent coupling of non-cofactor compounds represented by formula HQ-LX, wherein X represents a functional group or a reporter group attached via a linker moiety L, and QH is selected from HS—, HSe—, HO—H 2 N—, HN 3 or HCN in the presence of a directing methyltransferase. Further development of the method of targeted conversion comprises methods for targeted labeling a biomolecule and method for detecting hydroxymethylated target sites in a biomolecule according to the present invention.
• US8822146B2
  申请人：——

  公开号：US8822146B2

  公开（公告）日：2014-09-02
• US8889352B2
  申请人：——

  公开号：US8889352B2

  公开（公告）日：2014-11-18