(2-{Ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethylamino)-acetic acid | 1026482-59-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (2-{Ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethylamino)-acetic acid
• CAS: 1026482-59-6
• 化学式: C₁₈H₂₁N₅O₄
• 分子量: 371.396
• InChiKey: JCDKDLNXSUUOJM-QZQOTICOSA-N

反应信息

• 作为反应物：
  描述：

  9-芴甲基-N-琥珀酰亚胺基碳酸酯 、 (2-{Ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethylamino)-acetic acid 在 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成 [(2-{Ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl)-(9H-fluoren-9-ylmethoxycarbonyl)-amino]-acetic acid
  参考文献：
  名称：

  Identification of Novel Macrocyclic Peptidase Substrates via On-Bead Enzymatic Cyclization

  摘要：

  Peptidase-catalyzed formation of macrocyclic lactams on solid phase identifies ring systems that are favorably bound in the enzyme active site. We evaluated several cyclic peptide motifs linked by ester bonds between the P2 and P1' or the P1 and P2' side chains. The depsipeptide represented by structure 5 was readily generated by a variety of peptidases from precursor omega-amino acids or omega-amino esters. This strategy for identifying ring systems for potential macrocyclic transition state analogues was demonstrated with the serine peptidases trypsin and chymotrypsin, with the aspartic peptidase pepsin, and with the zinc peptidase thermolysin.

  DOI：

  10.1021/jo0348367
• 作为产物：
  描述：

  (2-{Ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethylamino)-acetic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 24.0h， 生成 (2-{Ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethylamino)-acetic acid
  参考文献：
  名称：

  Identification of Novel Macrocyclic Peptidase Substrates via On-Bead Enzymatic Cyclization

  摘要：

  Peptidase-catalyzed formation of macrocyclic lactams on solid phase identifies ring systems that are favorably bound in the enzyme active site. We evaluated several cyclic peptide motifs linked by ester bonds between the P2 and P1' or the P1 and P2' side chains. The depsipeptide represented by structure 5 was readily generated by a variety of peptidases from precursor omega-amino acids or omega-amino esters. This strategy for identifying ring systems for potential macrocyclic transition state analogues was demonstrated with the serine peptidases trypsin and chymotrypsin, with the aspartic peptidase pepsin, and with the zinc peptidase thermolysin.

  DOI：

  10.1021/jo0348367