S-2-acetamidoethyl naphthalene-2-carbothioate | 1176835-01-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-2-acetamidoethyl naphthalene-2-carbothioate
• 英文别名: S-(2-acetamidoethyl) naphthalene-2-carbothioate
• CAS: 1176835-01-0
• 化学式: C₁₅H₁₅NO₂S
• 分子量: 273.356
• InChiKey: ZGNMANORRWRAHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  71.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-2-acetamidoethyl naphthalene-2-carbothioate 在 1,4-dithio-D,L-threitol 、 chalcone synthase, immobilized onto Ni-nitrilotriacetic acid agarose 、 malonyl-CoA synthetase, immobilized onto glutathione-sepharose 、 sodium malonate 、 adenosine 5'-triphosphate disodium salt 、 辅酶 A 、 magnesium chloride 作用下， 反应 72.0h， 以10%的产率得到4-hydroxy-6-(2-naphthyl)-2H-pyran-2-one
  参考文献：
  名称：

  In Vitro Precursor-Directed Synthesis of Polyketide Analogues with Coenzyme A Regeneration for the Development of Antiangiogenic Agents

  摘要：

  Polyketide analogues are produced via in vitro reconstruction of a precursor-directed polyketide biosynthetic pathway. Malonyl-CoA synthetase (MCS) was used in conjunction with chalcone synthase (CHS), thereby allowing efficient use of synthetic starter molecules and malonate as extender. Coenzyme-A was recycled up to 50 times. The use of a simple immobilization procedure resulted in up to a 30-fold higher yield of pyrone CHS products than that obtained with the free enzyme solutions.

  DOI：

  10.1021/ol901243e
• 作为产物：
  描述：

  N-乙酰基半胱胺 、 2-萘甲酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 S-2-acetamidoethyl naphthalene-2-carbothioate
  参考文献：
  名称：

  In Vitro Precursor-Directed Synthesis of Polyketide Analogues with Coenzyme A Regeneration for the Development of Antiangiogenic Agents

  摘要：

  Polyketide analogues are produced via in vitro reconstruction of a precursor-directed polyketide biosynthetic pathway. Malonyl-CoA synthetase (MCS) was used in conjunction with chalcone synthase (CHS), thereby allowing efficient use of synthetic starter molecules and malonate as extender. Coenzyme-A was recycled up to 50 times. The use of a simple immobilization procedure resulted in up to a 30-fold higher yield of pyrone CHS products than that obtained with the free enzyme solutions.

  DOI：

  10.1021/ol901243e