4-<<<2-hydroxyphenyl>methyl>amino>butanoic acid | 2171-71-3

• 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: 4-<<<2-hydroxyphenyl>methyl>amino>butanoic acid
• 英文别名: N-(2-hydroxybenzyl)-γ-aminobutyric acid；N-(2-hydroxybenzyl)-4-aminobutyric acid；4-[(2-Hydroxyphenyl)methylamino]butanoic acid
• CAS: 2171-71-3
• 化学式: C₁₁H₁₅NO₃
• 分子量: 209.245
• InChiKey: JUFLWPXDUFFPCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 4-<<<2-hydroxyphenyl>methyl>amino>butanoic acid 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以86%的产率得到2-(3,4-dihydro-1,3-benzoxazin-3-yl)butanoic acid
  参考文献：
  名称：

  Transition-state analogues as inhibitors for GABA-aminotransferase

  摘要：

  Our previous calculations on the reaction catalysed by GABA-aminotransferase (GABA-T) have been utilized in this work in order to synthesize a series of reversible inhibitors of this enzyme. The synthesized transition-state analogues and their precursors inhibited GABA-T competitively in both the holoenzyme and apoenzyme at 10(-3) and 10(-5) M, respectively. In the case of the holoenzyme, the transition-state analogue series (the conformationally restricted series) gave a significant increase in inhibition values over the open (less conformationally restricted) series.

  DOI：

  10.1016/0223-5234(91)90022-f
• 作为产物：
  描述：

  水杨醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 4-<<<2-hydroxyphenyl>methyl>amino>butanoic acid
  参考文献：
  名称：

  Transition-state analogues as inhibitors for GABA-aminotransferase

  摘要：

  Our previous calculations on the reaction catalysed by GABA-aminotransferase (GABA-T) have been utilized in this work in order to synthesize a series of reversible inhibitors of this enzyme. The synthesized transition-state analogues and their precursors inhibited GABA-T competitively in both the holoenzyme and apoenzyme at 10(-3) and 10(-5) M, respectively. In the case of the holoenzyme, the transition-state analogue series (the conformationally restricted series) gave a significant increase in inhibition values over the open (less conformationally restricted) series.

  DOI：

  10.1016/0223-5234(91)90022-f

文献信息

• Syntheses, structural properties and catecholase activity of copper(<scp>ii</scp>) complexes with reduced Schiff base N-(2-hydroxybenzyl)-amino acids
  作者：Chang-Tong Yang、Muthalagu Vetrichelvan、Xiandong Yang、Boujemaa Moubaraki、Keith S. Murray、Jagadese J. Vittal

  DOI：10.1039/b310262a

  日期：——

  by aqua ligands. In 10 and 11 one axial site is occupied by water and the other by an oxygen atom of the carboxylate group from the adjacent dimer through oxygen atoms to form 1D helical polymer. Variable temperature magnetic measurements of the dimer 4 and helical polymer 10 showed that they are typical for moderately strong antiferromagnetic coupling. All the complexes show significant catalytic activity

  还原的许多Dicopper（II）配合物希夫碱 配体，N-（2-羟基苄基）-氨基酸[Cu 2 L 2（H 2 O）x ]· y H 2 O（L = Sgly（1），D -Sala（2），L -Sala（3），DL -Sala（4），SAB2（5），Sbal（6），Sab4（7），SVAL（8），史氏岩石（9），Styr（10）和Stryp（11），X = 0-2 ÿ = 0-2）已被合成，并且固态结构4，5，10和11已被确定。化合物4和5是双核的，其中Cu（II）中心具有方形锥体的几何形状，其顶端位点被水占据。配体。在10和11中，一个轴向位置被水 另一个由相邻的二聚体中的羧酸根基团的氧原子通过氧原子形成一维螺旋状 聚合物。二聚体4和螺旋形的可变温度磁性测量聚合物 图10显示它们对于中等强度的反铁磁耦合是典型的。所有的配合物都显示出明显的催化活性。氧化作用 的 3,5-二叔丁基邻苯二酚。
• Synthesis and structural behavior of ternary copper(II) complexes containing reduced Schiff base N-(2-hydroxybenzyl)-4-aminobutyric acid and 1,10-phenanthroline
  作者：Chang-Tong Yang、Jagadese J Vittal

  DOI：10.1016/s0020-1693(02)01269-0

  日期：2003.2

  Abstract Ternary copper(II) complexes containing reduced Schiff base ligand N -(2-hydroxybenzyl)-4-aminobutyric acid (H 2 Sab4) and 1,10-phenanthroline (phen) have been synthesized and characterized. Compound [Cu(Sab4)(phen)(H 2 O)] · 5H 2 O ( 1 ) was prepared from Cu(OAc) 2 · H 2 O, H 2 Sab4, phen, and LiOH in the ratio 1:1:1:2 in H 2 O–MeOH. Green crystals of [Cu 3 (Sab4) 2 (phen)(H 2 O) 2 ](ClO

  摘要合成并表征了含有还原的席夫碱配体N-（2-羟基苄基）-4-氨基丁酸（H 2 Sab4）和1,10-菲咯啉（phen）的三元铜（II）配合物。由Cu（OAc）2·H 2 O，H 2 Sab4，phen和LiOH以1：1的比例制备化合物[Cu（Sab4）（phen）（H 2 O）]·5H 2 O（1）：在H 2 O–MeOH中为1：2。首先从Cu（ClO 4）2·H 2 O，H 2中分离出[Cu 3（Sab4）2（phen）（H 2 O）2]（ClO 4）2·0.5H 2 O（2）的绿色晶体。 Sab4，phen和LiOH的比例为1：1：1：1。在一周内，滤液提供了[Cu（H 2 Sab4）2（phen）]（ClO 4）2（3）的深蓝色菱面体晶体。当碱的比例增加一倍时，[Cu 2（Sab4）（phen）3]（ClO 4）2·3H 2 O（4）是唯一分离出的产物。已经确定了1、3和4的晶体结
• Lurie, E. Yu.; Kaplun, A. P.; Kulakov, V. N., Russian Journal of Bioorganic Chemistry, 1995, vol. 21, # 4, p. 264 - 268
  作者：Lurie, E. Yu.、Kaplun, A. P.、Kulakov, V. N.、Shvets, V. I.

  DOI：——

  日期：——
• Transition-state analogues as inhibitors for GABA-aminotransferase
  作者：MN Iskander、PR Andrews、DA Winkler、RI Brinkworth、C Di Paola、S Cavell、J Issa

  DOI：10.1016/0223-5234(91)90022-f

  日期：1991.3

  Our previous calculations on the reaction catalysed by GABA-aminotransferase (GABA-T) have been utilized in this work in order to synthesize a series of reversible inhibitors of this enzyme. The synthesized transition-state analogues and their precursors inhibited GABA-T competitively in both the holoenzyme and apoenzyme at 10(-3) and 10(-5) M, respectively. In the case of the holoenzyme, the transition-state analogue series (the conformationally restricted series) gave a significant increase in inhibition values over the open (less conformationally restricted) series.