戊酰胺,2-氨基-4-甲基-N-(4-硝基苯基)- | 16010-99-4

• 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
• 中文名称: 戊酰胺,2-氨基-4-甲基-N-(4-硝基苯基)-
• 英文名称: leucyl p-nitroanilide
• 英文别名: L-leucine-p-nitroanilide；L-pNA；2-Amino-4-methyl-N-(4-nitrophenyl)pentanamide
• CAS: 16010-99-4
• 化学式: C₁₂H₁₇N₃O₃
• mdl: MFCD00036164
• 分子量: 251.285
• InChiKey: AXZJHDNQDSVIDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  戊酰胺,2-氨基-4-甲基-N-(4-硝基苯基)- 在 Rhodococcus erythropolis TA₃₇ acylamidase 作用下， 反应 0.33h， 生成 4-硝基苯胺 、 DL-亮氨酸
  参考文献：
  名称：

  A new acylamidase from Rhodococcus erythropolis TA37 can hydrolyze N-substituted amides

  摘要：

  A new acylamidase was isolated from Rhodococcus erythropolis TA37 and characterized. N-Substituted acrylamides (isopropyl acrylamide, N,N-dimethyl-aminopropyl acrylamide, and methylene-bis-acrylamide), acid para-nitroanilides (4'-nitroacetanilide, Gly-pNA, Ala-pNA, Leu-pNA), and N-acetyl derivatives of glycine, alanine, and leucine are good substrates for this enzyme. Aliphatic amides (acetamide, acrylamide, isobutyramide, n-butyramide, and valeramide) are also used as substrates but with less efficiency. The enzyme subunit mass by SDS-PAGE is 55 kDa. Maximal activity is exhibited at pH 7-8 and 55A degrees C. The enzyme is stable for 15 h at 22A degrees C and for 0.5 h at 45A degrees C. The Michaelis constant (K (m)) is 0.25 mM with Gly-pNA and 0.55 mM with Ala-pNA. The acylamidase activity is suppressed by inhibitors of serine proteases (phenylmethylsulfonyl fluoride and diisopropyl fluorophosphate) but is not suppressed by inhibitors of aliphatic amidases (acetaldehyde and nitrophenyl disulfides). The N-terminal amino acid sequence of the acylamidase is highly homologous to those of two putative amidases detected from sequenced R. erythropolis genomes. It is suggested that the acylamidase together with the detected homologs forms a new class within the amidase signature family.

  DOI：

  10.1134/s0006297910080080

文献信息

• Coordination modes of aminoacids to zinc
  作者：M. Rombach、M. Gelinsky、H. Vahrenkamp

  DOI：10.1016/s0020-1693(02)00748-x

  日期：2002.5

  Two new binary zinc-aminoacid complexes were crystallized: Zn(Ile)(2)(H2O)(2) is octahedral with two O,N-chelating aminoacid ligands; Zn(Phe)(2) is a one-dimensional coordination polymer with eta(2)-carboxylate bridges. The pyrazolylborate zinc complex Tp(Ph,Me)Zn-OH reacted with simple aminoacids to form the complexes Tp(Ph,Me)Zn-AA (AA = Gly, Val, Leu, Met, Phe, Trp) in which AA is a O,N-chelate ligand. In a similar fashion aminoacid-nitroanilides were deprotonated at the N atom yielding the Tp(Ph),Zn-Me complexes with the N,N-chelating ligands Gly-Nit, Ala-Nit and Leu-Nit. When terminal amino functions were missing, pure carboxylate coordination resulted, as in Tp(Ph,Me)Zn-GlyPheBoc and Tp(Ph,Me)Zn-AspPheOMe. Exclusive side-chain coordination was enforced in Bz-Tyr-OEt resulting in the Tp(Ph,Me)Zn complex with the phenolate-bound aminoacid. Combinations of the binding types (O,N-chelate+carboxylate, O,N-chelate+phenolate, O,N-chelate+thiolate) were realized in the binuclear complexes Tp(Ph,Me)Zn-AA-ZnTp(Ph,Me) for AA = Asp, Glu, Tyr and Cys. (C) 2002 Elsevier Science B.V. All rights reserved.

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