Trehalose → (2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal
Reaction equation
[CH2:1]([OH:23])[C@H:2]1[O:7][C@H:6]([O:8][C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H:5]([OH:20])[C@@H:4]([OH:21])[C@@H:3]1[OH:22]>S(=O)(=O)(O)O>[O:8]=[CH:6][C@@H:5]([C@H:4]([C@@H:3]([C@@H:2]([CH2:1][OH:23])[OH:7])[OH:22])[OH:21])[OH:20]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
The 250 MHz proton NMR spectral patterns of the white powder thus obtained are identical with those of commercially available trehalose. The white powder is found negative in the Somogyi-Nelson reducing sugar test. Furthermore, the white powder is dissolved in 0.05 N sulfuric acid to make a 20 mM solution, heated at 100° C. for 15 hours in a closed container to give 37 mM glucose according to an HPLC measurement.
Workup
- customThe 250 MHz proton NMR spectral patterns of the white powder thus obtained
Sources & evidence
- ORD record
- ord-38aa3c230bc84a058d8dcfeb682d692b
- Source dataset
- uspto-grants-1996_10
- Patent number
- US05565341
Reaction notes
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