Acrylamide → 5-N-Acetyl-9-O-acetyl-neuraminic acid

HRID 233548

Reaktionsgleichung

Reaktionsgleichung von HRID 233548
[C:1](OC[C@H]1OC(O)[C@@H](N)[C@@H](O)[C@@H]1O)(=[O:3])[CH3:2].[OH:16][C:17]([C:19]1([O:30][C@@H:29]([C@@H:31]([C@@H:33]([CH2:35][OH:36])[OH:34])[OH:32])[C@H:24]([NH:25][C:26]([CH3:28])=[O:27])[C@@H:22]([OH:23])[CH2:21]1)[OH:20])=[O:18].C=CC(N)=O>P([O-])([O-])([O-])=O.[K+].[K+].[K+].C(S)[C@@H](O)[C@H](O)CS.C([O-])(=O)C(C)=O.O>[C:1]([O:36][CH2:35][C@@H:33]([OH:34])[C@@H:31]([OH:32])[C@@H:29]1[O:30][C:19]([OH:20])([C:17](=[O:16])[OH:18])[CH2:21][C@H:22]([OH:23])[C@H:24]1[NH:25][C:26](=[O:27])[CH3:28])(=[O:3])[CH3:2]

Komponenten

8

Versuchsvorschrift

In a 10 mL of 0.1M potassium phosphate buffer (pH 7.5) were dissolved 10 mM DTT, 0.5M pyruvate, 100 mg of 6-O-acetylmannosamine, prepared as described above, and 1.5 mg NeuAc aldolase (36 U). The reaction mixture was incubated at 37° C. for 8 days followed by lyophilization. The lyophilized powder was dissolved in a small amount of water and directly applied to a Bio Gel P-2 column (3×90 cm) and eluted with a flow rate of 6 mL/40 minutes at 4° C. To remove the trace amount of contaminated NeuAc due to the hydrolysis of the product, another gel filtration was required. Compound 201 was obtained in 47 percent yield. Its physical data were consistent with the reported data.

Aufarbeitung

  1. customprepared
  2. washeluted with a flow rate of 6 mL/40 minutes at 4° C
  3. customTo remove the trace amount of contaminated NeuAc due
  4. customto the hydrolysis of the product
  5. filtrationanother gel filtration

Quellen und Nachweise

ORD-Eintrag
ord-741cf5ac689a4803a5cf3c18601112e1
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05593887

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