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

HRID 233556

반응식

HRID 233556 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 154790309-Azido-9-deoxy-N-acetylneuraminic acid수율 84%

시약·촉매·용매 1

HCID 62657Potassium Phosphate, Tribasic용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-20091454213a4006a46762a1aa23be0d
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593887

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