(2S)-2-[[2-[(2-aminoacetyl)amino]acetyl]amino]-3-(1H-imidazol-5-yl)-N-(4-sulfamoylphenyl)propanamide | 1011716-00-9

• 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: (2S)-2-[[2-[(2-aminoacetyl)amino]acetyl]amino]-3-(1H-imidazol-5-yl)-N-(4-sulfamoylphenyl)propanamide
• CAS: 1011716-00-9
• 化学式: C₁₆H₂₁N₇O₅S
• 分子量: 423.453
• InChiKey: UIXNDCMMAAVNCV-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  211
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  benzyl (S)-(2-((2-((3-(1H-imidazol-4-yl)-1-oxo-1-((4-sulfamoylphenyl)amino)propan-2-yl)amino)-2-oxoethyl)amino)-2-oxoethyl)carbamate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 4.0h， 以28 mg的产率得到(2S)-2-[[2-[(2-aminoacetyl)amino]acetyl]amino]-3-(1H-imidazol-5-yl)-N-(4-sulfamoylphenyl)propanamide
  参考文献：
  名称：

  Catalytic Inactivation of Human Carbonic Anhydrase I by a Metallopeptide−Sulfonamide Conjugate is Mediated by Oxidation of Active Site Residues

  摘要：

  Oxidation of active site residues (His and Trp), following catalytic inactivation of human carbonic anhydrase I by a copper-ATCUN conjugate of sulfanilimide, is evidenced by mass spectrometric analysis of tryptic and chymotryptic digest of the modified CA-I. Accordingly, residue oxidation rather than protein cleavage is the demonstrated mods of inactivation. An apparent second-order rate constant, k(2) similar to 7600 M(-1)min(-1), has been determined for catalytic inactivation of CA-I.

  DOI：

  10.1021/ja0778038

文献信息

• Catalytic Inactivation of Human Carbonic Anhydrase I by a Metallopeptide−Sulfonamide Conjugate is Mediated by Oxidation of Active Site Residues
  作者：Nikhil H. Gokhale、Seth Bradford、J. A. Cowan

  DOI：10.1021/ja0778038

  日期：2008.2.1

  Oxidation of active site residues (His and Trp), following catalytic inactivation of human carbonic anhydrase I by a copper-ATCUN conjugate of sulfanilimide, is evidenced by mass spectrometric analysis of tryptic and chymotryptic digest of the modified CA-I. Accordingly, residue oxidation rather than protein cleavage is the demonstrated mods of inactivation. An apparent second-order rate constant, k(2) similar to 7600 M(-1)min(-1), has been determined for catalytic inactivation of CA-I.