D-(+)-Cellobiose (CNP0226604.15) → HCID 54702842、化合物

HRID 505071

反応式

HRID 505071 の反応式
[O:1]=[C:2]1[O:8][C@H:7]([C@H:9]([CH2:11][OH:12])[OH:10])[C:5]([OH:6])=[C:3]1[OH:4].[CH2:13]([OH:35])[C@H:14]1[O:19][C@@H:18]([O:20][C@H:21]2[C@H:26]([OH:27])[C@@H:25]([OH:28])[C@H:24]([OH:29])[O:23][C@@H:22]2CO)[C@H:17]([OH:32])[C@@H:16]([OH:33])[C@@H:15]1[OH:34]>C([O-])(=O)C>[C@@H:18]1([O:12][CH2:11][C@H:9]([OH:10])[C@H:7]2[O:8][C:2](=[O:1])[C:3]([OH:4])=[C:5]2[OH:6])[O:19][C@H:14]([CH2:13][OH:35])[C@@H:15]([OH:34])[C@H:16]([OH:33])[C@H:17]1[OH:32].[C@@H:18]1([O:20][C:21]2[C:22]([O:28][C@H:25]([C@H:24]([CH2:2][OH:1])[OH:29])[C:26]=2[OH:27])=[O:23])[O:19][C@H:14]([CH2:13][OH:35])[C@@H:15]([OH:34])[C@H:16]([OH:33])[C@H:17]1[OH:32]

参加物

5

反応物 2

HCID 10712D-(+)-Cellobiose (CNP0226604.15)HCID 54670067L-Ascorbic Acid

生成物 2

HCID 54702842HCID 54702842、化合物収率 11.8%HCID 547068332-o-beta-d-Glucopyranosyl-l-ascorbic acid収率 0.8%

試薬・触媒・溶媒 1

HCID 175Acetate溶媒2 回

実験手順

Twenty milligram of a cellulase preparation (Sigma) was dissolved in 1 ml of 20 mM acetate buffer (pH 5.0), and the solution was subjected to DOWEX® MARATHON WBA (resin 0.5 ml, manufactured by Dow Chemical) equilibrated with the same buffer to obtain a void fraction. This enzyme solution was added to 10 ml of 20 mM acetate buffer (pH 5.0) in which 0.35 g of ascorbic acid and 1 g of cellobiose were dissolved. The reaction at 37° C. for 2 days afforded a reaction solution of 11.8% of 6-O-(β-D-glucopyranosyl)ascorbic acid and 0.8% of 2-O-(β-D-glucopyranosyl)ascorbic acid. The solution was filtered with an UF membrane to recover and remove the enzyme, thereby to obtain a solution (pH 4.3, electrical conductivity 1.6 mS/cm). The solution was charged on a column of DOWEX® 1-X8 (acetate form, 1.5×12 cm) at SV=2.5. After the charge, washing with an about 10 column volume (200 mL) of distilled water, and elution with 0 to 0.1 M acetic acid linear gradient concentration (80 mL×2), and 0.1 to 1.0 M acetic acid linear gradient concentration (80 mL×2) were performed. A 6-O-(β-D-glucopyranosyl)ascorbic acid-enriched fraction (fractions 65 to 68), an unreacted ascorbic acid-enriched fraction, and a 2-O-(β-D-glucopyranosyl)ascorbic acid-enriched fraction (fractions 101 to 108) were fractionated in this order. The fractions 101 to 108 were collected as a 2-O-(β-D-glucopyranosyl)ascorbic acid-enriched fraction (2.4 mg, recovery rate 45%).

後処理

  1. customTwenty milligram of a cellulase preparation (Sigma)
  2. customto obtain a void fraction
  3. dissolutionwere dissolved
  4. customThe reaction at 37° C. for 2 days

出典と根拠

ORDレコード
ord-78b79403d72a48b6a59c050232d900c0
出典データセット
uspto-grants-2010_08
特許番号
US07781409B2

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