3-hydroxy-4-methoxy-phenylalanine | 4368-01-8

• 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: 3-hydroxy-4-methoxy-phenylalanine
• 英文别名: 3-Hydroxy-4-methoxy-phenylalanin；2-azaniumyl-3-(3-hydroxy-4-methoxyphenyl)propanoate
• CAS: 4368-01-8
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: QRXPIKKZQGWJMW-UHFFFAOYSA-N

物化性质

• 熔点：
  272 °C
• 沸点：
  409.7±45.0 °C(Predicted)
• 密度：
  1.321±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  92.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-hydroxy-4-methoxy-phenylalanine 在 溴 作用下， 以 溶剂黄146 为溶剂， 生成 2-Amino-3-(2-bromo-5-hydroxy-4-methoxy-phenyl)-propionic acid
  参考文献：
  名称：

  Brominated phenylalanines

  摘要：

  Abstract(3‐(3‐Bromo‐4‐hydroxy‐S‐methoxy‐phenyl)alanine (Ie) exerts a long‐acting antihypertensive effect in rats and dogs : its synthesis and its optical resolution have already appeared in the literature. 1 Ten new mono‐ and polybrominated phenylalanines with hydroxy‐ and/or methoxy‐groups are here described. These unnatural amino‐acide were synthesized by direct bromination, or via the acetamidomalonic esters (V), or via the azlactones (VI) and the corresponding phenylpyruvic acids (VIII).

  DOI：

  10.1002/bscb.19740830304
• 作为产物：
  描述：

  α-Benzamino-3-hydroxy-4-methoxy-hydrozimtsaeure 在 barium dihydroxide 作用下， 生成 3-hydroxy-4-methoxy-phenylalanine
  参考文献：
  名称：

  Deulofeu; Repetto, Anales de la Real Sociedad Espanola de Fisica y Quimica, 1934, vol. 32, p. 159,161

  摘要：

  DOI：

文献信息

• Oxygen-18 Kinetic Isotope Effect Studies of the Tyrosine Hydroxylase Reaction:  Evidence of Rate Limiting Oxygen Activation
  作者：Wilson A. Francisco、Gaochao Tian、Paul F. Fitzpatrick、Judith P. Klinman

  DOI：10.1021/ja973543q

  日期：1998.5.1

  oxygen. Previous deuterium isotope effect studies have raised the possibility that the activation of oxygen might be the rate-limiting step for this reaction. To test the validity of this proposal, we have measured the 18O kinetic isotope effects for the tyrosine hydroxylase reaction as a function of amino acid substrate, tetrahydropterin derivative, and pH. The measured 18O isotope effects are nearly constant

  酪氨酸羟化酶利用四氢蝶呤辅因子和分子氧将酪氨酸转化为二羟基苯丙氨酸。以前的氘同位素效应研究提出了一种可能性，即氧气的活化可能是该反应的限速步骤。为了测试该提议的有效性，我们测量了酪氨酸羟化酶反应的 18O 动力学同位素效应作为氨基酸底物、四氢蝶呤衍生物和 pH 值的函数。测得的 18O 同位素效应在每个测试条件下几乎恒定，平均值为 1.0175 ± 0.0019。这些结果与在速率确定步骤中氧键顺序的变化是一致的。此外，用偶联底物 4-甲氧基苯丙氨酸和完全未偶联底物 4-氨基苯丙氨酸测量的同位素效应是相同的，这意味着相同的速率确定步骤与氧活化是否与底物羟基化偶联无关。这些研究的结果证明...
• Overexpression of aminoacyl-tRNA synthetases for efficient production of engineered proteins containing amino acid analogues
  申请人：——

  公开号：US20020042097A1

  公开（公告）日：2002-04-11

  Methods for producing modified polypeptides containing amino acid analogues are disclosed. The invention further provides purified dihydrofolate reductase polypeptides, produced by the methods of the invention, in which the methionine residues have been replaced with homoallyglycine, homoproparglycine, norvaline, norleucine, cis-crotylglycine, trans-crotylglycine, 2-aminoheptanoic acid, 2-butynylglycine and allylglycine.

  本发明揭示了制备含有氨基酸类似物的修饰多肽的方法。本发明进一步提供了通过本发明的方法生产的纯化的二氢叶酸还原酶多肽，其中甲硫氨酸残基已被替换为同烯基甘氨酸、同丙炔基甘氨酸、正异戊氨酸、正异癸氨酸、顺-十四烷基甘氨酸、反-十四烷基甘氨酸、2-氨基庚酸、2-丁炔基甘氨酸和烯丙基甘氨酸。
• OVEREXPRESSION OF AMINOACYL-tRNA SYNTHETASES FOR EFFICIENT PRODUCTION OF ENGINEERED PROTEINS CONTAINING AMINO ACID ANALOGUES
  申请人：Tirrell David A.

  公开号：US20080160609A1

  公开（公告）日：2008-07-03

  Methods for producing modified polypeptides containing amino acid analogues are disclosed. The invention further provides purified dihydrofolate reductase polypeptides, produced by the methods of the invention, in which the methionine residues have been replaced with homoallylglycine, homoproparglycine, norvaline, norleucine, cis-crotylglycine, trans-crotylglycine, 2-aminoheptanoic acid, 2-butynylglycine and allylglycine.

  本发明揭示了一种生产含有氨基酸类似物的改性多肽的方法。本发明进一步提供了经本发明方法生产的纯化的脱氢叶酸还原酶多肽，其中甲硫氨酸残基已被替换为同丙烯基甘氨酸，同丙炔基甘氨酸，正戊氨酸，正亮氨酸，顺-十四烯基甘氨酸，反-十四烯基甘氨酸，2-氨基庚酸，2-丁炔基甘氨酸和丙烯基甘氨酸。
• HALOGENATED PHENOLS FOR DIAGNOSTICS, ANTIOXIDANT PROTECTION AND DRUG DELIVERY
  申请人：Latham Keith R.

  公开号：US20140135397A1

  公开（公告）日：2014-05-15

  The present invention provides compositions and methods for the targeted delivery, release and/or formation of a drug compound at a target site(s) within the body of an individual, such as a diseased and/or inflamed tissue in the body of the individual. These compositions may comprise a halogenated phenol ring cleavably linked to a core structure of a drug compound. Due to the variety of substituents that may be utilized in forming the different types of linkages, numerous examples of drug compounds linked to a halogenated phenol ring are proposed. The present invention further provides compositions comprising halogenated phenol starting compounds that do not undergo cleavage during a dehalogenation reaction to form a drug compound in a targeted tissue when administered to an individual. Methods of administering these non-cleaving compounds are further provided.

  本发明提供了一种用于在个体体内的目标部位（例如患病和/或发炎的组织）定向传递、释放和/或形成药物化合物的组合物和方法。这些组合物可以包括一个可断裂连接到药物化合物核心结构的卤代酚环。由于可以利用形成不同类型的连接所使用的取代基的多样性，因此提出了许多药物化合物与卤代酚环连接的示例。本发明还提供了包括卤代酚起始化合物的组合物，当向个体内给药时，在目标组织中不会发生脱卤反应形成药物化合物。还进一步提供了这些不可断裂化合物的给药方法。
• Substituted aryl ureas as high potency sweeteners
  申请人：THE NUTRASWEET COMPANY (a Delaware corporation)

  公开号：EP0355819A1

  公开（公告）日：1990-02-28

  Substituted ureas and thioureas are disclosed for use as high potency sweeteners.

  公开了用作高效甜味剂的取代脲和硫脲。