H-(S)-β³-HPhe-(S)-β³-HAla-(S)-β³-HSer-(S)-β³-HPhe-(S)-β³-HAla-(S)-β³-HSer-(S)-β³-HPhe-OH

• 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: H-(S)-β³-HPhe-(S)-β³-HAla-(S)-β³-HSer-(S)-β³-HPhe-(S)-β³-HAla-(S)-β³-HSer-(S)-β³-HPhe-OH
• 英文别名: H-β³-HPhe-β³-HAla-β³-HSer-β³-HPhe-β³-HAla-β³-HSer-β³-HPhe-OH trifluoroacetate；H-bAla(3S-Bn)-bAla(3S-Me)-D-Asp(1)-ol.N(1)bAla(3S-Bn)-bAla(3S-Me)-D-Asp(2)-ol.N(2)bAla(3S-Bn)-OH.TFA；(3S)-3-[[(3R)-3-[[(3S)-3-[[(3S)-3-[[(3R)-3-[[(3S)-3-[[(3S)-3-amino-4-phenylbutanoyl]amino]butanoyl]amino]-4-hydroxybutanoyl]amino]-4-phenylbutanoyl]amino]butanoyl]amino]-4-hydroxybutanoyl]amino]-4-phenylbutanoic acid;2,2,2-trifluoroacetic acid
• 化学式: C₂HF₃O₂*C₄₆H₆₃N₇O₁₀
• 分子量: 988.071
• InChiKey: BDSPLRKKGXFPQV-LGLVUBFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.42
• 重原子数：
  70
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  316
• 氢给体数：
  11
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  三氟乙酸 、 9-芴甲氧羰基-L-beta-高丙氨酸 、 Fmoc-L-beta-高苯丙氨酸 、 Fmoc-β³-(S)-HSer-OH 生成 H-(S)-β³-HPhe-(S)-β³-HAla-(S)-β³-HSer-(S)-β³-HPhe-(S)-β³-HAla-(S)-β³-HSer-(S)-β³-HPhe-OH
  参考文献：
  名称：

  (S)-β3-Homolysine- and (S)-β3-Homoserine-Containingβ-Peptides: CD Spectra in Aqueous Solution

  摘要：

  For further structural studies and for physiological investigations of beta-peptides, it is necessary to have H2O-soluble derivatives. Thus, we have prepared beta-hexa-, beta-hepta-, and beta-nonapeptides (1-6) with two, three, and seven side chains of lysine and serine. To detect possible pi-pi interactions, we also included the beta-amino acid beta(2)-HHop, resulting from homologation of so-called homophenylalanine (Hop) (5 and 6). The Fmoc-beta(2)- and beta(3)-amino-acid derivatives (11-14 and 19), and the corresponding beta-peptides were prepared by methods previously described (solid-phase peptide coupling; HPLC-pure samples, Fig. I). Circular-dichroism spectra (Fig.2) indicate the presence of less pronounced secondary structures (especially of the lysine analogues with multiple positive charge) in H2O as compared to MeOH. The beta(3)-heptapeptide (3) with two serine side chains is well soluble in H2O and exhibits the CD pattern typical of the 3(1)-helical structure.

  DOI：

  10.1002/(sici)1522-2675(19981216)81:12<2141::aid-hlca2141>3.0.co;2-5