grincamycin O | 1444866-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: grincamycin O
• 英文别名: (3R)-4-[1,5-dihydroxy-6-[(2R,4R,5S,6R)-4-hydroxy-5-[(2S,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-9,10-dioxoanthracen-2-yl]-3-[(2S,5S,6S)-5-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-methylbutanoic acid
• CAS: 1444866-67-4
• 化学式: C₄₉H₆₆O₁₈
• 分子量: 943.052
• InChiKey: RUYQIUMGHTZTBA-TUOOXNMZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  67
• 可旋转键数：
  13
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  256
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  grincamycin O 在 三羟甲基氨基甲烷盐酸盐 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以2 mg的产率得到
  参考文献：
  名称：

  Identification of the Grincamycin Gene Cluster Unveils Divergent Roles for GcnQ in Different Hosts, Tailoring the l-Rhodinose Moiety

  摘要：

  The gene cluster responsible for grincamycin (GCN, 1) biosynthesis in Streptomyces lusitanus SCSIO LR32 was identified; heterologous expression of the GCN cluster in S. coelicolor M512 yielded P-1894B (1b) as a predominant product. The Delta gcnQ mutant accumulates intermediate la and two shunt products 2a and 3a bearing L-rhodinose for L-cinerulose A substitutions. In vitro data demonstrated that GcnQ is capable of iteratively tailoring the two L-rhodinose moieties into L-aculose moieties, supporting divergent roles of GcnQ in different hosts.

  DOI：

  10.1021/ol401253p
• 作为产物：
  描述：

  在 水 、 溶剂黄146 作用下， 反应 2.0h， 生成 grincamycin O
  参考文献：
  名称：

  Identification of the Grincamycin Gene Cluster Unveils Divergent Roles for GcnQ in Different Hosts, Tailoring the l-Rhodinose Moiety

  摘要：

  The gene cluster responsible for grincamycin (GCN, 1) biosynthesis in Streptomyces lusitanus SCSIO LR32 was identified; heterologous expression of the GCN cluster in S. coelicolor M512 yielded P-1894B (1b) as a predominant product. The Delta gcnQ mutant accumulates intermediate la and two shunt products 2a and 3a bearing L-rhodinose for L-cinerulose A substitutions. In vitro data demonstrated that GcnQ is capable of iteratively tailoring the two L-rhodinose moieties into L-aculose moieties, supporting divergent roles of GcnQ in different hosts.

  DOI：

  10.1021/ol401253p