Fmoc-Glu-Glu-Glu-OH | 916585-36-9

• 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: Fmoc-Glu-Glu-Glu-OH
• CAS: 916585-36-9
• 化学式: C₃₀H₃₃N₃O₁₂
• 分子量: 627.605
• InChiKey: XBOSWSPRFIMRMB-VABKMULXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.54
• 重原子数：
  45.0
• 可旋转键数：
  17.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  245.73
• 氢给体数：
  7.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  N-fluorenylmethoxycarbonylcystamine-N-succinic acid 、 Fmoc-Glu-Glu-Glu-OH 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 生成
  参考文献：
  名称：

  Reduction-triggered formation of EFK8 molecular hydrogel for 3D cell culture

  摘要：

  我们在这里报告了一种基于EFK8的生物相容性分子水凝胶形成策略，该策略通过在中性条件下的细胞培养基中还原二硫键实现，这为三维（3D）细胞培养提供了一种有前景的方法。

  DOI：

  10.1039/c4ra03760j
• 作为产物：
  描述：

  Fmoc-O-叔丁基-L-谷氨酸 以90%的产率得到Fmoc-Glu-Glu-Glu-OH
  参考文献：
  名称：

  Synthesis and evaluation of novel multimeric neurotensin(8–13) analogs

  摘要：

  Neurotensin(8-13) is a hexapeptide with subnanomolar affinity to the neurotensin receptor 1 which is expressed with high incidence in several human tumor entities. Thus, radiolabeled neurotensin(8-13) might be used for tumor targeting. However, its application is limited by insufficient metabolic stability. The present study aims at improving metabolic stability by the synthesis of multimeric neurotensin(8-13) derivatives rather than commonly employed chemical modifications of the peptide itself. Thus, different dimeric and tetrameric peptides carrying C- or N-terminal attached neurotensin(8-13) moieties have been synthesized and their binding affinity toward the neurotensin receptor has been determined. The results demonstrate that branched compounds containing neurotensin(8-13) attached via its C-terminus only show low receptor affinities, whilst derivatives with neurotensin(8-13) attached via the N-terminus show IC50 values in the nanomolar range. Moreover, within the multimeric neurotensin(8-13) derivatives with neurotensin(8-13) attached via the N-terminus an increasing number of branching units lead to higher binding affinities toward the neurotensin receptor. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.024

文献信息

• Substrate Recognition Mechanism of Carboxypeptidase Y
  作者：Hiroshi NAKASE、Shoichi MURATA、Hiroshi UENO、Rikimaru HAYASHI

  DOI：10.1271/bbb.65.2465

  日期：2001.1

  mechanism of carboxypeptidase Y, Fmoc-(Glu)n Ala-OH (n = 1 to 6), Fmoc-(Glu)n Ala-NH2 (1 to 5), and Fmoc-Lys(Glu)3Ala-NH2 were synthesized, and kinetic parameters for these substrates were measured. Km for Fmoc-peptides significantly decreased as peptide length increased from n = 1 to n = 5 with only slight changes in kcat. Km for Fmoc-(Glu)(5,6)Ala-OH were almost the same as one for protein substrates described

  为了阐明羧肽酶Y，Fmoc-（Glu）n Ala-OH（n = 1至6），Fmoc-（Glu）n Ala-NH2（1至5）和Fmoc-Lys（Glu）的底物识别机制合成了3Ala-NH2，并测量了这些底物的动力学参数。Fmoc肽的Km随肽长度从n = 1增加到n = 5而显着降低，而kcat仅有微小变化。Fmoc-（Glu）（5,6）Ala-OH的Km与先前描述的蛋白质底物的Km几乎相同（Nakase等，Bull。Chem。Soc。Jpn。，73，2587-2590）。这些结果表明该酶具有六个亚位点（S1'和S1-S5）。由Km计算的每个子位点亲和力揭示了子位点的性质，并且根据pH 6.5和5.0之间的子位点亲和力的差异，可以预测每个子位点中的残基。对于Fmoc肽酰胺底物，酰胺酶和羧酰胺肽酶活性的优先级取决于底物。肽的侧链与亚位点之间的相互作用很可能弥补了P1'-S1'相互作用的缺乏，因此