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

HRID 233548

反応式

HRID 233548 の反応式
[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]

参加物

8

反応物 3

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

生成物 1

HCID 920427445-N-Acetyl-9-O-acetyl-neuraminic acid収率 47%

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 62657Potassium Phosphate, Tribasic溶媒HCID 107735Pyruvate溶媒HCID 446094D-1,4-Dithiothreitol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-741cf5ac689a4803a5cf3c18601112e1
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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