N^α-methacryloyl-DL-tryptophan | 77890-34-7

• 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: N^α-methacryloyl-DL-tryptophan
• 英文别名: 3-(1H-indol-3-yl)-2-methacrylamidopropanoic acid；N-(2-Methylacryloyl)tryptophan；3-(1H-indol-3-yl)-2-(2-methylprop-2-enoylamino)propanoic acid
• CAS: 77890-34-7
• 化学式: C₁₅H₁₆N₂O₃
• 分子量: 272.304
• InChiKey: RKZWYRIOAQPVOH-UHFFFAOYSA-N

物化性质

• 沸点：
  592.6±50.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  82.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-羟基邻苯二甲酰亚胺 、 N^α-methacryloyl-DL-tryptophan 在 N,N'-二环己基碳二亚胺 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 N^α-methacryloyl-DL-tryptophan phthalimidyl ester
  参考文献：
  名称：

  The Mobility of Tryptophan and Dansyl Fluorophores in Labelled Poly(N-ethylacrylamide) and Poly(N-ethylmethacrylamide)

  摘要：

  采用荧光偏振法研究了N-丁基-Nα-乙酰色氨酸酰胺和标记聚（N-乙基丙烯酰胺）和聚（N-乙基甲基丙烯酰胺）侧链中色氨酸荧光团的运动性。低分子量模型中荧光团的运动性比聚合物侧链中的高得多。聚合物骨架的不同立体位阻可以解释聚（N-乙基丙烯酰胺）和聚（N-乙基甲基丙烯酰胺）中荧光团的运动性更高。标记的聚（N-乙基甲基丙烯酰胺）侧链中5-二甲基氨基-1-萘磺酰胺（dansyl）荧光团在高粘度范围内的运动性随着侧链中亚甲基基团数量的增加而增加。在低粘度范围内，短侧链（n = 2-7）的构象变化速率s大致保持不变，在长侧链（n = 10, 12）中显着降低。速率的下降可能是由于长的疏水侧链在水中的分子内缔合所致。

  DOI：

  10.1135/cccc19932383

文献信息

• [EN] PHOTOSENSITIVE AMINOACID-MONOMER LINKAGE AND BIOCONJUGATION APPLICATIONS IN LIFE SCIENCES AND BIOTECHNOLOGY<br/>[FR] LIAISON ACIDE AMINÉ/MONOMÈRE PHOTOSENSIBLE ET APPLICATIONS DE BIOCONJUGAISON EN SCIENCES BIOLOGIQUES ET EN BIOTECHNOLOGIE
  申请人：SAY RIDVAN

  公开号：WO2011070402A1

  公开（公告）日：2011-06-16

  This invention is related to preparation of photosensitive ruthenium based aminoacid monomers and oligomers, aminoacid monomer-protein cross- linking using photo sensitat ion and conjugation on micro and nano-structures by ruthenium-chelate based monomers. Its vast range biotechnolgy applications of multifunctional, biocompatible, stabilE and specific micro and nanobio-conjugates, which will stand-alone or simultaneously enable (i) both purification and determination, (ii) both targeting and imaging and theranostics and (iii) catalysis and determination. The construction and method of preparation is applicable to silica materials, superparamagnetic particles, QDs, CNTs, Ag/ Au nanoparticles and Au surfaces and polymeric materials. The photosensitive aminoacid monomer linkers can react via chemically and biocompatible to a lot of different micro and nano-surface and then to the protein when they act as a single-step cross-linking reaction using irradiation. The photosensitive conjugation based on click biochemistry can be carried out at mild conditions, independent of pH and temperature, without affecting conformation and function of protein.

  这项发明涉及制备光敏钌基氨基酸单体和寡聚体，利用光敏化合物进行氨基酸单体-蛋白质交联，并通过基于钌螯合物的单体在微纳结构上进行共轭。其广泛的生物技术应用包括多功能、生物相容性、稳定和特异性的微纳生物共轭物，可单独或同时实现(i)纯化和测定、(ii)靶向和成像、治疗学和(iii)催化和测定。该构造和制备方法适用于硅材料、超顺磁性颗粒、量子点、碳纳米管、Ag/Au纳米颗粒和Au表面以及聚合材料。光敏氨基酸单体连接剂可以通过化学和生物相容性与许多不同的微纳表面反应，然后在它们作为单步交联反应时通过辐射作用于蛋白质。基于点击生物化学的光敏共轭可以在温和条件下进行，不受pH和温度的影响，不会影响蛋白质的构象和功能。
• Propenamide derivatives, polymers, copolymers and use thereof
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP0488258B1

  公开（公告）日：1996-04-17
• Photosensitive Aminoacid-Monomer Linkage and Bioconjugation Applications in Life Sciences and Biotechnology
  申请人：Ersoz Arzu

  公开号：US20110311505A1

  公开（公告）日：2011-12-22

  This invention is related to preparation of photosensitive ruthenium based aminoacid monomers and oligomers, aminoacid monomer-protein cross-linking using photo sensitat ion and conjugation on micro and nano-structures by ruthenium-chelate based monomers. Its vast range biotechnolgy applications of multifunctional, biocompatible, stabilE and specific micro and nanobio-conjugates, which will stand-alone or simultaneously enable (i) both purification and determination, (ii) both targeting and imaging and theranostics and (iii) catalysis and determination. The construction and method of preparation is applicable to silica materials, superparamagnetic particles, QDs, CNTs, Ag/Au nanoparticles and Au surfaces and polymeric materials. The photosensitive aminoacid monomer linkers can react via chemically and biocompatible to a lot of different micro and nano-surface and then to the protein when they act as a single-step cross-linking reaction using irradiation. The photosensitive conjugation based on click biochemistry can be carried out at mild conditions, independent of pH and temperature, without affecting conformation and function of protein.
• US6046289A
  申请人：——

  公开号：US6046289A

  公开（公告）日：2000-04-04