HCID 19981500, compound → HCID 19981497, compound
Reaction equation
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:11](=[O:14])[CH2:12][CH3:13])[CH2:8][CH2:9][OH:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CS(C)=O.P([O-])([O-])([O-])=O>[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:11](=[O:14])[CH2:12][CH3:13])[CH2:8][CH:9]=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Fifteen milligrams of 3,3-diphenyl-4-oxo-hexanol (0.043 mmol) was dissolved in DMSO (1 ml). A 10 mg/ml thyroglobulin solution was prepared by dissolving 170 mg of thyroglobulin in 17 ml 0.05M phosphate buffer, pH 9.0. While stirring, the dissolved hapten was added dropwise to the thyroglobulin solution. The hapten vial was rinsed with an additional 0.5 ml DMSO and added dropwise to the solution. The resultant mixture was stirred at room temperature for 1 hour. Five milligrams of sodium cyanoborohydride was added to the mixture, and the solution was stirred at room temperature for 0.5 hours. The pH of the solution was adjusted to 7.5 with 0.1N HCl. An additional 5.0 mg sodium cyanoborohydride was added, and the solution was again stirred for 0.5 hours. This was repeated once more, for a total addition of 15.0 mg sodium cyanoborohydride. This solution was dialyzed against 0.05M phosphate buffer (pH 7.5). The solution was clarified by centrifuging for 10 min at 4000 rpm to produce a solution of 3,3-diphenyl-4-oxo-hexanal, thyroglobulin immunogen.
Workup
- customA 10 mg/ml thyroglobulin solution was prepared
- additionthe dissolved hapten was added dropwise to the thyroglobulin solution
- washThe hapten vial was rinsed with an additional 0.5 ml DMSO
- additionadded dropwise to the solution
- stirringThe resultant mixture was stirred at room temperature for 1 hour
- additionFive milligrams of sodium cyanoborohydride was added to the mixture
- stirringthe solution was stirred at room temperature for 0.5 hours
- additionAn additional 5.0 mg sodium cyanoborohydride was added
- stirringthe solution was again stirred for 0.5 hours
- additionThis was repeated once more, for a total addition of 15.0 mg sodium cyanoborohydride
- customThis solution was dialyzed against 0.05M phosphate buffer (pH 7.5)
Sources & evidence
- ORD record
- ord-41d32d11ca57421faa7bfef8fb1a430e
- Source dataset
- uspto-grants-1991_12
- Patent number
- US05073629
Reaction notes
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