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

HRID 233548

반응식

HRID 233548 반응식
[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]

참가 물질

8

반응물 3

HCID 6579AcrylamideHCID 439197N-Acetyl-Neuraminic AcidHCID 131719162GlyTouCan:G81315WS

생성물 1

HCID 920427445-N-Acetyl-9-O-acetyl-neuraminic acid수율 47%

시약·촉매·용매 4

HCID 962Water용매HCID 62657Potassium Phosphate, Tribasic용매HCID 107735Pyruvate용매HCID 446094D-1,4-Dithiothreitol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-741cf5ac689a4803a5cf3c18601112e1
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593887

연결된 노트

불러오는 중…