N,2-二羟基-N-苯基乙酰胺 | 64700-54-5

• 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
• 中文名称: N,2-二羟基-N-苯基乙酰胺
• 英文名称: N-phenylglycolohydroxamic acid
• 英文别名: N,2-Dihydroxy-N-phenylacetamide
• CAS: 64700-54-5
• 化学式: C₈H₉NO₃
• 分子量: 167.164
• InChiKey: DNLPSBAUYAILDP-UHFFFAOYSA-N

物化性质

• 熔点：
  64.5-65.5 °C
• 沸点：
  332.5±44.0 °C(Predicted)
• 密度：
  1.398±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  亚硝基苯 生成 N,2-二羟基-N-苯基乙酰胺
  参考文献：
  名称：

  CORBETT M. D.; CORBETT B. R., BIOCHEM. PHARMACOL., 35,(1986) N 20, 3613-3621

  摘要：

  DOI：

文献信息

• Transketolase Catalyzed Synthesis of <i>N</i> ‐Aryl Hydroxamic Acids
  作者：Inés Fúster Fernández、Laurence Hecquet、Wolf‐Dieter Fessner

  DOI：10.1002/adsc.202101100

  日期：2022.2

  yield N-arylated hydroxamic acids. Here we demonstrate that wild-type and variants of this versatile TKgst enzyme indeed induce the rapid biocatalytic conversion of variously p-, m- and o-substituted nitrosoarenes to produce a variety of corresponding N-aryl hydroxamic acids via creation of a carbon-nitrogen instead of a carbon-carbon bond. Further structural modifications can be introduced by varying

  异羟肟酸是一种金属螯合化合物，具有重要的生物活性，包括抗肿瘤作用。我们最近设计了来自Geobacillus stearothermopilus (TK gst ) 的转酮醇酶，以将苯甲醛转化为非天然受体底物。认识到与亚硝基苯的结构和电子相似性，我们研究了 TK 催化的亚硝基芳烃转化为N-芳基化异羟肟酸。在这里，我们证明了这种多功能 TK gst酶的野生型和变体确实诱导各种p-、m-和o-取代的亚硝基芳烃的快速生物催化转化，以产生各种相应的N-芳基异羟肟酸通过产生碳-氮而不是碳-碳键。通过改变供体组分，例如羟基丙酮酸或丙酮酸，可以引入进一步的结构修饰。
• Enzymatic and Mechanistic Studies on the Formation of <i>N</i>-Phenylglycolohydroxamic Acid from Nitrosobenzene and Pyruvate in Spinach Leaf Homogenate
  作者：Ryosuke Tatsunami、Tadao Yoshioka

  DOI：10.1021/jf051969f

  日期：2006.1.1

  The biotransformation mechanism of an unknown metabolite formed enzymatically from nitrosobenzene (NOB) and pyruvate in spinach (Spinacea oleracea L.) was investigated using spinach leaf homogenate. The unknown metabolite was identified as N-phenylglycolohydroxamic acid (PGA). The activity of PGA formation was decreased by L-alanine, increased by L-serine, and completely inhibited by aminooxyacetic acid, an inhibitor of transaminases. These results indicate that the transaminase participates in PGA formation. Indeed, hydroxypyruvate and alanine were produced in the transamination between pyruvate and serine. Hydroxypyruvate served as a direct-acting glycoloyl donor for PGA formation. A good correlation between the activities of the 200g supernatant of spinach homogenate and commercial yeast transketolase for PGA formation from several glycoloyl donors was obtained. These results suggest the following mechanism for PGA formation from NOB and pyruvate: transamination Of L-serine into hydroxypyruvate, which serves as a glycoloyl donor to NOB.
• THE PREPARATION OF CHIRAL CIS-5-AMINO-2-CYCLOPENTEN-1-OL DERIVATIVES
  申请人：Chirotech Technology Limited

  公开号：EP1155005B1

  公开（公告）日：2004-02-25
• US6479694B1
  申请人：——

  公开号：US6479694B1

  公开（公告）日：2002-11-12
• [EN] THE PREPARATION OF CHIRAL cis-5-AMINO-2-CYCLOPENTEN-1-OL DERIVATIVES<br/>[FR] PREPARATION DE DERIVES DE CHIRALE CIS-5-AMINO-2-CYCLOPENTEN-1-OL
  申请人：CHIROTECH TECHNOLOGY LTD

  公开号：WO2000050412A1

  公开（公告）日：2000-08-31

  A process for the preparation of a cyclic carbamate of formula (1), comprises treatment of a cyclopentene of formula (2) wherein R1 is H or an organic group of up to 20 C atoms and R2 is C¿1-10? alkyl, aralkyl or aryl, with a source of halogen and a base.