N-({4,7,10-tris[(benzyloxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetyl)glycine | 473894-89-2

• 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: N-({4,7,10-tris[(benzyloxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetyl)glycine
• 英文别名: 2-[[2-[4,7,10-tris(phenylmethoxycarbonyl)-1,4,7,10-tetrazacyclododec-1-yl]acetyl]amino]acetic acid
• CAS: 473894-89-2
• 化学式: C₃₆H₄₃N₅O₉
• 分子量: 689.766
• InChiKey: LJZNRSHOWAGHBU-UHFFFAOYSA-N

物化性质

• 沸点：
  873.8±65.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  50
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  158
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  N-({4,7,10-tris[(benzyloxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetyl)glycine 在 sodium hydroxide 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 生成 10-{[({Carboxymethyl-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-carbamoyl}-methyl)-carbamoyl]-methyl}-1,4,7,10-tetraaza-cyclododecane-1,4,7-tricarboxylic acid tribenzyl ester
  参考文献：
  名称：

  Toward Protein-Cleaving Catalytic Drugs: Artificial Protease Selective for Myoglobin

  摘要：

  A protein-cleaving catalyst highly selective for a disease-related protein can be used as a catalytic drug. As the first protein-cleaving catalyst selective for a protein substrate, a catalyst for myoglobin (Mb) was designed by attaching the Cu(II) or Co(III) complex of cyclen to a binding site searched by a combinatorial method using peptide nucleic acid monomers as building units. Various linkers were inserted between the catalytic Co(III) center and the binding site of the Mb-cleaving catalyst. Kinetic data revealed catalytic turnover of the Mb cleavage by the Cu(II) or Co(III) complex. MALDI-TOF MS revealed cleavage of the polypeptide backbone of Mb at selected positions. N-Terminal sequencing of the cleavage products identified the cleavage site and provided evidence for the hydrolytic nature of the Mb cleavage. Various chelating ligands were tested as the ligand for the Co(III) center of the Mb-cleaving catalyst. Among the nine chelating ligands examined, only cyclen and its triaza-monooxo analogue manifested catalytic activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00216-5
• 作为产物：
  描述：

  1,4,7-tris-(benzyloxycarbonyl)-10-(ethoxycarbonylmethyl)-1,4,7,10-tetraazacyclododecane 在 sodium hydroxide 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 作用下， 生成 N-({4,7,10-tris[(benzyloxy)carbonyl]-1,4,7,10-tetraazacyclododecan-1-yl}acetyl)glycine
  参考文献：
  名称：

  Toward Protein-Cleaving Catalytic Drugs: Artificial Protease Selective for Myoglobin

  摘要：

  A protein-cleaving catalyst highly selective for a disease-related protein can be used as a catalytic drug. As the first protein-cleaving catalyst selective for a protein substrate, a catalyst for myoglobin (Mb) was designed by attaching the Cu(II) or Co(III) complex of cyclen to a binding site searched by a combinatorial method using peptide nucleic acid monomers as building units. Various linkers were inserted between the catalytic Co(III) center and the binding site of the Mb-cleaving catalyst. Kinetic data revealed catalytic turnover of the Mb cleavage by the Cu(II) or Co(III) complex. MALDI-TOF MS revealed cleavage of the polypeptide backbone of Mb at selected positions. N-Terminal sequencing of the cleavage products identified the cleavage site and provided evidence for the hydrolytic nature of the Mb cleavage. Various chelating ligands were tested as the ligand for the Co(III) center of the Mb-cleaving catalyst. Among the nine chelating ligands examined, only cyclen and its triaza-monooxo analogue manifested catalytic activity. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00216-5

文献信息

• Synthetic catalyst for selective cleavage of protein and method for selective cleavage of protein using the same
  申请人：Artzyme Biotech Corporation

  公开号：US20020165365A1

  公开（公告）日：2002-11-07

  The present invention relates to a synthetic catalyst of the following formula (A) which can selectively recognize and cleave a specific protein among a protein mixture, and to a method for selective cleavage of a target protein using the same: (R)(Z) n (A) in which n denotes an integer of 1 or more, R represents a material capable of selectively recognizing and binding a target protein, and Z represents a metal ion-ligand complex.

  本发明涉及一种合成催化剂，其化学式为(A)，可以在蛋白质混合物中选择性地识别和切割特定蛋白质，并且涉及使用该催化剂进行目标蛋白质的选择性切割的方法：(R)(Z)n(A)，其中n表示大于或等于1的整数，R代表能够选择性识别和结合目标蛋白质的材料，Z代表金属离子-配体复合物。
• Toward Protein-Cleaving Catalytic Drugs: Artificial Protease Selective for Myoglobin
  作者：Joong Won Jeon、Sang Jun Son、Chang Eun Yoo、In Seok Hong、Junghun Suh

  DOI：10.1016/s0968-0896(03)00216-5

  日期：2003.7

  A protein-cleaving catalyst highly selective for a disease-related protein can be used as a catalytic drug. As the first protein-cleaving catalyst selective for a protein substrate, a catalyst for myoglobin (Mb) was designed by attaching the Cu(II) or Co(III) complex of cyclen to a binding site searched by a combinatorial method using peptide nucleic acid monomers as building units. Various linkers were inserted between the catalytic Co(III) center and the binding site of the Mb-cleaving catalyst. Kinetic data revealed catalytic turnover of the Mb cleavage by the Cu(II) or Co(III) complex. MALDI-TOF MS revealed cleavage of the polypeptide backbone of Mb at selected positions. N-Terminal sequencing of the cleavage products identified the cleavage site and provided evidence for the hydrolytic nature of the Mb cleavage. Various chelating ligands were tested as the ligand for the Co(III) center of the Mb-cleaving catalyst. Among the nine chelating ligands examined, only cyclen and its triaza-monooxo analogue manifested catalytic activity. (C) 2003 Elsevier Science Ltd. All rights reserved.