Bz-Tyr-Gly-NH2 | 7369-86-0

• 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: Bz-Tyr-Gly-NH2
• 英文别名: N-(N-benzoyl-L-tyrosyl)-glycine amide；N-(N-Benzoyl-L-tyrosyl)-glycin-amid；N-Benzoyl-L-tyrosylglycinamide；N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]benzamide
• CAS: 7369-86-0
• 化学式: C₁₈H₁₉N₃O₄
• 分子量: 341.367
• InChiKey: TYVBXJMXOIQEMZ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-苯甲酰-L-酪氨酸乙酯 在 乙醇 、 一水合肼 作用下， 生成 Bz-Tyr-Gly-NH2
  参考文献：
  名称：

  Bergmann; Fruton, Journal of Biological Chemistry, 1938, vol. 124, p. 321,328

  摘要：

  DOI：

文献信息

• Chemoselectivity of chemically modified α-chymotrypsin
  作者：A. Dominguez、N. Cabezas、J.M. Sánchez - Montero、J.V. Sinisterra

  DOI：10.1016/0040-4020(94)01060-d

  日期：1995.2

  modified α-CT (α-CT-PEG) must be lower than 14.455 Å because the synthesis of peptides is not observed using 2-aminoethanol octanoate as nucleophile. α-CT-PEG is chemoselective towards the aromatic esters because unnatural aliphatic esters are not hydrolyzed in the presence of N-benzoyl-L-Tyrosine ethyl ester. Unnatural aliphatic acyl-donors with a distance smaller than 8.8 Å are recognized by the chemically

  讨论了用单甲氧基聚乙二醇（α-CT-PEG）化学修饰的α-胰凝乳蛋白酶的酶活性，该酶以不同于天然酶底物的酯水解和肽合成为测试反应。这些反应允许分析α-CT-PEG的“ ar”，“ h”，“ n”和“ am”亚位的尺寸。使用2-氨基乙醇酸酯和甘氨酸衍生物，我们已经证明，化学修饰的α-CT（α-CT-PEG）的“ n”亚位的深度必须小于14.455Å，因为未观察到肽的合成。 2-氨基乙醇辛酸酯作为亲核试剂。α-CT-PEG对芳族酯具有化学选择性，因为非天然脂族酯在N-苯甲酰基-L-酪氨酸乙酯存在下不会被水解。距离不自然的脂族酰基供体小于8.8的小分子被化学修饰的酶识别为酰基给体。从这些结果，我们可以得出结论，α-CT-PEG不必识别酰基供体分子中N-酰基的存在。酰基供体和亲核试剂中均存在庞大的烷基链，这会降低酯水解和肽合成过程中生物催化剂的酶促活性。
• Peptide synthesis catalyzed by modified .alpha.-chymotrypsin in low-water organic media
  作者：H. Gaertner、T. Watanabe、J. V. Sinisterra、A. Puigserver

  DOI：10.1021/jo00009a041

  日期：1991.4

  Enzyme-catalyzed synthesis of peptide bonds in organic solvents has been investigated by using alpha-chymotrypsin either modified with poly(ethylene glycol) or immobilized on different supports, in order to find out the importance of water content in the reaction. High yields of peptide synthesis were obtained whatever the type of enzyme derivative used. By varying the type of support, a modification in the enzyme environment was observed and resulted in a significant increase in the reaction yield when nucleophiles with poor affinity for the enzyme were used. Since organic solvents also affected substrate specificity with respect to the donor ester, a general methodology was proposed for the enzymatic synthesis of peptides in low-water organic media.