β-hydroxyphenylalanine

• 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: β-hydroxyphenylalanine
• 英文别名: (3R)-2-azaniumyl-3-hydroxy-3-phenylpropanoate
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: VHVGNTVUSQUXPS-BRFYHDHCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ohmyungsamycin A 在 盐酸 作用下， 以 水 为溶剂， 反应 1.05h， 生成 N-甲基缬氨酸 、 N-methyl-threonine 、 DL-Threonine 、 β-hydroxyphenylalanine 、 N-methyl-4-methoxytryptophan 、 DL-N-甲基亮氨酸 、 D,L-valine
  参考文献：
  名称：

  Ohmyungsamycins A和B：链霉菌属（Streptomyces sp。）产生的细胞毒性和抗菌环肽。从火山岛

  摘要：

  Ohmyungsamycins A和B（1和2）是新的环状肽，是从海洋细菌菌株中分离出来的，该菌株属于链霉菌属，该菌株从大韩民国火山岛济州的沙滩上收集。根据NMR，UV和IR光谱和MS数据的解释，阐明1和2的平面结构为带有异常氨基酸单元的环状二肽，包括N-甲基-4-甲氧基色氨酸，β-羟基苯丙氨酸和N，N-二甲基缬氨酸。氨基酸残基的α-碳的绝对构型是使用先进的马菲方法确定的。苏氨酸，N-甲基苏氨酸和β-羟基苯丙氨酸单元的β-碳上的其他立体异构中心的构型由GITC指定（2,3,4,6-四-O-乙酰基-β- d-吡喃葡萄糖基异硫氰酸酯）衍生化和改进的Mosher方法。我们开发了一种新方法，利用PGME（苯基甘氨酸甲酯）衍生化方法和色谱分析方法确定N，N-二甲基缬氨酸的绝对构型。我们首次成功建立N，N的绝对构型使用PGME的-二甲基缬氨酸将为确定具有完全取代的胺基的氨基酸的绝对构型提供一种通用且方

  DOI：

  10.1021/jo401974g

文献信息

• Ohmyungsamycins A and B: Cytotoxic and Antimicrobial Cyclic Peptides Produced by <i>Streptomyces</i> sp. from a Volcanic Island
  作者：Soohyun Um、Tae Joon Choi、Heegyu Kim、Byung Yong Kim、Seong-Hwan Kim、Sang Kook Lee、Ki-Bong Oh、Jongheon Shin、Dong-Chan Oh

  DOI：10.1021/jo401974g

  日期：2013.12.20

  coupled with chromatographic analysis to determine the absolute configuration of N,N-dimethylvaline. Our first successful establishment of the absolute configuration of N,N-dimethylvaline using PGME will provide a general and convenient analytical method for determining the absolute configurations of amino acids with fully substituted amine groups. Ohmyungsamycins A and B showed significant inhibitory activities

  Ohmyungsamycins A和B（1和2）是新的环状肽，是从海洋细菌菌株中分离出来的，该菌株属于链霉菌属，该菌株从大韩民国火山岛济州的沙滩上收集。根据NMR，UV和IR光谱和MS数据的解释，阐明1和2的平面结构为带有异常氨基酸单元的环状二肽，包括N-甲基-4-甲氧基色氨酸，β-羟基苯丙氨酸和N，N-二甲基缬氨酸。氨基酸残基的α-碳的绝对构型是使用先进的马菲方法确定的。苏氨酸，N-甲基苏氨酸和β-羟基苯丙氨酸单元的β-碳上的其他立体异构中心的构型由GITC指定（2,3,4,6-四-O-乙酰基-β- d-吡喃葡萄糖基异硫氰酸酯）衍生化和改进的Mosher方法。我们开发了一种新方法，利用PGME（苯基甘氨酸甲酯）衍生化方法和色谱分析方法确定N，N-二甲基缬氨酸的绝对构型。我们首次成功建立N，N的绝对构型使用PGME的-二甲基缬氨酸将为确定具有完全取代的胺基的氨基酸的绝对构型提供一种通用且方
• New enzyme and method for preparing 4-hydroxyl benzyl alcohol and derivatives thereof
  申请人：COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES

  公开号：EP2886656A1

  公开（公告）日：2015-06-24

  The present invention relates to a new enzyme able to produce 4-hydroxybenzyl alcohol from the amino acid tyrosine and the use thereof for producing 4-hydroxybenzyl alcohol.

  本发明涉及一种能够从氨基酸酪氨酸中产生 4-羟基苄醇的新酶，以及利用其生产 4-羟基苄醇的方法。
• NEW ENZYMES AND METHOD FOR PREPARING 4-HYDROXYL BENZYL ALCOHOL AND DERIVATIVES THEREOF
  申请人：Commissariat à l'Energie Atomique et aux Energies Alternatives

  公开号：EP3083972A2

  公开（公告）日：2016-10-26
• Compositions and Methods Of Use Thereof For Making Polypeptides With Many Instances Of Nonstandard Amino Acids
  申请人：YALE UNIVERSITY

  公开号：US20160355802A1

  公开（公告）日：2016-12-08

  Compositions, systems, and methods for preparation of polypeptides having multiple iterations of non-standard amino acids are provided. The compositions and method can be used to produce recombinant proteins at a greater yield than the same or similar polypeptides made using conventional compositions, systems, and methods. Accordingly, in some embodiments, the polypeptides are ones that could not be made using conventional methods and reagents, or could not be made a sufficient yield or purity to serve a practical purpose using conventional methods and reagents. Polypeptides made using the disclosed compositions, systems, and methods are also provided.
• COMPOSITIONS AND METHODS OF USE THEREOF FOR MAKING POLYPEPTIDES WITH MANY INSTANCES OF NONSTANDARD AMINO ACIDS
  申请人：Yale University

  公开号：US20200190500A1

  公开（公告）日：2020-06-18

  Compositions, systems, and methods for preparation of polypeptides having multiple iterations of non-standard amino acids are provided. The compositions and method can be used to produce recombinant proteins at a greater yield than the same or similar polypeptides made using conventional compositions, systems, and methods. Accordingly, in some embodiments, the polypeptides are ones that could not be made using conventional methods and reagents, or could not be made a sufficient yield or purity to serve a practical purpose using conventional methods and reagents. Polypeptides made using the disclosed compositions, systems, and methods are also provided.