glycyl=>DL-phenylalanyl=>glycine | 5230-73-9

• 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: glycyl=>DL-phenylalanyl=>glycine
• 英文别名: Glycyl=>DL-phenylalanyl=>glycin；N-(N-Glycyl-DL-phenylalanyl)-glycin；Glycylphenylalanylglycin；Gly-Phe-Gly；2-[[2-[(2-azaniumylacetyl)amino]-3-phenylpropanoyl]amino]acetate
• CAS: 5230-73-9
• 化学式: C₁₃H₁₇N₃O₄
• 分子量: 279.296
• InChiKey: IGOYNRWLWHWAQO-UHFFFAOYSA-N

物化性质

• 熔点：
  235 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  678.5±55.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  phenylalanylglycine 在 ammonium hydroxide 、 sodium hydroxide 作用下， 生成 glycyl=>DL-phenylalanyl=>glycine
  参考文献：
  名称：

  Fodor; Price; Greenstein, Journal of Biological Chemistry, 1949, vol. 180, p. 196

  摘要：

  DOI：

文献信息

• C-TERMINUS AMIDATION ENZYME COMPOSITION, PROCESS FOR ITS PREPARATION AND ITS USE
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0447547A1

  公开（公告）日：1991-09-25

  A C-terminus amidation enzyme composition of serum or blood plasma origin, which acts on a C-terminus glycine adduct represented by formula (I) (wherein A represents a residue other than α-amino or imino group and α-carboxyl group of a natural α-amino acid origin, and X represents a hydrogen atom or a residue of an amino acid derivative bound to the N atom via a carbonyl group) to produce a C-terminus amidation product represented by formula (II) (wherein A and X are as defined above) and glyoxylic acid, is disclosed. A process for preparing the composition and its use are also disclosed.

  一种来源于血清或血浆的 C-端酰胺化酶组合物，它作用于式(I)代表的 C-端甘氨酸加合物（其中 A 代表除天然 α-氨基酸来源的 α-氨基或亚胺基和 α-羧基以外的残基），X 代表氢原子或通过羰基与 N 原子结合的氨基酸衍生物残基、和 X 代表氢原子或通过羰基与 N 原子结合的氨基酸衍生物残基），以产生由式 (II) 代表的 C 端酰胺化产物（其中 A 和 X 如上定义）和乙醛酸。还公开了制备该组合物的工艺及其用途。
• Enzyme participating in c-terminal amidation, and method of preparing same and use thereof
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0666318A1

  公开（公告）日：1995-08-09

  An enzyme catalyzing the conversion of a peptide C-terminal glycine adduct represented by the following formula (I): (wherein A represents a residue other than α-amino group or imino group and α-carboxylic group derived from naturally occurring α-amino acid, X represents hydrogen atom or a residue of an amino acid derivative which is bonded to N atom through carbonyl group) to a peptide C-terminal α-hydroxyglycine adduct represented by the following formula (II): (wherein A and X have the same meanings as above), and further catalyzing the conversion of the peptide C-terminal α-hydroxylglycine adduct represented by the above formula (II) to a C-terminal amidated compound represented by the following formula (III): (wherein A and X have the see meanings as defined above), which comprises culturing host cells transformed with an expression plasmid comprising a DNA coding for said enzyme, and recovering both or either of said enzymes from the culture, characterized in that in said DNA a portion corresponding to the membrane spanning region has been excised.

  催化下式（I）所代表的肽 C 端甘氨酸加合物转化的酶： (其中 A 代表α-氨基或亚胺基和α-羧基以外的残基，α-氨基或亚胺基和α-羧基来自天然存在的α-氨基酸，X 代表氢原子或通过羰基与 N 原子结合的氨基酸衍生物残基)转化为下式(II)代表的肽 C-末端α-羟基甘氨酸加合物： (其中A和X的含义同上)，并进一步催化由上式(II)代表的肽C-末端α-羟基甘氨酸加合物转化为由下式(III)代表的C-末端酰胺化化合物： (其中A和X的含义与上式相同)，其中包括培养用包含编码上述酶的DNA的表达质粒转化的宿主细胞，并从培养物中回收上述两种或其中一种酶，其特征在于，在上述DNA中，对应于跨膜区的部分已被切除。
• Enzyme participating in C-terminal amidation, and method of preparing same and use thereof
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP0884389A1

  公开（公告）日：1998-12-16

  An enzyme participating in C-terminal amidation which acts on a peptide C-terminal glycine adduct represented by the following formula (I): (wherein A represents a residue other than α-amino group or imino group and α-carboxylic group derived from naturally occurring α-amino acid, X represents hydrogen atom or a residue of an amino acid derivative which is bonded to N atom through carbonyl group) to form a peptide C-terminal α-hydroxylglycine adduct represented by the following formula (II): (wherein A and X have the same meanings as above, and an enzyme participating in peptide C-terminal amidation of a peptide terminal glycine adduct which acts on a peptide C-terminal α-hydroxylglycine adduct represented by the above formula (II) to form a C-terminal amidated compound represented by the following formula (III): (wherein A and X have the same meanings as described above) a method of producing the same, and the use thereof.

  一种参与 C 端酰胺化的酶，它作用于由下式（I）代表的肽 C 端甘氨酸加合物： (其中 A 代表α-氨基或亚胺基和α-羧基以外的残基，X 代表氢原子或通过羰基与 N 原子结合的氨基酸衍生物残基），以形成下式（II）所代表的肽 C-末端α-羟基甘氨酸加合物： (其中 A 和 X 的含义同上，以及一种参与肽 C-末端甘氨酸加合物酰胺化的酶，该酶作用于上式(II)代表的肽 C-末端α-羟基甘氨酸加合物，形成下式(III)代表的 C-末端酰胺化化合物： (其中A和X的含义与上述相同）的生产方法及其用途。
• Schroeder et al., Journal of Biological Chemistry, 1955, vol. 212, p. 973,975
  作者：Schroeder et al.

  DOI：——

  日期：——
• Bergmann; Schmitt; Miekeley, Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1930, vol. 187, p. 264,268
  作者：Bergmann、Schmitt、Miekeley

  DOI：——

  日期：——