Ac-RYYRWK-NH2

• 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: Ac-RYYRWK-NH2
• 英文别名: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-5-(diaminomethylideneamino)pentanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-6-aminohexanamide
• 化学式: C₄₉H₆₉N₁₅O₉
• 分子量: 1012.18
• InChiKey: YROQVQIJRORFAZ-SKGSPYGFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  73
• 可旋转键数：
  30
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  429
• 氢给体数：
  15
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  Ac-RYYRWK-NH2 生成 RYYRWK-NH2
  参考文献：
  名称：

  Synthesis and biological activity of novel small peptides with aminophosphonates moiety as NOP receptor ligands

  摘要：

  The aim of the present study was the synthesis and the biological screening of new analogs of Ac-RYYRWK-NH(2), modified at the N-terminal with 1-[(methoxyphosphono)methylamino]cycloalkanecarboxylic acids. The four newly synthesized ligands for the nociceptin/orphanin FQ (N/OFQ) receptor (NOP) have been prepared by solid-phase peptide synthesis-Fmoc-strategy. These compounds were tested for agonistic activity in vitro on electrically stimulated smooth-muscle preparations isolated from vas deferens of Wistar rats. Our data showed that substitution of Arg at position 1 with aminophosphonates moiety decreased significantly the affinity of ligands to the NOP receptor. Furthermore, the enlargement of the cycle (with 5-8 carbon atoms) additionally diminished both the activity and the selectivity for NOP-receptor.

  DOI：

  10.1007/s00726-010-0624-1

文献信息

• PEGYLATED ION CHANNEL MODULATING COMPOUNDS
  申请人：Cheu Elizabeth L. S.

  公开号：US20100273724A1

  公开（公告）日：2010-10-28

  This invention is directed to PEGlyated derivatives, drug conjugates and isotopic derivatives of certain ion channel modulating compounds. Pharmaceutical compositions and methods of use of also disclosed

  这项发明涉及某些离子通道调节化合物的PEG化衍生物、药物结合物和同位素衍生物。还公开了制药组合物和使用方法。
• Synthesis and biological activity of novel small peptides with aminophosphonates moiety as NOP receptor ligands
  作者：Emilia D. Naydenova、Petar T. Todorov、Polina I. Mateeva、Rositza N. Zamfirova、Nikola D. Pavlov、Simeon B. Todorov

  DOI：10.1007/s00726-010-0624-1

  日期：2010.11

  The aim of the present study was the synthesis and the biological screening of new analogs of Ac-RYYRWK-NH(2), modified at the N-terminal with 1-[(methoxyphosphono)methylamino]cycloalkanecarboxylic acids. The four newly synthesized ligands for the nociceptin/orphanin FQ (N/OFQ) receptor (NOP) have been prepared by solid-phase peptide synthesis-Fmoc-strategy. These compounds were tested for agonistic activity in vitro on electrically stimulated smooth-muscle preparations isolated from vas deferens of Wistar rats. Our data showed that substitution of Arg at position 1 with aminophosphonates moiety decreased significantly the affinity of ligands to the NOP receptor. Furthermore, the enlargement of the cycle (with 5-8 carbon atoms) additionally diminished both the activity and the selectivity for NOP-receptor.