(-)-α-hydroxymethyltyrosine | 55137-55-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (-)-α-hydroxymethyltyrosine
• 英文别名: alpha-Hydroxymethyl-D-tyrosine；(2S)-2-amino-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propanoic acid
• CAS: 55137-55-8；69980-43-4；69980-45-6；134309-86-7
• 化学式: C₁₀H₁₃NO₄
• 分子量: 211.218
• InChiKey: KQAABALABGCGPM-JTQLQIEISA-N

物化性质

• 沸点：
  495.6±45.0 °C(Predicted)
• 密度：
  1.412±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 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：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-benzoylamino-5-p-benzoyloxobenzyl-4-oxo-1,3-dioxane 在 盐酸 、 sodium hydroxide 作用下， 以 丙酮 为溶剂， 反应 8.0h， 生成 (-)-α-hydroxymethyltyrosine
  参考文献：
  名称：

  Synthesis and absolute configuration of (+) α-hydroxymethyltyrosine by X-ray analysis of its N-benzoyl derivative

  摘要：

  Alpha-Hydroxymethyltyrosine has been synthesized by a route involving alpha-hydroxymethylation. Dextrorotatory N-benzoyl-alpha-hydroxymethyltyrosine 4 crystallizes in space group P2(1)2(1)2(1) with cell parameters: a = 13.2266(9), b = 16.1099(9), c = 7.4475(5) angstrom, V = 15.86.9(2) angstrom-3, Z = 4. The structure was solved by direct methods and refined to R = 0.047 and R(w) = 0.066 with 1549 independent and 956 hklBAR reflections. The absolute configuration of 1 was determined as R by the application of Hamilton test and by the estimation of the Bijvoet coefficient B. Just as in N-benzoyl-alpha-methylcysteine (Wieczorek et al., 1989), the alpha-amino acid residue adopts the C5 ring conformation similar to the fully extended form. The two side chains also adopt an extended conformation around the C-alpha atom.

  DOI：

  10.1007/bf01161067

文献信息

• METHOD FOR PRODUCING SERINE DERIVATIVE AND PROTEIN USED FOR THE SAME
  申请人：Kuroda Shinji

  公开号：US20100317068A1

  公开（公告）日：2010-12-16

  The present invention describes a method for generating a serine derivative and an optically active isomer thereof by a convenient technique, and an enzyme and the like useful in the method. In the presence of the following protein (A) and/or (B) having an enzymatic activity, an α-amino acid is reacted with an aldehyde to form a serine derivative: (A) a protein comprising the amino acid sequence of SEQ ID NO:5, and (B) a protein comprising an amino acid sequence of SEQ ID NO: 5, but which includes substitution, deletion, insertion and addition of one or more amino acids and is able to catalyze the reaction to form the serine derivative.

  本发明描述了一种通过方便的技术生成丝氨酸衍生物及其光学活性异构体的方法，以及在该方法中有用的酶等。在具有以下酶活性的蛋白质（A）和/或（B）的存在下，α-氨基酸与醛反应形成丝氨酸衍生物：（A）包含SEQ ID NO:5氨基酸序列的蛋白质，和（B）包含SEQ ID NO:5氨基酸序列，但包括一个或多个氨基酸的置换、删除、插入和添加，并能催化反应形成丝氨酸衍生物。
• PROCESS FOR PRODUCTION OF SERINE DERIVATIVE, AND PROTEIN FOR USE IN THE PROCESS
  申请人：Ajinomoto Co., Inc.

  公开号：EP2239335B1

  公开（公告）日：2013-02-27
• US8372607B2
  申请人：——

  公开号：US8372607B2

  公开（公告）日：2013-02-12
• Synthesis and absolute configuration of (+) α-hydroxymethyltyrosine by X-ray analysis of its N-benzoyl derivative
  作者：Wanda Wieczorek、Maria Bukowska-Strzyżewska、Mirosław T. Leplawy、Aleksandra Olma

  DOI：10.1007/bf01161067

  日期：1991.4

  Alpha-Hydroxymethyltyrosine has been synthesized by a route involving alpha-hydroxymethylation. Dextrorotatory N-benzoyl-alpha-hydroxymethyltyrosine 4 crystallizes in space group P2(1)2(1)2(1) with cell parameters: a = 13.2266(9), b = 16.1099(9), c = 7.4475(5) angstrom, V = 15.86.9(2) angstrom-3, Z = 4. The structure was solved by direct methods and refined to R = 0.047 and R(w) = 0.066 with 1549 independent and 956 hklBAR reflections. The absolute configuration of 1 was determined as R by the application of Hamilton test and by the estimation of the Bijvoet coefficient B. Just as in N-benzoyl-alpha-methylcysteine (Wieczorek et al., 1989), the alpha-amino acid residue adopts the C5 ring conformation similar to the fully extended form. The two side chains also adopt an extended conformation around the C-alpha atom.