Ac-His-D-Phe-Arg-Trp-β-Ala-Gly-β-Ala-His-D-Phe-Arg-Trp-NH2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: Ac-His-D-Phe-Arg-Trp-β-Ala-Gly-β-Ala-His-D-Phe-Arg-Trp-NH2
• 英文别名: (2S)-5-carbamimidamido-2-[[(2R)-2-[[(2S)-2-[[3-[[2-[[3-[[(2S)-2-[[(2S)-5-carbamimidamido-1-hydroxy-2-[[(2R)-1-hydroxy-2-[[(2S)-1-hydroxy-2-(1-hydroxyethylideneamino)-3-(1H-imidazol-5-yl)propylidene]amino]-3-phenylpropylidene]amino]pentylidene]amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxyethylidene]amino]-1-hydroxypropylidene]amino]-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino]-1-hydroxy-3-phenylpropylidene]amino]-N-[(2S)-1-hydroxy-1-imino-3-(1H-indol-3-yl)propan-2-yl]pentanimidic acid
• 化学式: C₇₄H₉₄N₂₄O₁₂
• 分子量: 1511.71
• InChiKey: CNTPTOJCWBMBSB-CJRLOKPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  110
• 可旋转键数：
  46
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  576
• 氢给体数：
  22
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  乙酸酐 、 Fmoc-D-苯丙氨酸 、 N-Fmoc-N'-三苯甲基-L-组氨酸 、 Fmoc-L-色氨酸(Boc)-OH 、 Fmoc-Pbf-L-精氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成 Ac-His-D-Phe-Arg-Trp-β-Ala-Gly-β-Ala-His-D-Phe-Arg-Trp-NH2
  参考文献：
  名称：

  Novel targeting strategy based on multimeric ligands for drug delivery and molecular imaging: homooligomers of α-MSH

  摘要：

  Homooligomers constructed with 4- and 6-amino acid fragments of melanocortin (alpha-MSH) bind with higher affinity and with apparent cooperativity to melanocortin receptor, compared to their constituent monomers. Individual ligands were tethered with various spacers of different length and rigidity and the influence of spacers on binding was studied. Binding assays were performed on cells transfected with the melanocortin receptor, hMC4R. There is a 5-7-fold decrease in the EC50 with the addition of each subunit, going from monomer to trimer. The Hill coefficient increases from 0.76 for the monomer to 1.12 for the dimer and 1.35 for the trimer. These data show a general trend of increasing avidity with increasing number of ligands in oligomers. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.09.079