6-Hydroxybentazone

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 6-Hydroxybentazone
• 英文别名: 5-hydroxy-2,2-dioxo-3-propan-2-yl-1H-2lambda6,1,3-benzothiadiazin-4-one；5-hydroxy-2,2-dioxo-3-propan-2-yl-1H-2λ6,1,3-benzothiadiazin-4-one
• 化学式: C₁₀H₁₂N₂O₄S
• 分子量: 256.282
• InChiKey: YBYACIFUEDYMKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 6-Hydroxybentazone 在 soybean 6-hydroxybentazone glucosyltransferase 作用下， 以 水 为溶剂， 生成 6-O-Glucosylbentazone
  参考文献：
  名称：

  Xenobiotic glucosyltransferase activity from suspension-culturedGlycine maxcells

  摘要：

  AbstractProteins extracted from suspension‐cultured soybean (Glycine max (L.) Merr. Corsoy 79) cells contained O‐ and N‐glucosyltransferases (GTs; EC 2.4.1) that catalyzed glucosylation of several xenobiotic compounds including (a) the hydroxylated herbicide metabolites 6‐hydroxybentazone (B‐6‐OH), 8‐hydroxybentazone and 5‐hydroxydiclofop (b) the herbicide chloramben and (c) the environmental contaminants 2,4‐dichlorophenol and 3,4‐dichloroaniline. The O‐GT that catalyzes B‐6‐OH glucosylation, UDP‐glucose: B‐6‐OH glucosyltransferase (B6GT), was chosen for further study. A rapid and sensitive B6GT assay was developed that uses ethyl acetate extraction to separate the product 6‐O‐[14C]glucosylbentazone from the glucose donor uridine[5′]diphospho‐[1]‐α‐D‐[U‐14C]glucose. B6GT, recovered in the soluble protein fraction, was extracted in consistently high amounts from Corsoy 79 cells cultured for one to seven days. 2‐Mercaptoethanol in the extraction buffer increased B6GT activity as did sodium, potassium, calcium, magnesium or manganese(II) chlorides in the assay buffer. B6GT activity in an ammonium sulfate fraction (30–50% saturation pellet) displayed two pH optima, one at pH 5.5 and another at pH 10 to 11. Apparent Km values for UDP‐glucose and B‐6‐OH in the ammonium sulfate fraction were 90 and 4.5μM, respectively. Thus, we have partially characterized glucosylation of B‐6‐OH, one example of the several xenobiotic GT activities present in Corsoy 79 soybean.

  DOI：

  10.1002/ps.2780430105

文献信息

• Xenobiotic glucosyltransferase activity from suspension-cultured<i>Glycine max</i>cells
  作者：Eric R. Gallandt、Nelson E. Balke

  DOI：10.1002/ps.2780430105

  日期：1995.1

  AbstractProteins extracted from suspension‐cultured soybean (Glycine max (L.) Merr. Corsoy 79) cells contained O‐ and N‐glucosyltransferases (GTs; EC 2.4.1) that catalyzed glucosylation of several xenobiotic compounds including (a) the hydroxylated herbicide metabolites 6‐hydroxybentazone (B‐6‐OH), 8‐hydroxybentazone and 5‐hydroxydiclofop (b) the herbicide chloramben and (c) the environmental contaminants 2,4‐dichlorophenol and 3,4‐dichloroaniline. The O‐GT that catalyzes B‐6‐OH glucosylation, UDP‐glucose: B‐6‐OH glucosyltransferase (B6GT), was chosen for further study. A rapid and sensitive B6GT assay was developed that uses ethyl acetate extraction to separate the product 6‐O‐[14C]glucosylbentazone from the glucose donor uridine[5′]diphospho‐[1]‐α‐D‐[U‐14C]glucose. B6GT, recovered in the soluble protein fraction, was extracted in consistently high amounts from Corsoy 79 cells cultured for one to seven days. 2‐Mercaptoethanol in the extraction buffer increased B6GT activity as did sodium, potassium, calcium, magnesium or manganese(II) chlorides in the assay buffer. B6GT activity in an ammonium sulfate fraction (30–50% saturation pellet) displayed two pH optima, one at pH 5.5 and another at pH 10 to 11. Apparent Km values for UDP‐glucose and B‐6‐OH in the ammonium sulfate fraction were 90 and 4.5μM, respectively. Thus, we have partially characterized glucosylation of B‐6‐OH, one example of the several xenobiotic GT activities present in Corsoy 79 soybean.