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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1166031Erstellt: 25. Oktober 2026

methyl alpha-D-glucopyranoside → Shikimic Acid

https://huagongshe.com/reaction/1166031

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktmethyl alpha-D-glucopyranosideHCID 64947—
Edukt(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
EduktHCID 178524980HCID 178524980—
ProduktShikimic AcidHCID 8742—

Reaktionsschritte

An alternative to increasing Kc in order to suppress quinic acid formation was addition of a non-hydrolyzable glucose analog to the fermentation broth. Methyl α-D-glucopyranoside (MαDG) was added to the fermentation medium at the time of inoculation and the fermentation was then run without further adjustment. Addition of 1 mM MαDG to the fermentation of SP1.1/pKD12.112 resulted in the synthesis of 40.3 g/L of shikimic acid (Table 3). Quinic acid was not detected. Although several concentrations were examined, 1 mM MαDG was the minimum concentration that afforded complete suppression of quinic acid formation. Addition of MαDG to SP2.1/pKD12.112 cultures also resulted in quinic acid suppression. After 48 h of culturing in the presence of 0.5 mM MαDG, SP2.1/pKD12.112 (Table 3) synthesized 39.6 g/L of shikimic acid and 4.1 g/L of quinic acid, resulting in a molar ratio 11. Higher concentrations of MαDG showed no further improvement in quinic acid suppression.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06613552B1
Quelldatensatzuspto-grants-2003_09
ORD IDord-b0fef94345294dd592801d038bc7102f
Quellennotizuspto-grants-2003_09