Hexose → alcium lactobionate

HRID 2405554Notes

Reaction equation

HRID 2405554 reaction equation
P([O-])([O-])([O-])=O.[OH:6][CH:7]1[O:26][C@H:25]([CH2:27][OH:28])[C@@H:12]([O:13][C@@H:14]2[O:22][C@H:21]([CH2:23][OH:24])[C@H:19]([OH:20])[C@H:17]([OH:18])[C@H:15]2[OH:16])[C@H:10]([OH:11])[C@H:8]1[OH:9].C([O-])([O-])=[O:30].[Ca+2:33].C(O)C1[O:40]C(O)C(O)C(O)C1O>O>[CH2:23]([OH:24])[C@H:21]1[O:22][C@@H:14]([O:13][C@@H:12]([C@H:10]([OH:11])[C@@H:8]([OH:9])[C:7]([O-:26])=[O:6])[C@H:25]([OH:30])[CH2:27][OH:28])[C@H:15]([OH:16])[C@@H:17]([OH:18])[C@H:19]1[OH:20].[CH2:23]([OH:24])[C@H:21]1[O:22][C@@H:14]([O:13][C@@H:12]([C@H:10]([OH:11])[C@@H:8]([OH:9])[C:7]([O-:26])=[O:6])[C@H:25]([OH:40])[CH2:27][OH:28])[C@H:15]([OH:16])[C@@H:17]([OH:18])[C@H:19]1[OH:20].[Ca+2:33]

Participants

6

Reactant 4

HCID 206HexoseHCID 1061PhosphateHCID 10112Calcium Carbonate2×HCID 440995(+)-Lactose

Product 1

HCID 11170166alcium lactobionate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In 5 L of a 10 mM phosphate buffer solution (pH 7.0) containing 1000 g of lactose and 825 g of CaCO3, 200 g of GRINGAMYL SURE BAKE 800 (manufactured by DANISCO, a recombinant enzyme of marine algae-origin hexose oxidase) was suspended to give a liquid reaction mixture. This liquid reaction mixture was allowed to react under stirring and aerating (blowing air at a rate of 0.5 times by volume as much as the liquid reaction mixture per minute) for 2 days at 30° C. Then, the liquid reaction mixture was centrifuged (10,000 rpm, 30 minutes at 4° C.) to thereby remove CaCO3. The obtained supernatant was supplied into an active carbon column (5 cm (diameter)×40 cm) having been equilibrated with deionized water and eluted with 1500 ml of deionized water. The eluate was collected, concentrated to 300 mL under reduced pressure and then precipitated by adding ethanol 2.3 times as much. The precipitate was dried under reduced pressure to thereby give 1020 g of calcium lactobionate.

Workup

  1. customto give
  2. customa liquid reaction mixture
  3. customThis liquid reaction mixture
  4. customto react
  5. custommuch as the liquid reaction mixture per minute) for 2 days at 30° C
  6. customThen, the liquid reaction mixture
  7. custom(10,000 rpm, 30 minutes at 4° C.)
  8. washeluted with 1500 ml of deionized water
  9. customThe eluate was collected
  10. concentrationconcentrated to 300 mL under reduced pressure
  11. customprecipitated
  12. additionby adding ethanol 2.3 times as much
  13. customThe precipitate was dried under reduced pressure

Sources & evidence

ORD record
ord-177f31f5057c4b0db72a56fd0fc8f95f
Source dataset
uspto-grants-2014_08
Patent number
US08808728B2

Reaction notes

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