Ac-Cys(1)-Phe-Arg-His-Asp-Ser-Gly-Tyr-Cys(1)-NH2 | 1016276-11-1

• 分子结构分类: 有机化合物 - 有机聚合物 - 多肽
• 英文名称: Ac-Cys(1)-Phe-Arg-His-Asp-Ser-Gly-Tyr-Cys(1)-NH2
• 英文别名: 2-[(4R,7S,13S,16S,19S,22S,25S,28R)-28-acetamido-25-benzyl-4-carbamoyl-22-[3-(diaminomethylideneamino)propyl]-13-(hydroxymethyl)-7-[(4-hydroxyphenyl)methyl]-19-(1H-imidazol-5-ylmethyl)-6,9,12,15,18,21,24,27-octaoxo-1,2-dithia-5,8,11,14,17,20,23,26-octazacyclononacos-16-yl]acetic acid
• CAS: 1016276-11-1
• 化学式: C₄₇H₆₃N₁₅O₁₄S₂
• 分子量: 1126.24
• InChiKey: WULPBWGOKVPPIJ-VTGDPKQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.8
• 重原子数：
  78
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  526
• 氢给体数：
  16
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  Fmoc-甘氨酸 、 Fmoc-L-苯丙氨酸 、 乙酸酐 、 N-Fmoc-N'-三苯甲基-L-组氨酸 、 Fmoc-Pbf-L-精氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成 Ac-Cys(1)-Phe-Arg-His-Asp-Ser-Gly-Tyr-Cys(1)-NH2
  参考文献：
  名称：

  Antibody Recognition and Conformational Flexibility of a Plaque-Specific β-Amyloid Epitope Modulated by Non-native Peptide Flanking Regions

  摘要：

  Here we report on the synthesis, antibody binding, and QSAR studies of a series of linear and cyclic peptides containing beta-amyloid plaque-specific epitope (A beta(4 - 10); FRHDSGY). In these constructs, two or three alpha-L-Ala, alpha-D-Ala, or beta-Ala residues were introduced at both N- and C-termini of the epitope as non-native flanking sequences. Cyclization of the linear A beta(4 - 10) epitope peptide resulted in reduced antibody binding. However, the antibody binding could be fully compensated by insertion of alanine flanks into the corresponding cyclic peptides. These results indicate that the modification of a beta-amyloid plaque-specific epitope by combination of cyclization and flanking sequences could generate highly antigenic peptides compared to the native sequence. A novel 3D QSAR method, which explicitly handles conformational flexibility, was developed for the case of such molecular libraries. This method led to the prediction of the binding conformation for the common FRHDSGY sequence.

  DOI：

  10.1021/jm070196e