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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 484229Erstellt: 23. Oktober 2026

Dihydroxyacetone Phosphate → 5-azido-5-deoxy-D-xylohexulose

https://huagongshe.com/de/reaction/484229

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDihydroxyacetone PhosphateHCID 668—
EduktMethanolHCID 887—
EduktSodium HydroxideHCID 14798—
Edukt2-Azido-3-hydroxypropanalHCID 10606719—
LösungsmittelTris(hydroxymethyl)aminomethaneHCID 6503—
Produkt5-azido-5-deoxy-D-xylohexuloseHCID 8674703630%

Reaktionsschritte

DHAP (0.5 mmole) was added to an aqueous solution of 2-azido-3-hydroxypropanal (1 mmole in 40 ml) and the pH value adjusted to 7.0 with 10N NaOH. To this solution was added rhamnulose-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 one hour at 35° C., to form a mixture and the mixture stirred slowly for two 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 5-azido-5-deoxy-D-xylohexulose in 30 percent yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05229523
Quelldatensatzuspto-grants-1993_07
ORD IDord-8fce05b138304a8f8e0c9f9ef01b3196
Quellennotizuspto-grants-1993_07