(2S)-2-amino-3-(4-hydroxy-2-prop-2-ynylphenyl)propanoic acid

• 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: (2S)-2-amino-3-(4-hydroxy-2-prop-2-ynylphenyl)propanoic acid
• 化学式: C₁₂H₁₃NO₃
• 分子量: 219.24
• InChiKey: DYAJPRGIQOOZBJ-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

文献信息

• [EN] METHODS FOR POST-FABRICATION FUNCTIONALIZATION OF POLY(ESTER UREAS)<br/>[FR] PROCÉDÉS POUR LA FONCTIONNALISATION DE POLY(ESTER-URÉES) APRÈS FABRICATION
  申请人：BECKER MATTHEW

  公开号：WO2015048728A1

  公开（公告）日：2015-04-02

  Amino acid-based poly(ester urea)s (PEU) are emerging as a class of polymers that have shown promise in regenerative medicine applications. Embodiments of the invention relate to the synthesis of PEUs carrying pendent "clickable" groups on modified tyrosine amino acids. The pendent species include alkyne, azide, alkene, tyrosine-phenol, and ketone groups. PEUs with Mw exceeding 100k Da were obtained via interfacial polycondensation methods and the concentration of pendent groups was varied by copolymerization. The incorporation of derivatizable functionalities is demonstrated using 1H NMR and UV-Vis spectroscopy methods. Electrospinning was used to fabricate PEU nanofibers with a diameters ranging from 350 nm to 500 nm. The nanofiber matricies possess mechanical strengths suitable for tissue engineering (Young's modulus: 30045 MPa; tensile stress: 8.51.2 MPa). A series of bioactive peptides and fluorescent molecules were conjugated to the surface of the nanofibers following electrospinning using bio-orthogonal reactions in aqueous media.

  基于氨基酸的聚（酯脲）（PEU）作为一类聚合物正在成为再生医学应用中显示出潜力的材料。发明的实施例涉及合成携带修饰酪氨酸氨基酸上“可点击”基团的PEU。这些基团包括炔基、叠氮基、烯烃、酪氨酸酚和酮基团。通过界面缩聚方法获得了分子量超过100k Da的PEU，并通过共聚合改变基团的浓度。使用1H核磁共振和紫外-可见光谱方法证明了可衍生功能的结合。电纺技术用于制备直径在350纳米至500纳米范围内的PEU纳米纤维。这些纳米纤维基质具有适用于组织工程的机械强度（杨氏模量：30045 MPa；拉伸应力：8.51.2 MPa）。在电纺后，一系列生物活性肽和荧光分子通过生物正交反应结合到纳米纤维表面。
• METHODS FOR POST-FABRICATION FUNCTIONALIZATION OF POLY(ESTER UREAS)
  申请人：BECKER MATTHEW

  公开号：US20160237212A1

  公开（公告）日：2016-08-18

  Amino acid-based poly(ester urea)s (PEU) are emerging as a class of polymers that have shown promise in regenerative medicine applications. Embodiments of the invention relate to the synthesis of PEUs carrying pendent “clickable” groups on modified tyrosine amino acids. The pendent species include alkyne, azide, alkene, tyrosine-phenol, and ketone groups. PEUs with M w exceeding 100k Da were obtained via interfacial polycondensation methods and the concentration of pendent groups was varied by copolymerization. The incorporation of derivatizable functionalities is demonstrated using 1 H NMR and UV-Vis spectroscopy methods. Electrospinning was used to fabricate PEU nanofibers with a diameters ranging from 350 nm to 500 nm. The nanofiber matricies possess mechanical strengths suitable for tissue engineering (Young's modulus: 300±45 MPa; tensile stress: 8.5±1.2 MPa). A series of bioactive peptides and fluorescent molecules were conjugated to the surface of the nanofibers following electrospinning using bio-orthogonal reactions in aqueous media.

  基于氨基酸的聚酯脲（PEU）是一类聚合物，在再生医学应用中表现出了很大的潜力。本发明实施例涉及合成携带修饰酪氨酸氨基酸上的“可点击”基团的PEU。这些悬挂物种包括炔烃、偶氮、烯烃、酪氨酸酚和酮基团。通过界面缩聚法获得了分子量超过100k Da的PEU，并通过共聚反应改变了悬挂基团的浓度。使用1H NMR和UV-Vis光谱方法证明了可衍生化官能团的合并。使用电纺法制备了直径在350 nm至500 nm之间的PEU纳米纤维。纳米纤维基体具有适用于组织工程的机械强度（杨氏模量：300±45 MPa；拉伸应力：8.5±1.2 MPa）。使用生物正交反应在水介质中电纺后将一系列生物活性肽和荧光分子连接到纳米纤维表面。
• PROTEINS CONTAINING MULTIPLE, DIFFERENT UNNATURAL AMINO ACIDS AND METHODS OF MAKING AND USING SUCH PROTEINS
  申请人：TRUSTEES OF BOSTON COLLEGE

  公开号：US20220403438A1

  公开（公告）日：2022-12-22

  The invention relates generally to methods of producing a protein comprising a first unnatural amino acid (UAA) and a second, different UAA, and proteins comprising a first UAA and a second, different UAA.
• US9988492B2
  申请人：——

  公开号：US9988492B2

  公开（公告）日：2018-06-05
• [EN] PROTEINS CONTAINING MULTIPLE, DIFFERENT UNNATURAL AMINO ACIDS AND METHODS OF MAKING AND USING SUCH PROTEINS<br/>[FR] PROTÉINES CONTENANT DE MULTIPLES ACIDES AMINÉS NON NATURELS DIFFÉRENTS ET PROCÉDÉS DE FABRICATION ET D'UTILISATION DE TELLES PROTÉINES
  申请人：[en]TRUSTEES OF BOSTON COLLEGE

  公开号：WO2021072129A2

  公开（公告）日：2021-04-15

  The invention relates generally to methods of producing a protein comprising a first unnatural amino acid (UAA) and a second, different UAA, and proteins comprising a first UAA and a second, different UAA.