N(beta)-丙氨酰多巴胺 | 54653-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: N(beta)-丙氨酰多巴胺
• 英文名称: N-β-alanyldopamine
• 英文别名: 3-amino-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
• CAS: 54653-62-2
• 化学式: C₁₁H₁₆N₂O₃
• 分子量: 224.26
• InChiKey: KGZWXTYWZFMLSQ-UHFFFAOYSA-N

物化性质

• 沸点：
  537.0±50.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  95.6
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N(beta)-丙氨酰多巴胺 生成 3-Amino-N-[2-(3,4-dioxo-cyclohexa-1,5-dienyl)-ethyl]-propionamide
  参考文献：
  名称：

  5-S-谷胱甘肽-β-丙氨酰基-L-多巴类似物对Src蛋白酪氨酸激酶的选择性抑制。

  摘要：

  使用酪氨酸酶通过邻苯二酚合成了十二种抗菌酚肽5-S-谷胱甘肽-β-丙氨酰-L-多巴（5-S-GA-LD：1）。几种合成的化合物抑制v-Src自磷酸化酪氨酸激酶反应，其IC50值可与除草霉素相当。对c-Src底物磷酸化的抑制作用远小于对v-Src自磷酸化的抑制作用。这些类似物对表皮生长因子受体（EGFR）的底物磷酸化没有影响，这种选择性是该类似物的最典型特征（1-12）。

  DOI：

  10.1248/cpb.46.1950
• 作为产物：
  描述：

  t-butyloxycarbonyl-β-alanyldopamine 在 盐酸 作用下， 以 水 为溶剂， 生成 N(beta)-丙氨酰多巴胺
  参考文献：
  名称：

  A dissected non-ribosomal peptide synthetase maintains activity

  摘要：

  DOI：

  10.1016/j.bbapap.2023.140972

文献信息

• Inhibition Effects of 5-S-Glutathionyl-N-.BETA.-alanyl-L-dopa Analogues against Src Protein Tyrosine Kinase.
  作者：Zhe-Bin ZHENG、Sachie NAGAI、Naoko IWANAMI、Ayako KOBAYASHI、Shunji NATORI、Ushio SANKAWA

  DOI：10.1248/cpb.47.777

  日期：——

  Twelve analogues of the antibacterial phenolic peptide 5-S-glutathionyl-N-β-alanyl-L-dopa (5-S-GA-L-D, 1)were synthesized via orthoquinone using tyrosinase. Several synthesized compounds inhibited the v-Src autophosphorylation tyrosine kinase reaction with an IC50 value comparable to that of herbimycin A. The inhibition of c-Src substrate phosphorylation was much less active than v-Src autophosphorylation inhibition. 5-S-GA-L-D (1) and its analogous competed with peptide substrate and non-competed with ATP. The analogues showed no effects on substrate phosphorylation by epidermal crowth factor receptor (EGFR), and this selectivity is the most charagteristic feature of the 5-S-GA-L-D and its analogues (1-12).

  合成了十二种抗菌酚肽5-S-谷胱甘肽-N-β-丙氨酸-L-多巴（5-S-GA-L-D，1）的类似物，采用酪氨酸酶通过邻醌合成。几种合成的化合物抑制了v-Src自磷酸化酪氨酸激酶反应，其IC50值与草甘霖A相当。c-Src底物磷酸化的抑制活性远低于v-Src自磷酸化的抑制活性。5-S-GA-L-D（1）及其类似物与肽底物竞争，但不与ATP竞争。这些类似物对表皮生长因子受体（EGFR）的底物磷酸化没有影响，这种选择性是5-S-GA-L-D及其类似物（1-12）最显著的特征。
• SURFACE TREATMENT COMPOSITON FOR FORMING SELF-ASSEMBLED COATING CAPABLE OF BEING EASILY COATED, REMOVED OR RECOATED
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US20160090489A1

  公开（公告）日：2016-03-31

  The present invention relates to a surface treatment composition for forming a self-assembled coating layer which is easily coated and removed and a surface treatment method, where the self-assembled coating layer can be easily formed because of use of a compound having the hydroxyl groups as a diol are attached to an ortho position of a benzene ring and be removed by treatment of Al 3+ or Fe 3+ . Thus, the surface can be reused by forming a new self-assembled coating layer, thereby making the surface treatment composition be applied to various researches and industrial fields of the self-assembly coating layer which are used for reduction in metal abrasion resistance, introduction of a chemical functional group for detecting a biomolecule, the surface hydrophilicity, introduction of an antifouling property to the surface, and the like.

  本发明涉及一种表面处理组合物，用于形成易于涂覆和去除的自组装涂层，并提供一种表面处理方法，其中由于使用具有羟基基团的化合物作为二元醇附着在苯环的邻位上，因此可以轻松形成自组装涂层，并通过Al3+或Fe3+的处理去除。因此，可以通过形成新的自组装涂层来重复使用表面处理组合物，从而使其适用于用于减少金属耐磨性、引入用于检测生物分子的化学功能基团、表面亲水性、引入表面防污性等自组装涂层的各种研究和工业领域。
• Receptor purification method
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0506032A1

  公开（公告）日：1992-09-30

  The present invention relates to a method for isolation and purification of polypeptide receptor proteins. The method utilizes biotinylated ligands and prebinding of such ligands to membrane-bound receptors prior to purification on an appropriate affinity column.

  本发明涉及一种分离和纯化多肽受体蛋白的方法。该方法采用生物素化配体，并在适当的亲和柱上纯化前将这些配体与膜结合受体预结合。
• Surface treatment compositon for forming self-assembled coating capable of being easily coated, removed or recoated
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US10053589B2

  公开（公告）日：2018-08-21

  The present invention relates to a surface treatment composition for forming a self-assembled coating layer which is easily coated and removed and a surface treatment method, where the self-assembled coating layer can be easily formed because of use of a compound having the hydroxyl groups as a diol are attached to an ortho position of a benzene ring and be removed by treatment of Al3+ or Fe3+. Thus, the surface can be reused by forming a new self-assembled coating layer, thereby making the surface treatment composition be applied to various researches and industrial fields of the self-assembly coating layer which are used for reduction in metal abrasion resistance, introduction of a chemical functional group for detecting a biomolecule, the surface hydrophilicity, introduction of an antifouling property to the surface, and the like.

  本发明涉及一种用于形成易于涂覆和去除的自组装涂层的表面处理组合物和一种表面处理方法，其中，由于使用了羟基作为二元醇附着在苯环正交位置的化合物，自组装涂层易于形成，并可通过 Al3+ 或 Fe3+ 处理去除。因此，通过形成新的自组装涂层，表面可以重复使用，从而使表面处理组合物可以应用于自组装涂层的各种研究和工业领域，如降低金属耐磨性、引入用于检测生物分子的化学官能团、表面亲水性、引入表面防污性能等。
• Model Insect Cuticle Sclerotization: Reactions of Catecholamine Quinones with the Nitrogen-Centered Nucleophiles Imidazole andN-Acetylhistidine
  作者：Xin Huang、Rongda Xu、M.Dale Hawley、Karl J. Kramer

  DOI：10.1006/bioo.1997.1065

  日期：1997.6

  The catecholamines N-acetyldopamine (NADA) and N-beta-alanyldopamine (NBAD) are two precursors for quinonoios used as sclerotizing agents in insect cuticle. This study focused on the reaction pathways of the quinones of NADA and NBAD by using two nitrogen-centered nucleophiles, imidazole and N-acetylhistidine, to model cuticular proteins containing histidyl residues. The quinones were prepared by electrochemical oxidation, using either a coulometric microcell or a how-through cell. The reactions of the quinones with the nucleophiles were investigated at physiological pH using electrochemical, chromatographic, and spectroscopic methods. The major products were purified by semipreparative Liquid chromatography and identified by mass spectrometry and nuclear magnetic resonance spectroscopy to be nucleophilic addition products of the quinones with the nucleophiles bonded to two carbons in the aromatic ring. The predominant products for both nucleophiles were C6 adducts of NADA and NBAD. C2 adducts of N-acetylhistidine were minor products. (C) 1997 Academic Press.