Pyruvate → 3-Deoxy-L-glycero-L-galacto-2-nonulosonic acid

HRID 233550

Reaktionsgleichung

Reaktionsgleichung von HRID 233550
C(S)[C@@H](O)[C@H](O)CS.[C:9]([O-:14])(=[O:13])[C:10]([CH3:12])=[O:11].[O:15]=[CH:16][C@H:17]([C@H:19]([C@@H:21]([C@@H:23]([CH2:25][OH:26])[OH:24])[OH:22])[OH:20])[OH:18].OC(C1(O[C@@H]([C@@H]([C@@H](CO)O)O)[C@H](NC(C)=O)[C@@H](O)C1)O)=O>P([O-])([O-])([O-])=O.[K+].[K+].[K+]>[C:9]([OH:14])(=[O:13])[C:10]([CH2:12][C@H:25]([C@@H:23]([C@@H:21]([C@H:19]([C@H:17]([CH2:16][OH:15])[OH:18])[OH:20])[OH:22])[OH:24])[OH:26])=[O:11]

Komponenten

6

Edukt 4

HCID 107735PyruvateHCID 161658DemannoseHCID 439197N-Acetyl-Neuraminic AcidHCID 446094D-1,4-Dithiothreitol

Produkt 1

HCID 867490673-Deoxy-L-glycero-L-galacto-2-nonulosonic acidAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 62657Potassium Phosphate, TribasicLösungsmittel

Reaktionsbedingungen

Temperatur
37 °C

Versuchsvorschrift

To a 10 mL potassium phosphate buffer (0.1M, pH 7.5) were added 10 mM DTT, 0.5M pyruvate, 0.1M D-mannose and 1.5 mg NeuAc aldolase. The reaction mixture was shaken at 37° C. for three days. The reaction mixture was chromatographed with a Dowex-1 (HCO3-) resin, eluted with zero to 1M ammonium bicarbonate gradient. The fractions containing KDN were pooled and lyophilized three times repeatedly to remove the volatile salt to give a 78 percent yield of KDN. The physical data of the product were are consistent with the reported.

Aufarbeitung

  1. customThe reaction mixture was chromatographed with a Dowex-1 (HCO3-) resin
  2. washeluted with zero to 1M ammonium bicarbonate gradient
  3. additionThe fractions containing KDN
  4. customto remove the volatile salt
  5. customto give a 78 percent yield of KDN

Quellen und Nachweise

ORD-Eintrag
ord-d9c86dc69ef34997a47e56d70b6df662
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05593887

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