2,4-Dihydroxy-6H-pyran-3-one | 144218-61-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2,4-Dihydroxy-6H-pyran-3-one
• 英文别名: 4,6-dihydroxy-2H-pyran-5-one
• CAS: 144218-61-1
• 化学式: C₅H₆O₄
• 分子量: 130.1
• InChiKey: QIVMQHBZDBMHPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  D-threo-pentos-2-ulose 在 sodium phosphate 作用下， 生成 2,4-Dihydroxy-6H-pyran-3-one
  参考文献：
  名称：

  Synthesis of the antibiotic cortalcerone from d-glucose using pyranose 2-oxidase and a novel fungal enzyme, aldos-2-ulose dehydratase

  摘要：

  Using two enzymes purified from the white-Tot fungus, PoLyporus obtusus, 5% solutions Of D-glucose have been quantitatively converted in vitro into D-arabino-hexos-2-ulose (D-glucosone) and subsequently into a compound having antimicrobial activity. The antibiotic has been shown by nuclear magnetic resonance and mass spectroscopy to be chemically identical to a previously described fungal metabolite known as cortalcerone. Based on kinetic analysis of the synthetic process, a pathway for the biosynthesis of cortalcerone is proposed, involving both chemical rearrangement and enzymically catalyzed steps. Two enzymes, pyranose 2-oxidase and a previously uncharacterized D-arabino-hexos-2-ulose-utilizing enzyme, may be sufficient for the biosynthesis of cortalcerone from glucose in vivo. The D-arabino-hexos-2-ulose-utilizing enzyme dehydrates certain aldosuloses and has been named aldos-2-ulose dehydratase. The enzyme, which appears to be a dimer of 95-kDa subunits, has been purified 450-fold. Additional properties of aldos-2-ulose dehydratase are described, including its apparent ability to catalyze two different steps in the proposed biosynthetic pathway for cortalcerone.

  DOI：

  10.1016/s0008-6215(00)90994-7