Pyruvate → 9-Azido-9-deoxy-N-acetylneuraminic acid

HRID 233556

反応式

HRID 233556 の反応式
C(S)[C@@H](O)[C@H](O)CS.[C:9]([O-:14])(=[O:13])[C:10]([CH3:12])=[O:11].[N:15]([CH2:18][C@H:19]1[O:25][CH:23]([OH:24])[C@@H:22]([NH:26][C:27](=[O:29])[CH3:28])[C@@H:21]([OH:30])[C@@H:20]1[OH:31])=[N+:16]=[N-:17].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+]>[N:15]([CH2:18][C@@H:19]([OH:25])[C@@H:20]([OH:31])[C@@H:21]1[O:30][C:10]([OH:11])([C:9](=[O:14])[OH:13])[CH2:12][C@H:23]([OH:24])[C@H:22]1[NH:26][C:27](=[O:29])[CH3:28])=[N+:16]=[N-:17]

参加物

6

反応物 4

HCID 107735PyruvateHCID 439197N-Acetyl-Neuraminic AcidHCID 446094D-1,4-DithiothreitolHCID 117085726-azido-6-deoxy-N-acetylmannosamine

生成物 1

HCID 154790309-Azido-9-deoxy-N-acetylneuraminic acid収率 84%

試薬・触媒・溶媒 1

HCID 62657Potassium Phosphate, Tribasic溶媒

実験手順

In a 10 mL of 0.1M potassium phosphate buffer (pH 7.5) containing 10 mM DTT and 0.5M pyruvate were dissolved 50 mg of 6-azido-6-deoxy-N-acetylmannosamine and 1.5 mg of NeuAc aldolase. The starting material was consumed in 14 hours. The solution was lyophilized and the purification was carried out with Bio Gel P-2 gel filtration (3×90 cm) chromatography with a flow rate of 6 mL/40 minutes, at 4° C. The fractions containing the product were pooled and freezed dry to give Compound 203 in 84 percent yield.

後処理

  1. customThe starting material was consumed in 14 hours
  2. customthe purification
  3. filtrationwas carried out with Bio Gel P-2 gel filtration (3×90 cm) chromatography with a flow rate of 6 mL/40 minutes, at 4° C
  4. additionThe fractions containing the product
  5. customfreezed dry

出典と根拠

ORDレコード
ord-20091454213a4006a46762a1aa23be0d
出典データセット
uspto-grants-1997_01
特許番号
US05593887

関連ノート

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