Citric Acid → (+)-Lactose

HRID 1831028

Reaction equation

HRID 1831028 reaction equation
Cl.[OH:2][C@@H:3]1[O:22][C@H:21]([CH2:23][OH:24])[C@@H:8]([O:9][C@@H:10]2[O:18][C@H:17]([CH2:19][OH:20])[C@H:15]([OH:16])[C@H:13]([OH:14])[C@H:11]2[OH:12])[C@H:6]([OH:7])[C@H:4]1[OH:5].P([O-])([O-])([O-])=O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O>[OH:2][CH:3]1[O:22][C@H:21]([CH2:23][OH:24])[C@@H:8]([O:9][C@@H:10]2[O:18][C@H:17]([CH2:19][OH:20])[C@H:15]([OH:16])[C@H:13]([OH:14])[C@H:11]2[OH:12])[C@H:6]([OH:7])[C@H:4]1[OH:5]

Participants

6

Reactant 4

HCID 311Citric AcidHCID 313Hydrochloric AcidHCID 1061PhosphateHCID 6134beta-Lactose

Product 1

HCID 440995(+)-Lactose

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.2 mg of bovine pancreatic insulin (Wako Pure Chemical Industries, Itd.) in 1 mL of a 2 mmol/L aqueous solution of hydrochloric acid, a solution of 320 mg of anhydrous β-lactose (Nacalai Tesque, Inc.) in 2 mL of distilled water, and 1 mL of a 200 mmol/L phosphate buffer (pH 8.4) were mixed in a test tube. The mixture was subjected to reaction at 40° C. for 24 hours. To 3 mL of the resulting solution was added 0.5 mL of a 150 mmol/L aqueous solution of citric acid to adjust the pH to 5.0, and the mixture was subjected to reaction at 40° C. The reaction mixture was intermittently sampled and analyzed for products obtained by the reaction of insulin with lactose by HPLC in a manner similar to that in Example 1. The results are shown in Table 5.

Workup

  1. customThe mixture was subjected to reaction at 40° C. for 24 hours
  2. customthe mixture was subjected to reaction at 40° C
  3. aliquotThe reaction mixture was intermittently sampled

Sources & evidence

ORD record
ord-57804107f03643a3badd26e018a66cde
Source dataset
uspto-grants-2006_06
Patent number
US07067618B1

Linked notes

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