acryloyl N-α-L-aspartyl-L-phenylalanine di-methyl ester | 952313-02-9

• 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: acryloyl N-α-L-aspartyl-L-phenylalanine di-methyl ester
• CAS: 952313-02-9
• 化学式: C₁₈H₂₂N₂O₆
• 分子量: 362.382
• InChiKey: RNXURIFYTRVUQX-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  acryloyl N-α-L-aspartyl-L-phenylalanine di-methyl ester 、 3,4,5-tri-O-acetyl-2,6-anhydro-1,7,8,9-tetradeoxy-L-glycero-D-galacto-non-8-enitol 在 substituted Grubbs-type ruthenium carbene complex 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以74%的产率得到methyl (3S)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxo-3-[[(E)-4-[(2S,3R,4R,5R,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]but-2-enoyl]amino]butanoate
  参考文献：
  名称：

  Cross‐metathesis ofC‐Glycosides and Peptides

  摘要：

  Peptides bearing an acryloyl residue at their N-terminus were coupled with various C-glycosides in an equimolar ratio via cross-metathesis. The newly formed olefin was obtained with high E/Z selectivity in satisfying to high yields with low homodimerization of the starting materials. The posttranslational cross-metathesis approach was shown to be suitable for the combinatorial synthesis of a small library of C-glycopeptides.

  DOI：

  10.1080/00397910701481146
• 作为产物：
  描述：

  l-冬胺基乙酸-l-苯丙胺基乙酸 在 盐酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 acryloyl N-α-L-aspartyl-L-phenylalanine di-methyl ester
  参考文献：
  名称：

  Cross‐metathesis ofC‐Glycosides and Peptides

  摘要：

  Peptides bearing an acryloyl residue at their N-terminus were coupled with various C-glycosides in an equimolar ratio via cross-metathesis. The newly formed olefin was obtained with high E/Z selectivity in satisfying to high yields with low homodimerization of the starting materials. The posttranslational cross-metathesis approach was shown to be suitable for the combinatorial synthesis of a small library of C-glycopeptides.

  DOI：

  10.1080/00397910701481146

文献信息

• Disaccharide-driven transition of macroscopic properties: from molecular recognition to glycopeptide enrichment
  作者：Peng Ding、Xiuling Li、Guangyan Qing、Taolei Sun、Xinmiao Liang

  DOI：10.1039/c5cc06279a

  日期：——

  We report a smart copolymer system for disaccharide recognition. The interaction with the disaccharide induces the obvious wettability and adhesion force changes of the copolymer film, which provides great advantage in glycopeptide enrichment.

  我们报道了一种智能共聚物系统，用于二糖识别。与二糖的相互作用引起了共聚物薄膜的明显润湿性和粘附力变化，这在糖肽富集中提供了巨大优势。