D-valine benzyl ester TFA salt | 279255-86-6

• 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: D-valine benzyl ester TFA salt
• 英文别名: D-valine benzyl ester trifluoroacetic acid salt；benzyl (2R)-2-amino-3-methylbutanoate;2,2,2-trifluoroacetic acid
• CAS: 279255-86-6
• 化学式: C₂HF₃O₂*C₁₂H₁₇NO₂
• 分子量: 321.296
• InChiKey: CBDHJHDHALFHEH-RFVHGSKJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  89.6
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  D-valine benzyl ester TFA salt 在 1-羟基苯并三唑 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 D-leucyl-D-valine benzyl ester TFA salt
  参考文献：
  名称：

  N-Linked Peptidoresorc[4]arene-Based Receptors as Noncompetitive Inhibitors for α-Chymotrypsin

  摘要：

  This paper deals with the design, synthesis, and evaluation of a new series of receptors for protein surface recognition. The design of these agents is based around the attachment of four constrained dipeptide chains onto a central resorc[4]arene scaffold. By varying the sequence, nature, and stereochemistry of the chains we prepared anionically functionalized N-linked peptidoresorc[4]arenes 12, 13, and 17 by Pd/C-catalyzed hydrogenation of the corresponding benzyl esters 10, 11, and 16, From this family of receptors we have identified noncompetitive inhibitors of alpha-chymotrypsin (ChT), which function by binding to the surface of the enzyme in the neighborhood of the active site cleft (K-i values ranging from 12.4 +/- 5.1 mu M for free carboxylic acid (+)-12b to 0.76 +/- 0.14 mu M for benzyl ester (-)-16a). For anionically functionalized receptors 12, 13, and 17 the ChT inhibition is based essentially on electrostatic interaction, and the bound enzyme can be released from the resorcarene surface by increasing the ionic strength, with its activity almost completely restored. For receptors with terminal benzyl ester groups (10 and 16) a hydrophobic network can be suggested.

  DOI：

  10.1021/jo102592f
• 作为产物：
  描述：

  Boc-D-缬氨酸 在 caesium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 生成 D-valine benzyl ester TFA salt
  参考文献：
  名称：

  N-Linked Peptidoresorc[4]arene-Based Receptors as Noncompetitive Inhibitors for α-Chymotrypsin

  摘要：

  This paper deals with the design, synthesis, and evaluation of a new series of receptors for protein surface recognition. The design of these agents is based around the attachment of four constrained dipeptide chains onto a central resorc[4]arene scaffold. By varying the sequence, nature, and stereochemistry of the chains we prepared anionically functionalized N-linked peptidoresorc[4]arenes 12, 13, and 17 by Pd/C-catalyzed hydrogenation of the corresponding benzyl esters 10, 11, and 16, From this family of receptors we have identified noncompetitive inhibitors of alpha-chymotrypsin (ChT), which function by binding to the surface of the enzyme in the neighborhood of the active site cleft (K-i values ranging from 12.4 +/- 5.1 mu M for free carboxylic acid (+)-12b to 0.76 +/- 0.14 mu M for benzyl ester (-)-16a). For anionically functionalized receptors 12, 13, and 17 the ChT inhibition is based essentially on electrostatic interaction, and the bound enzyme can be released from the resorcarene surface by increasing the ionic strength, with its activity almost completely restored. For receptors with terminal benzyl ester groups (10 and 16) a hydrophobic network can be suggested.

  DOI：

  10.1021/jo102592f

文献信息

• Sulfonamide hydroxamates
  申请人：Syntex (U.S.A.) LLC

  公开号：US06492394B1

  公开（公告）日：2002-12-10

  A compound of the Formula (I): wherein Z, R1, R, and Ar2 are as defined in the specification. This invention also relates to sulfonamide compounds of the Formula (I) that are inhibitors of procollagen C-proteinase, pharmaceutical compositions containing them, methods for their use, and methods for preparing the compounds.

  其中Z、R1、R和Ar2如规范中所定义的化合物的化学式（I）。本发明还涉及一种Formula (I)的磺胺类化合物，它们是前胶原C蛋白酶的抑制剂，含有它们的药物组合物，其使用方法以及化合物的制备方法。
• Sulfonamide compounds
  申请人：——

  公开号：US20030216405A1

  公开（公告）日：2003-11-20

  This invention relates to certain sulfonamide derivatives that are inhibitors of procollagen C-proteinase, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  本发明涉及某些磺酰胺衍生物，它们是前胶原C蛋白酶的抑制剂，含有它们的制药组合物，使用它们的方法以及制备这些化合物的方法。
• SULFONAMIDE HYDROXAMATES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1149072A1

  公开（公告）日：2001-10-31
• US6492394B1
  申请人：——

  公开号：US6492394B1

  公开（公告）日：2002-12-10
• US6787559B2
  申请人：——

  公开号：US6787559B2

  公开（公告）日：2004-09-07