5,6-二氢-2H-1,4-噻嗪-3-羧酸 | 68006-11-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 5,6-二氢-2H-1,4-噻嗪-3-羧酸
• 英文名称: 3,4-Dehydrothiomorpholine-3-carboxylic acid
• 英文别名: 3,6-dihydro-2H-1,4-thiazine-5-carboxylic acid
• CAS: 68006-11-1
• 化学式: C₅H₇NO₂S
• mdl: MFCD19231523
• 分子量: 145.182
• InChiKey: HRXJCQXGAHSUJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  75
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-[(2-氨基乙基)硫代]-L-丙氨酸 在 snake venom type VI L-amino acid oxidase 作用下， 以 various solvent(s) 为溶剂， 生成 5,6-二氢-2H-1,4-噻嗪-3-羧酸
  参考文献：
  名称：

  Enzymatic synthesis of cyclic amino acids by N-methyl-l-amino acid dehydrogenase from Pseudomonas putida

  摘要：

  A new enzymatic system for the synthesis of enantiomerically pure cyclic amino acids (CAA) from the corresponding diamino acids or racemic CAA is described. alpha,omega-Diamino acids were oxidized to alpha-keto acids with amino acid oxidases (AAO). The alpha-keto acids were spontaneously transformed into cyclic imino acids in the reaction medium. The resulting imines were reduced to the L-form CAA with N-methyl-L-amino acid dehydrogenase (NMAADH) from Pseudomonas putida ATCC12633 using NADPH as a cofactor. L-Form CAA were also obtained from racemic CAA using D-amino-acid oxidase and NMAADH. Using this method, a new compound [1,4]thiazepane-3-carboxylic acid (Fig. 1) was synthesized from aminopropylcystein. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2006.07.005

文献信息

• Enzymatic synthesis of cyclic amino acids by N-methyl-l-amino acid dehydrogenase from Pseudomonas putida
  作者：Mari Yasuda、Makoto Ueda、Hisashi Muramatsu、Hisaaki Mihara、Nobuyoshi Esaki

  DOI：10.1016/j.tetasy.2006.07.005

  日期：2006.7

  A new enzymatic system for the synthesis of enantiomerically pure cyclic amino acids (CAA) from the corresponding diamino acids or racemic CAA is described. alpha,omega-Diamino acids were oxidized to alpha-keto acids with amino acid oxidases (AAO). The alpha-keto acids were spontaneously transformed into cyclic imino acids in the reaction medium. The resulting imines were reduced to the L-form CAA with N-methyl-L-amino acid dehydrogenase (NMAADH) from Pseudomonas putida ATCC12633 using NADPH as a cofactor. L-Form CAA were also obtained from racemic CAA using D-amino-acid oxidase and NMAADH. Using this method, a new compound [1,4]thiazepane-3-carboxylic acid (Fig. 1) was synthesized from aminopropylcystein. (c) 2006 Published by Elsevier Ltd.