D-丙氨酰甘氨酸 | 3997-90-8

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 甘氨酸类衍生物
• 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: D-丙氨酰甘氨酸
• 中文别名: D-丙甘二肽
• 英文名称: D-ala-gly
• 英文别名: D-alanylglycine；N-D-alanyl-glycine；N-D-Alanyl-glycin；D-Alanyl=>glycin；(D-2-Amino-propionylamino)-essigsaeure；2-[[(2R)-2-aminopropanoyl]amino]acetic acid
• CAS: 3997-90-8
• 化学式: C₅H₁₀N₂O₃
• 分子量: 146.146
• InChiKey: CXISPYVYMQWFLE-GSVOUGTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  96.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• WGK Germany：
  3
• 海关编码：
  2924199090
• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  D-丙氨酰甘氨酸 在 Streptomyces spp. 83D₁₂ D-aminopeptidase 作用下， 以 二甲基亚砜 为溶剂， 反应 0.08h， 生成 D-丙氨酸
  参考文献：
  名称：

  Aminolytic reaction catalyzed by d-stereospecific amidohydrolases from Streptomyces spp

  摘要：

  From investigation of 2000 soil isolates, we identified two serine-type amidohydrolases that can hydrolyze D-aminoacyl derivatives from the culture supernatant of Streptomyces species 82F2 and 83D12. The enzymes, redesignated as 82F2-DAP and 83D12-DAP, were purified for homogeneity and characterized. Each enzyme had molecular mass of approximately 40 kDa, and each showed moderate stability with respect to temperature and pH. Among hydrolytic activities toward D-aminoacyl-pNAs, the enzymes showed strict specificity toward D-Phe-pNA, but showed broad specificity toward D-aminoacyl esters. The specific activity for D-Phe-pNA hydrolysis of 82F2-DAP was ten-fold higher than that of 83D12-DAP. As a second function, each enzyme showed peptide bond formation activity by its function of aminolysis reaction. Based on results of D-Phe D-Phe synthesis under various conditions, we propose a reaction mechanism for D-Phe D-Phe production. Furthermore, the enzymes exhibited peptide elongation activity, producing oligo homopeptide in a one-pot reaction. We cloned the genes encoding each enzyme, which revealed that the primary structure of each enzyme showed 30-60% identity with those of peptidases belonging to the clan SE, S12 peptidase family categorized as serine peptidase with D-stereospecificity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.biochi.2011.04.020
• 作为产物：
  描述：

  (2-溴-丙酰基氨基)-乙酸 在 氨 作用下， 生成 D-丙氨酰甘氨酸
  参考文献：
  名称：

  Fischer,E.; Warburg, Justus Liebigs Annalen der Chemie, 1905, vol. 340, p. 171

  摘要：

  DOI：

文献信息

• Inhibition of iodine-125 labeled ristocetin binding to Micrococcus luteus cells by the peptides related to bacterial cell wall mucopeptide precursors: quantitative structure-activity relationships
  作者：Ki-Hwan Kim、Yvonne Martin、Ellen Otis、James Mao

  DOI：10.1021/jm00121a018

  日期：1989.1

  Quantitative structure-activity relationships (QSAR) of N-Ac amino acids, N-Ac dipeptides, and N-Ac tripeptides in inhibition of 125I-labeled ristocetin binding to Micrococcus luteus cell wall have been developed to probe the details of the binding between ristocetin and N-acetylated peptides. The correlation equations indicate that (1) the binding is stronger for peptides in which the side chain of

  已开发了N-Ac氨基酸，N-Ac二肽和N-Ac三肽在抑制125I标记的瑞氏菌素与黄褐微球菌细胞壁结合中的定量构效关系（QSAR），以探索ristocetin之间的结合细节和N-乙酰化的肽 相关方程表明（1）对于C末端氨基酸侧链具有较大摩尔折射率（MR）值的肽，其结合作用更强；（2）对于极性肽，其结合作用较弱。 （3）N-Ac二肽中的N末端氨基酸对结合亲和力的贡献是C末端氨基酸的12倍，
• Bergmann et al., Journal of Biological Chemistry, 1935, vol. 109, p. 344
  作者：Bergmann et al.

  DOI：——

  日期：——
• Optical Rotation of Peptides. I. Glycine and Alanine Dipeptides¹
  作者：Bernard F. Erlanger、Erwin Brand

  DOI：10.1021/ja01151a512

  日期：1951.7
• Ehrlich, Biochemische Zeitschrift, 1914, vol. 63, p. 394
  作者：Ehrlich

  DOI：——

  日期：——
• First-order rate constants for the racemization of each component in a mixture of isomeric dipeptides and their diketopiperazine
  作者：Grant Gill Smith、Rocky Baum

  DOI：10.1021/jo00387a027

  日期：1987.5