3-deoxy-D-ribHex(a1-6)3-deoxy-D-ribHex(a1-6)Glc(a1-4)Glc

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-deoxy-D-ribHex(a1-6)3-deoxy-D-ribHex(a1-6)Glc(a1-4)Glc
• 英文别名: (3R,4R,5S,6R)-5-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,5S,6R)-6-[[(2S,3R,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,4-triol
• 化学式: C₂₄H₄₂O₁₉
• 分子量: 634.586
• InChiKey: DBGAYTMTKJLRNW-IQOSYXLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -7.1
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  307
• 氢给体数：
  12
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  麦芽糖 、 3-deoxysucrose 在 GTF-S 作用下， 反应 168.0h， 生成 果糖 、 3-deoxy-D-ribHex(a1-6)3-deoxy-D-ribHex(a1-6)Glc(a1-4)Glc
  参考文献：
  名称：

  Inhibition- and acceptor-reaction studies of streptococcus mutans 6715 glucosyltransferases with 3-deoxysucrose, 3-deoxy-3-fluorosucrose, and α-dallopyranosyl β-d-fructofuranoside

  摘要：

  Three new sucrose analogs modified at C-3 have been studied as inhibitors and substrates for the glucosyltransferases (glucansucrases) of Streptococcus mutans 6715. Although none of the analogs were found to be substrates for polymer synthesis with either the soluble-polysaccharide producing enzyme, GTF-S, or the insoluble-polysaccharide producing enzyme, GTF-I, 3-deoxysucrose and 3-deoxy-3-fluorosucrose were able to donate glycosyl residues for acceptor reactions with both enzymes. Modification at C-3 considerably decreased the binding at the active site of both enzymes, since all of the analogs had inhibition constants at least one order of magnitude greater than the Km value for sucrose.

  DOI：

  10.1016/s0008-6215(00)90035-1

文献信息

• Inhibition- and acceptor-reaction studies of streptococcus mutans 6715 glucosyltransferases with 3-deoxysucrose, 3-deoxy-3-fluorosucrose, and α-dallopyranosyl β-d-fructofuranoside
  作者：Thomas P. Binder、John F. Robyt

  DOI：10.1016/s0008-6215(00)90035-1

  日期：1986.10

  Three new sucrose analogs modified at C-3 have been studied as inhibitors and substrates for the glucosyltransferases (glucansucrases) of Streptococcus mutans 6715. Although none of the analogs were found to be substrates for polymer synthesis with either the soluble-polysaccharide producing enzyme, GTF-S, or the insoluble-polysaccharide producing enzyme, GTF-I, 3-deoxysucrose and 3-deoxy-3-fluorosucrose were able to donate glycosyl residues for acceptor reactions with both enzymes. Modification at C-3 considerably decreased the binding at the active site of both enzymes, since all of the analogs had inhibition constants at least one order of magnitude greater than the Km value for sucrose.