L-Alanin-pentachlorphenylester | 65595-17-7

• 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: L-Alanin-pentachlorphenylester
• 英文别名: (2,3,4,5,6-pentachlorophenyl) (2S)-2-aminopropanoate
• CAS: 65595-17-7
• 化学式: C₉H₆Cl₅NO₂
• 分子量: 337.417
• InChiKey: PXXNGPGJBPIFLP-REOHCLBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  Z-Ala-OPcp 在 palladium on activated charcoal 氢气 作用下， 生成 L-Alanin-pentachlorphenylester
  参考文献：
  名称：

  五氯苯基活性酯在使用二环己胺C保护延长C和N末端氨基酸的肽链中的进一步应用

  摘要：

  为了消除与在肽合成过程中使用碱有关的问题，进行了系统的研究，通过将氨基酸和肽的N-保护的五氯苯基活性酯与被二环己胺C-保护的氨基酸和肽偶联来延长肽链。当N-保护的氨基酸的五氯苯基活性酯与二和三肽而不是由二环己胺C-保护的单个氨基酸单元偶联时，产率显着增加。由此得出结论，当使用五氯苯基活性酯与二环己基胺C-保护结合进行肽的合成时，肽链将从C-末端而不是N-末端氨基酸残基更有利地延长。除了提供相对较高的收益外，

  DOI：

  10.1002/jps.2600570909

文献信息

• Methods for preparing anti-hypertensive agents
  申请人：UNIVERSITY OF MIAMI

  公开号：EP0038117A1

  公开（公告）日：1981-10-21

  A plurality of methods are disclosed for preparing compounds having the formula: wherein R is hydrogen, formyl, acetyl, propanoyl, butanoyl, phenylacetyl, phenylpropanoyl, benzoyl, cyclopentanecarbonyl, tert-butyloxycarbonyl, cyclopentanecarbonyl-L-lysyl, pyro-L-glutamyl-L-lysyl, L-lysyl, L-arginyl or pyro-L-glutamyl; A is phenylalanyl, alanyl, tryptophyl, tyrosyl, glycyl isoleucyl, leucyl, histidyl, or valyl, the α-amino group thereof being in amide linkage with R; R1 is hydrogen or methyl, R2 is L-proline, L-3,4-dehydroproline, D,L-3,4-dehydro- proline, L-3-hydroxyproline, L-4-hydroxyproline, L-thiazo- lidine-4-carboxylic acid, or L-5-oxo-proline, the imino group thereof being in imide linkacge with the adiacent and, I n is 0 or 1, such that when n is O, R is methyl, and where n=1, and R1 is methyl the moiety is in the D-configuration. These compounds are inhibitors of angiotensin converting enzyme.

  本发明公开了制备具有以下式子的化合物的多种方法： 其中 R是氢、甲酰基、乙酰基、丙酰基、丁酰基、苯乙酰基、苯丙酰基、苯甲酰基、环戊羰基、叔丁氧羰基、环戊羰基-L-赖氨酰、吡咯-L-谷氨酰-L-赖氨酰、L-赖氨酰、L-精氨酰或吡咯-L-谷氨酰； A 是苯丙氨酰、丙氨酰、色氨酰、酪氨酰、甘氨酰异亮氨酰、亮氨酰、组氨酰或缬氨酰，其 α-氨基与 R 呈酰胺连接； R1 是氢或甲基 R2 是 L-脯氨酸、L-3,4-脱氢脯氨酸、D,L-3,4-脱氢脯氨酸、L-3-羟基脯氨酸、L-4-羟基脯氨酸、L-噻唑-脯氨酸-4-羧酸或 L-5-氧代脯氨酸，其中的亚氨基与邻位的亚氨基连接 和 I n 为 0 或 1，当 n 为 O 时，R 为甲基；当 n=1 时，R1 为甲基。 分子为 D-构型。这些化合物是血管紧张素转换酶的抑制剂。
• [EN] A PENTA- OR TETRAPEPTIDE BINDING TO SOMATOSTATIN RECEPTORS AND THE USE OF THE SAME<br/>[FR] LIAISON DE PENTAPEPTIDES OU DE TETRAPEPTIDES A DES RECEPTEURS DE SOMATOSTATINE ET UTILISATIONS ASSOCIEES
  申请人：NOVASPIN BIOTECH GMBH

  公开号：WO2002100885A2

  公开（公告）日：2002-12-19

  The subject matter of the present invention is a cyclic or linear tetra- or pentapeptide binding to somatostatin receptors. The compounds of the invention are characterised in that they contain the radical of an amino carboxylic acid bearing a five-membered ring in the peptide backbone which may optionally contain O, S, Se, N, or P. These compounds are easy to prepare and display increased stability against peptidases. The compounds of the present invention induce apoptosis of tumour cells and the use of said compounds for cancer therapy is described. In particular, the compounds are characterised in that they are active even against tumour cells displaying resistance against other somatostatin derivatives such as octreotide. In addition, the use of the compounds of the invention for tumour diagnosis by means of positron-emission tomography is described, as well as their use as agents against neurogenic inflammation.
• Further Applications of Pentachlorophenyl Active Esters in Lengthening Peptide Chains from C- and N-Terminal Amino Acids Using Dicyclohexylamine C-Protection
  作者：A. Kapoor、E.J. Davis、Mary J. Graetzer

  DOI：10.1002/jps.2600570909

  日期：1968.9

  associated with the use of alkali during peptide synthesis, a systematic investigation was carried out to lengthen peptide chains by coupling N-protected pentachlorophenyl active esters of amino acids and peptides with amino acids and peptides, C-protected by dicyclohexylamine. There was an appreciable increase in yields when N-protected pentachlorophenyl active esters of amino acids were coupled with di- and

  为了消除与在肽合成过程中使用碱有关的问题，进行了系统的研究，通过将氨基酸和肽的N-保护的五氯苯基活性酯与被二环己胺C-保护的氨基酸和肽偶联来延长肽链。当N-保护的氨基酸的五氯苯基活性酯与二和三肽而不是由二环己胺C-保护的单个氨基酸单元偶联时，产率显着增加。由此得出结论，当使用五氯苯基活性酯与二环己基胺C-保护结合进行肽的合成时，肽链将从C-末端而不是N-末端氨基酸残基更有利地延长。除了提供相对较高的收益外，