methionyl-leucyl-glycine | 14486-11-4

• 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
• 英文名称: methionyl-leucyl-glycine
• 英文别名: L-Methionyl-L-leucyl-glycin；H-Met-Leu-Gly-OH；Glycine, N-(N-L-methionyl-L-leucyl)-；2-[[(2S)-2-[[(2S)-2-amino-4-methylsulfanylbutanoyl]amino]-4-methylpentanoyl]amino]acetic acid
• CAS: 14486-11-4
• 化学式: C₁₃H₂₅N₃O₄S
• 分子量: 319.425
• InChiKey: HZVXPUHLTZRQEL-UWVGGRQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  151
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2930909090

反应信息

• 作为产物：
  描述：

  Benzyloxycarbonylleucyl-glycine ethyl ester 在 N-乙基哌啶 、 氢溴酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 反应 1.33h， 生成 methionyl-leucyl-glycine
  参考文献：
  名称：

  Synthesis of the amino-terminal decapeptide of human calcitonin, in which the disulfide bond is replaced by a thioether group

  摘要：

  一种全保护的氨基末端十肽Ib，其序列与人降钙素相同，其中S-S桥被S-CH2基团（所谓的7-碳代物）所取代，主要通过逐步法合成。线性十肽的环化是通过活性酯实现的。

  DOI：

  10.1135/cccc19801305

文献信息

• N-acyl and desamino human calcitonin and analogs thereof
  申请人：Ciba-Geigy Corporation

  公开号：US03934008A1

  公开（公告）日：1976-01-20

  The new hypocalcaemically active peptides of formula I h-cys-Gly-Asn-Leu-Ser-Thr-Cys-Met-Leu-Gly-Thr-Tyr-Thr-Gln-Asp-Phe-Asn-Lys-P he-His-Thr-Phe-Pro-Gln-Thr-Ala-Ile-Gly-val-Gly-Ala-Pro-OH and corresponding compounds in which one or more of the asparagine and glutamic acid radicals are replaced by the aspartic acid or glutamic acid radical and/or the aspartic acid radical is replaced by the asparagine radical, their dimers, especially those in which 2 identical peptide sequences (1-32 and 1'-32') are joined in an anti-parallel arrangement via the cysteine radicals 1,7' and 7,1' by means of a disulfide bond, and derivatives are useful as hypocalcaemic agents and are prepared by splitting off groups protecting at least one amino or one carboxyl group or oxidizing the corresponding sulfides to the disulfides or condensing together adequate peptides.

  公式I中的新低钙血活性肽和相应的化合物，其中一个或多个天冬氨酸和谷氨酸基团被天冬酸或谷氨酸基团所替换，和/或天冬酸基团被天冬氨酸基团所替换，其二聚体，特别是那些通过一对二硫键连接两个相同的肽序列（1-32和1'-32'），以反平行排列方式通过半胱氨酸基团1,7'和7,1'连接在一起的肽，及其衍生物可用作降低血钙剂，并通过去除至少一个氨基或一个羧基的保护基团或将相应的硫化物氧化为二硫化物或将适当的肽缩合而制备。
• Peptides and process for their manufacture
  申请人：Ciba-Geigy Corporation

  公开号：US04159981A1

  公开（公告）日：1979-07-03

  The new hypocalcaemically active peptides of formula I ##STR1## and corresponding compounds in which one or more of the asparagine and glutamic acid radicals are replaced by the aspartic acid or glutamic acid radical and/or the aspartic acid radical is replaced by the asparagine radical, their dimers, especially those in which 2 identical peptide sequences (1-32 and 1'-32') are joined in an anti-parallel arrangement via the cysteine radicals 1,7' and 7,1' by means of a disulfide bond, and derivatives are useful as hypocalcaemic agents and are prepared by splitting off groups protecting at least one amino or one carboxyl group or oxidizing the corresponding sulfides to the disulfides or condensing together adequate peptides.

  公式I的新低钙血素活性肽和相应化合物，其中一个或多个天冬氨酸和谷氨酸基团被天冬酰基或谷氨酰基团所取代，和/或天冬酰基被天冬氨酰基所取代，它们的二聚体，特别是那些通过半胱氨酸基团1、7'和7、1'通过二硫键以反平行排列连接2个相同的肽序列（1-32和1'-32'）的二聚体，以及它们的衍生物可用作低钙血素药物，并通过去除保护至少一个氨基或一个羧基的基团或氧化相应的硫化物到二硫化物或将足够的肽缩合而制备。
• Synthesis of the amino-terminal decapeptide of human calcitonin, in which the disulfide bond is replaced by a thioether group
  作者：Zdenko Procházka、Karel Jošt

  DOI：10.1135/cccc19801305

  日期：——

  A fully protected amino-terminal decapeptide Ib with the sequence of human calcitonin, in which the S-S bridge was replaced by the S-CH₂ group (a so-called 7-carba-analogue), was synthetized mainly by the stepwise method. The cyclization of the linear decapeptide was performed by means of active ester.

  一种全保护的氨基末端十肽Ib，其序列与人降钙素相同，其中S-S桥被S-CH2基团（所谓的7-碳代物）所取代，主要通过逐步法合成。线性十肽的环化是通过活性酯实现的。