(E)-5'-deoxy-5'-N-({[2-(2-hydroxyphenyl)ethenyl]sulfonyl}amino)adenosine | 939793-76-7

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 5'-脱氧核糖核苷
• 英文名称: (E)-5'-deoxy-5'-N-({[2-(2-hydroxyphenyl)ethenyl]sulfonyl}amino)adenosine
• 英文别名: (E)-N-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-2-(2-hydroxyphenyl)ethenesulfonamide
• CAS: 939793-76-7
• 化学式: C₁₈H₂₀N₆O₆S
• 分子量: 448.459
• InChiKey: MMFLCDZKGANPJO-GKQKFFBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  194
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (E)-5'-deoxy-5'-N-({[2-(2-hydroxyphenyl)ethenyl]sulfonyl}amino)adenosine 、 N-乙酰基半胱胺 以 various solvent(s) 为溶剂， 生成
  参考文献：
  名称：

  A Mechanism-Based Aryl Carrier Protein/Thiolation Domain Affinity Probe

  摘要：

  The design, synthesis, and biochemical characterization of a mechanism-based aryl carrier protein (ArCP) affinity probe that selectively modifies the terminal thiol of the aryl carrier protein phosphopantetheine (Ppant) prosthetic group is described. Labeling of the aryl carrier protein was shown to require the cognate adenylating enzyme to channel the affinity probe onto the Ppant cofactor. The selective labeling was established by observation of the phosphopantetheinyl ejection ion via MS/MS, and the probe was also found to stabilize an interaction between an aryl carrier protein and adenylating enzyme by an electrophoretic mobility shift assay.

  DOI：

  10.1021/ja069201e
• 作为产物：
  描述：

  5'-azido-5'-deoxy-2',3'-O-isopropylidene adenosine 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium on activated charcoal TEA 、 氢气 、 sodium hydride 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 80.0 ℃ 、253.33 kPa 条件下， 反应 57.0h， 生成 (E)-5'-deoxy-5'-N-({[2-(2-hydroxyphenyl)ethenyl]sulfonyl}amino)adenosine
  参考文献：
  名称：

  A Mechanism-Based Aryl Carrier Protein/Thiolation Domain Affinity Probe

  摘要：

  The design, synthesis, and biochemical characterization of a mechanism-based aryl carrier protein (ArCP) affinity probe that selectively modifies the terminal thiol of the aryl carrier protein phosphopantetheine (Ppant) prosthetic group is described. Labeling of the aryl carrier protein was shown to require the cognate adenylating enzyme to channel the affinity probe onto the Ppant cofactor. The selective labeling was established by observation of the phosphopantetheinyl ejection ion via MS/MS, and the probe was also found to stabilize an interaction between an aryl carrier protein and adenylating enzyme by an electrophoretic mobility shift assay.

  DOI：

  10.1021/ja069201e

文献信息

• Antibacterial Agents
  申请人：Aldrich Courtney

  公开号：US20080293666A1

  公开（公告）日：2008-11-27

  The invention provides compounds of formula (I) and salts thereof: R 1 -L-R 2 —B wherein R 1 , L, R 2 , and B have any of the values defined herein, as well as compositions comprising such compounds, and therapeutic methods comprising the administration of such compounds or salts. The compounds block siderophore production in bacteria and are useful as antibacterial agents.

  这项发明提供了化合物的公式(I)及其盐：R1-L-R2—B，其中R1、L、R2和B具有本文中定义的任何值，以及包含这种化合物的组合物，以及包含这种化合物或盐的治疗方法。这些化合物可以阻断细菌中的铁载体产生，并可用作抗菌剂。
• Anthranilyl-adenosinemonosulfamate analogs and uses thereof
  申请人：Memorial Sloan-Kettering Cancer Center

  公开号：US10874686B2

  公开（公告）日：2020-12-29

  Provided herein are compounds of Formula (I) and pharmaceuticals acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions, kits, and methods involving the inventive compounds for the treatment and/or of an infectious disease (e.g., bacterial infection (e.g., P. aeruginosa infection).

  本文提供了式（I）化合物及其药物可接受盐、溶液剂、水合物、多晶体、共晶体、同系物、立体异构体和原药。还提供了涉及本发明化合物的药物组合物、试剂盒和方法，用于治疗和/或传染性疾病（如细菌感染（如绿脓杆菌感染））。
• ANTHRANILYL-ADENOSINEMONOSULFAMATE ANALOGS AND USES THEREOF
  申请人：Memorial Slooan-Kettering Cancer Center

  公开号：US20190038656A1

  公开（公告）日：2019-02-07

  Provided herein are compounds of Formula (I) and pharmaceuticals acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions, kits, and methods involving the inventive compounds for the treatment and/or of an infectious disease (e.g., bacterial infection (e.g., P. aeruginosa infection).
• A Mechanism-Based Aryl Carrier Protein/Thiolation Domain Affinity Probe
  作者：Chunhua Qiao、Daniel J. Wilson、Eric M. Bennett、Courtney C. Aldrich

  DOI：10.1021/ja069201e

  日期：2007.5.1

  The design, synthesis, and biochemical characterization of a mechanism-based aryl carrier protein (ArCP) affinity probe that selectively modifies the terminal thiol of the aryl carrier protein phosphopantetheine (Ppant) prosthetic group is described. Labeling of the aryl carrier protein was shown to require the cognate adenylating enzyme to channel the affinity probe onto the Ppant cofactor. The selective labeling was established by observation of the phosphopantetheinyl ejection ion via MS/MS, and the probe was also found to stabilize an interaction between an aryl carrier protein and adenylating enzyme by an electrophoretic mobility shift assay.