Dihydroxyacetone Phosphate → 5-azido-5-deoxy-D-xylohexulose

HRID 484229

反応式

HRID 484229 の反応式
[CH2:1]([OH:10])[C:2]([CH2:4][O:5]P(O)(O)=O)=[O:3].[N:11]([CH:14]([CH2:17][OH:18])[CH:15]=[O:16])=[N+:12]=[N-:13].[OH-].[Na+].CO>C(O)C(N)(CO)CO>[N:11]([C@H:14]([CH2:17][OH:18])[C@H:15]([OH:16])[C@@H:1]([OH:10])[C:2](=[O:3])[CH2:4][OH:5])=[N+:12]=[N-:13]

参加物

6

反応物 4

HCID 668Dihydroxyacetone PhosphateHCID 887MethanolHCID 14798Sodium HydroxideHCID 106067192-Azido-3-hydroxypropanal

生成物 1

HCID 867470365-azido-5-deoxy-D-xylohexulose収率 30%

試薬・触媒・溶媒 1

HCID 6503Tris(hydroxymethyl)aminomethane溶媒

実験手順

DHAP (0.5 mmole) was added to an aqueous solution of 2-azido-3-hydroxypropanal (1 mmole in 40 ml) and the pH value adjusted to 7.0 with 10N NaOH. To this solution was added rhamnulose-1-phosphate aldolase from E. coli (4 g), which had been treated with egg white lysozyme (40 mg) in Tris buffer (pH 7.5, 25 ml) for one hour at 35° C., to form a mixture and the mixture stirred slowly for two days. The stirred mixture was adjusted to a pH value of 4.7, and acid phosphatase (400 units) added. The resulting mixture was incubated at 37° C. for 48 hours, neutralized to a pH value of 7.0 and lyophilized. The residue was treated with MeOH and filtered to remove the insoluble material. The MeOH was removed under reduced pressure and the crude product purified with silica gel column chromatography (CHCl3 :MeOH=6:1) to give 5-azido-5-deoxy-D-xylohexulose in 30 percent yield.

後処理

  1. customto form a mixture
  2. additionadded
  3. waitThe resulting mixture was incubated at 37° C. for 48 hours
  4. filtrationfiltered
  5. customto remove the insoluble material
  6. customThe MeOH was removed under reduced pressure
  7. customthe crude product purified with silica gel column chromatography (CHCl3 :MeOH=6:1)

出典と根拠

ORDレコード
ord-8fce05b138304a8f8e0c9f9ef01b3196
出典データセット
uspto-grants-1993_07
特許番号
US05229523

関連ノート

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