methyl 4-(((3aS,4S,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)-2-(tert-butoxycarbonylamino)butanoate | 901776-49-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 4-(((3aS,4S,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)-2-(tert-butoxycarbonylamino)butanoate
• 英文别名: methyl 4-[[(3aR,4R,6S,6aS)-4-(6-amino-2-chloropurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methylsulfanyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 901776-49-6
• 化学式: C₂₃H₃₃ClN₆O₇S
• 分子量: 573.07
• InChiKey: ANMHLUJLBOQOQZ-JJPFLPBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  187
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  methyl 4-(((3aS,4S,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)-2-(tert-butoxycarbonylamino)butanoate 在 氢氧化钾 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  SAR around (l)-S-adenosyl-l-homocysteine, an inhibitor of human DNA methyltransferase (DNMT) enzymes

  摘要：

  The inhibitory activity of base-modified SAH analogues and the specificity of inhibiting human DNMT1 and DNMT3b2 enzymes was explored. The 6-amino group was essential while the 7-N of the adenine ring of SAH could be replaced by CH- without loss of activity against both enzymes. The introduction of small groups at the 2-position of the adenine moiety favors DNMT1 over DNMT3b2 inhibition whereas alkylation of the N-6-amino moiety favors the inhibition of DNMT3b2 enzyme. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.113
• 作为产物：
  描述：

  2-chloro-O^{2'_,O3'_{-isopropylidene-O}5'}-(toluene-4-sulfonyl)-adenosine 、 methyl 2-(R,S)-2-(tert-butoxycarbonylamino)-4-mercaptobutanoate 以 甲醇 为溶剂， 反应 1.0h， 生成 methyl 4-(((3aS,4S,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylthio)-2-(tert-butoxycarbonylamino)butanoate
  参考文献：
  名称：

  SAR around (l)-S-adenosyl-l-homocysteine, an inhibitor of human DNA methyltransferase (DNMT) enzymes

  摘要：

  The inhibitory activity of base-modified SAH analogues and the specificity of inhibiting human DNMT1 and DNMT3b2 enzymes was explored. The 6-amino group was essential while the 7-N of the adenine ring of SAH could be replaced by CH- without loss of activity against both enzymes. The introduction of small groups at the 2-position of the adenine moiety favors DNMT1 over DNMT3b2 inhibition whereas alkylation of the N-6-amino moiety favors the inhibition of DNMT3b2 enzyme. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.03.113

文献信息

• Inhibitors of DNA Methyltransferase
  申请人：Wahhab Amal

  公开号：US20080132525A1

  公开（公告）日：2008-06-05

  The invention relates to the inhibition of DNA methyltransferase isoforms DNMT1 and DNMT3b2. The invention provides compounds and methods for inhibiting DNMT1 and DNMT3b2.

  这项发明涉及抑制DNA甲基转移酶亚型DNMT1和DNMT3b2。该发明提供了用于抑制DNMT1和DNMT3b2的化合物和方法。
• Methods for the Identification of Methyltransferase Interacting Molecules and for the Purification of Methyltransferase Proteins
  申请人：Harrison John

  公开号：US20130210664A1

  公开（公告）日：2013-08-15

  The present invention relates to immobilization compounds, immobilization products and preparations thereof as well as methods and uses for the identification of methyltransferase interacting compounds or for the purification or identification of methyltransferase proteins.

  本发明涉及固定化化合物、固定化产物及其制备方法，以及用于鉴定甲基转移酶相互作用化合物或用于纯化或鉴定甲基转移酶蛋白质的方法和用途。
• METHODS FOR THE IDENTIFICATION OF METHYLTRANSFERASE INTERACTING MOLECULES AND FOR THE PURIFICATION OF METHYLTRANSFERASE PROTEINS
  申请人：Cellzome AG

  公开号：EP2601527A1

  公开（公告）日：2013-06-12
• [EN] METHODS FOR THE IDENTIFICATION OF METHYLTRANSFERASE INTERACTING MOLECULES AND FOR THE PURIFICATION OF METHYLTRANSFERASE PROTEINS<br/>[FR] PROCÉDÉS POUR L'IDENTIFICATION DE MOLÉCULES INTERAGISSANT AVEC LA MÉTHYLTRANSFÉRASE ET POUR LA PURIFICATION DE PROTÉINES DE TYPE MÉTHYLTRANSFÉRASE
  申请人：CELLZOME AG

  公开号：WO2012016704A1

  公开（公告）日：2012-02-09

  The present invention relates to immobilization compounds, immobilization products and preparations thereof as well as methods and uses for the identification of methyltransferase interacting compounds or for the purification or identification of methyltransferase proteins.
• SAR around (l)-S-adenosyl-l-homocysteine, an inhibitor of human DNA methyltransferase (DNMT) enzymes
  作者：Oscar M. Saavedra、Ljubomir Isakovic、David B. Llewellyn、Lijie Zhan、Naomy Bernstein、Stephen Claridge、Franck Raeppel、Arkadii Vaisburg、Nadine Elowe、Andrea J. Petschner、Jubrail Rahil、Norman Beaulieu、A. Robert MacLeod、Daniel Delorme、Jeffrey M. Besterman、Amal Wahhab

  DOI：10.1016/j.bmcl.2009.03.113

  日期：2009.5

  The inhibitory activity of base-modified SAH analogues and the specificity of inhibiting human DNMT1 and DNMT3b2 enzymes was explored. The 6-amino group was essential while the 7-N of the adenine ring of SAH could be replaced by CH- without loss of activity against both enzymes. The introduction of small groups at the 2-position of the adenine moiety favors DNMT1 over DNMT3b2 inhibition whereas alkylation of the N-6-amino moiety favors the inhibition of DNMT3b2 enzyme. (C) 2009 Elsevier Ltd. All rights reserved.