YIIKGVFWDPAC(BC10)-OCH3 | 1268364-78-8

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: YIIKGVFWDPAC(BC10)-OCH3
• 英文别名: (3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-6-amino-2-[[(2S,3S)-2-[[(2S,3S)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylpentanoyl]amino]-3-methylpentanoyl]amino]hexanoyl]amino]acetyl]amino]-3-methylbutanoyl]amino]-3-phenylpropanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-4-[(2S)-2-[[(2S)-1-[[(2R)-3-[(2E,6E)-8-[(3-benzoylphenyl)methoxy]-3,7-dimethylocta-2,6-dienyl]sulfanyl-1-methoxy-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]carbamoyl]pyrrolidin-1-yl]-4-oxobutanoic acid
• CAS: 1268364-78-8
• 化学式: C₉₄H₁₂₆N₁₄O₁₈S
• 分子量: 1772.18
• InChiKey: UNEWHCPXCFOWOJ-MNLYVZPFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  127
• 可旋转键数：
  53
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  515
• 氢给体数：
  15
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  YIIKGVFWDPAC-OMe 、 (3-((((2E,6E)-8-bromo-2,6-dimethylocta-2,6-dien-1-yl)oxy)methyl)phenyl)(phenyl)methanone 在 zinc(II) acetate dihydrate 、 三氟乙酸 作用下， 以 水 、 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 以14%的产率得到YIIKGVFWDPAC(BC10)-OCH3
  参考文献：
  名称：

  Synthesis of a-factor peptide from Saccharomyces cerevisiae and photoactive analogues via Fmoc solid phase methodology

  摘要：

  a-Factor from Saccharomyces cerevisiae is a farnesylated dodecapeptide involved in mating. The molecule binds to a G-protein coupled receptor and hence serves as a simple system for studying the interactions between prenylated molecules and their cognate receptors. Here, we describe the preparation of a-factor and two photoactive analogues via Fmoc solid-phase peptide synthesis using hydrazinobenzoyl AM NovaGel (TM) resin; the structure of the synthetic a-factor was confirmed by MS-MS analysis and NMR; the structures of the analogues were confirmed by MS-MS analysis. Using a yeast growth arrest assay, the analogues were found to have activity comparable to a-factor itself. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.006