1-S-trityl-2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranose | 130718-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1-S-trityl-2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranose
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-tritylsulfanyloxan-2-yl]methyl acetate
• CAS: 130718-52-4
• 化学式: C₃₃H₃₄O₉S
• 分子量: 606.694
• InChiKey: CBQZTWVIRWFKLU-HXBJCGEWSA-N

物化性质

• 沸点：
  651.6±55.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.79
• 重原子数：
  43.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  114.43
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1-S-trityl-2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranose 在 硫化氢 、 乙酸苯汞 作用下， 生成
  参考文献：
  名称：

  First synthesis of alpha glucosinolates

  摘要：

  DOI：

  10.1016/s0040-4039(00)97490-2

文献信息

• Chemoenzymatic Syntheses of Linear and Branched Hemithiomaltodextrins as Potential Inhibitors for Starch-Debranching Enzymes
  作者：Lionel Greffe、Morten T. Jensen、Florent Chang-Pi-Hin、Sandra Fruchard、Michael J. O'Donohue、Birte Svensson、Hugues Driguez

  DOI：10.1002/1521-3765(20021202)8:23<5447::aid-chem5447>3.0.co;2-h

  日期：2002.12.2

  Oligosaccharides embodying the S-maltosyl-6-thiomaltosyl structure have been readily synthesised by using convergent chemoenzymatic approaches. The key steps for the preparation of these molecules involved: 1) transglycosylation reactions of maltosyl fluorides onto suitable acceptors catalysed by the bacterial transglycosylase, cyclodextrin glycosyltransferase (CGTase), and 2) the S(N)2-type displacement of a 6-halide from acetylated acceptors by activated 1-thioglycoses. The target molecules, which were obtained in good overall yields, proved to be useful for investigating substrate binding in the active sites of several enzymes that act upon the alpha-1,6-linkage of pullulan and/or amylopectin. The compounds exhibit K-i values in the 2.5-1350 muM range with the different enzymes, and the highest affinity found by using these molecules was seen for the pullulanase from Bacillus acidopullulyticus. Both barley-malt limit dextrinase and pullulanase type II from Thermococcus hydrothermalis only recognised the longest linear thiooligosaccharide, while a branched heptasaccharide was the strongest inhibitor of pullulanase from Klebsiella planticola.
• BLANC-MUESSER, M.;DRIGUEZ, H.;JOSEPH, B.;VIAUD, M. C.;ROLLIN, P., TETRAHEDRON LETT. , 31,(1990) N7, C. 3867-3868
  作者：BLANC-MUESSER, M.、DRIGUEZ, H.、JOSEPH, B.、VIAUD, M. C.、ROLLIN, P.

  DOI：——

  日期：——