Boc-Gly-Phe-Leu-OH | 66328-74-3

• 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: Boc-Gly-Phe-Leu-OH
• 英文别名: N-(tert-Butoxycarbonyl)glycyl-L-phenylalanyl-L-leucine；(2S)-4-methyl-2-[[(2S)-2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]-3-phenylpropanoyl]amino]pentanoic acid
• CAS: 66328-74-3
• 化学式: C₂₂H₃₃N₃O₆
• 分子量: 435.521
• InChiKey: ZPEARFQUCQKODL-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Boc-Gly-Phe-Leu-OH 在 肼 作用下， 生成 Z-Tyr-D-Arg(Mts)-Gly-Phe-Leu-Arg(Mts)-NH2
  参考文献：
  名称：

  Studies on peptides. CL. Syntheses of (D-His2)-analogs of enkephalin and adrenorphin and several (D-Arg2)enkephalin analogs.

  摘要：

  合成了[D-His2] Leu-脑啡肽和[D-His2] 肾上腺啡肽。此外，还合成了八种[D-Arg2]脑啡肽相关肽。研究了这些肽对电刺激豚鼠回肠肠肌丛纵肌制备物的抑制作用。

  DOI：

  10.1248/cpb.35.2561
• 作为产物：
  描述：

  Boc-Gly-Phe-Leu-OBn 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 Boc-Gly-Phe-Leu-OH
  参考文献：
  名称：

  Preparation and conformational study of CF3-containing enkephalin-derived oligopeptide

  摘要：

  Incorporation of (2S,3S)-4,4,4-trifluorothreonine (F-3-Thr) instead of Thr in the enkephalin-derived hexapeptide led to the apparent conformational alteration due to the strong electron-withdrawing effect of the trifluoromethyl group by comparison with the original compound on the basis of their various NMR measurements. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.085

文献信息

• Modulating β-arrestin 2 recruitment at the δ- and μ-opioid receptors using peptidomimetic ligands
  作者：Krishna K. Sharma、Robert J. Cassell、Yazan J. Meqbil、Hongyu Su、Arryn T. Blaine、Benjamin R. Cummins、Kendall L. Mores、David K. Johnson、Richard M. van Rijn、Ryan A. Altman

  DOI：10.1039/d1md00025j

  日期：——

  enkephalins recruit β-arrestins, which correlate with certain adverse effects at μ- and δ-opioid receptors. Herein, we identify the C-terminus of Tyr-ψ[(Z)CFCH]-Gly-Leu-enkephalin, a stable enkephalin derivative, as a key site to regulate bias of both δ- and μ-opioid receptors. Using in vitro assays, substitution of the Leu5 carboxylate with amides (NHEt, NMe2, NCyPr) reduced β-arrestin recruitment efficacy

  μ-阿片受体激动剂提供强效和有效的急性镇痛；然而，它们的治疗窗口在重复给药后会大大缩小，例如治疗慢性疼痛所需的。相比之下，双功能 μ/δ 阿片样物质激动剂，例如内源性脑啡肽，具有治疗急性和慢性疼痛的潜力。然而，脑啡肽会招募 β-抑制素，这与对 μ-和 δ-阿片受体的某些不良反应相关。在此，我们确定了 Tyr-ψ[( Z )CF CH]-Gly-Leu-脑啡肽（一种稳定的脑啡肽衍生物）的 C 端，作为调节 δ-和 μ-阿片受体偏向的关键位点。使用体外测定，用酰胺（NHEt、NMe 2 、 NCy Pr) 通过 δ-阿片类药物和 μ-阿片类药物降低 β-arrestin 募集功效，同时保持亲和力和 cAMP 效力。对于本系列，计算研究表明可能影响偏差的关键配体-受体相互作用。这些发现应该能够发现一系列具有以前未探索的偏倚 μ/δ 阿片样物质激动剂药理学特征的工具化合物。
• Drug complex
  申请人：Daiichi Pharmaceutical Co., Ltd.

  公开号：US20030171262A1

  公开（公告）日：2003-09-11

  A drug complex characterized in that a residue of a drug compound such as antineoplastic agents and a carboxy(C 1-4 )alkyldextran polyalcohol obtained by treating a dextran under conditions that enable substantially complete polyalcoholization are bound to each other by means of a spacer comprising an amino acid or a spacer comprising peptide-bonded 2 to 8 amino acids. Said complex is characterized in that it has excellent selectivity to tumorous sites so as to exhibit high antineoplastic activity and also achieves reduced appearance of toxicity.

  一种药物复合物，其特征在于将药物化合物（如抗肿瘤剂）的残留物和通过在使得多元醇化反应基本完全的条件下处理葡聚糖而获得的羧基（C1-4）烷基葡聚糖多元醇，通过含有氨基酸的间隔物或者由肽键连接的2至8个氨基酸组成的间隔物相互结合。该复合物的特点在于具有卓越的对肿瘤部位的选择性，从而表现出高度的抗肿瘤活性，并且能够实现毒性的减少。
• Method of synthesizing diverse collections of tagged compounds
  申请人：Affymax Technologies N.V.

  公开号：US05708153A1

  公开（公告）日：1998-01-13

  A general stochastic method for synthesizing random oligomers on particles is disclosed. A further aspect of the invention relates to the use of identification tags on the particles to facilitate identification of the sequence of the monomers in the oligomer.

  本发明揭示了一种用于在粒子上合成随机寡聚物的通用随机方法。发明的另一个方面涉及在粒子上使用识别标签以便于识别寡聚物中单体的序列。
• Methods and apparatus for synthesizing labeled combinatorial
  申请人：Ontogen Corporation

  公开号：US05770455A1

  公开（公告）日：1998-06-23

  The present invention provides labeled synthetic libraries of random oligomers and methods and apparatus for generating labeled synthetic oligomer libraries. Each member of such a library is labeled with a unique identifier tag that specifies the structure or sequence of the oligomer. In a preferred embodiment of the present invention the identifier tag is a microchip that is pre-encoded or encodable with information that is related back to a detector when the identifier tag is pulsed with electromagnetic radiation.

  本发明提供了带标签的合成随机寡聚物库以及用于生成带标签的合成寡聚物库的方法和装置。这样库中的每个成员都带有一个独特的标识符标签，该标签指定寡聚物的结构或序列。在本发明的首选实施例中，标识符标签是一个微芯片，它预编码或可编码相关信息，当标识符标签通过电磁辐射脉冲时，该信息将与探测器相关联。
• Methods of synthesizing diverse collections of oligomers
  申请人：Affymax Technologies N.V.

  公开号：US05789162A1

  公开（公告）日：1998-08-04

  A general stochastic method for synthesizing random oligomers on particles is disclosed. A further aspect of the invention relates to the use of identification tags on the particles to facilitate identification of the sequence of the monomers in the oligomer.

  本发明揭示了一种用于在颗粒上合成随机寡聚物的一般随机方法。本发明的另一个方面涉及在颗粒上使用标识标签以便于识别寡聚物中单体的序列。