Boc-D-Phe-β-hVal-OH | 915309-75-0

• 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: Boc-D-Phe-β-hVal-OH
• 英文别名: Boc-D-Phe-bLeu(R)-OH；(3R)-4-methyl-3-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoyl]amino]pentanoic acid
• CAS: 915309-75-0
• 化学式: C₂₀H₃₀N₂O₅
• 分子量: 378.469
• InChiKey: ATCXCPUXACSVLW-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Boc-D-Phe-β-hVal-OH 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.5h， 生成 H-D-Phe-β-hVal-D-Phe-OMe trifluoroacetic acid salt
  参考文献：
  名称：

  11/9-Mixed Helices in the α/β-Peptides Derived from Alternating α- and β-Amino Acids with Proteinogenic Side Chains

  摘要：

  alpha/beta-Hybrid peptides are prepared from amino acids with proteinogenic side chains on the basis of the concept of "alternating chirality", involving D-Phe and a beta(3)-hVal. Through the extensive NMR, CD, and MD studies, robust left-handed 11/9-mixed helices were identified in these peptides in CDCl3 solutions, wherein the 11/9-mixed helix was observed even in a small peptide with three residues.

  DOI：

  10.1021/jo0612980
• 作为产物：
  描述：

  Boc-D-Phe-β-hVal-OMe 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 3.0h， 生成 Boc-D-Phe-β-hVal-OH
  参考文献：
  名称：

  11/9-Mixed Helices in the α/β-Peptides Derived from Alternating α- and β-Amino Acids with Proteinogenic Side Chains

  摘要：

  alpha/beta-Hybrid peptides are prepared from amino acids with proteinogenic side chains on the basis of the concept of "alternating chirality", involving D-Phe and a beta(3)-hVal. Through the extensive NMR, CD, and MD studies, robust left-handed 11/9-mixed helices were identified in these peptides in CDCl3 solutions, wherein the 11/9-mixed helix was observed even in a small peptide with three residues.

  DOI：

  10.1021/jo0612980