Dihydroxyacetone Phosphate → 6-azido-6-deoxy-D-xylo-hexulose

DHAP (0.5 mmole) was added to an aqueous solution of (R)-3-azido-2-hydroxypropanal (1 mmole in 40 ml) and the pH value adjusted to 7.0 with 10N NaOH. To this solution was added fuculose-1-phosphate aldolase from E. coli (4 g), which had been treated with egg white lysozyme (40 mg) in Tris buffer (pH 7.5, 25 ml) for 1 hour at 35° C., to form a mixture and the mixture stirred slowly for 2 days. The stirred mixture was adjusted to a pH value of 4.7, and acid phosphatase (400 units) added. The resulting mixture was incubated at 37° C. for 48 hours, neutralized to a pH value of 7.0 and lyophilized. The residue was treated with MEOH and filtered to remove the insoluble material. The MEOH was removed under reduced pressure and the crude product purified with silica gel column chromatography (CHCl3 :MeOH=6:1) to give 6-azido-6-deoxy-D-xylo-hexulose in 30% yield.

1. customto form a mixture
2. additionadded
3. waitThe resulting mixture was incubated at 37° C. for 48 hours
4. additionThe residue was treated with MEOH
5. filtrationfiltered
6. customto remove the insoluble material
7. customThe MEOH was removed under reduced pressure
8. customthe crude product purified with silica gel column chromatography (CHCl3 :MeOH=6:1)

ORD record

ord-2571025edd38406da8b3f318f3c1ad09

Source dataset

uspto-grants-1994_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05276120