IMPROVED METHOD FOR DERIVATIZED SOLID PHASE RESINS

Award Information
Agency:
Department of Health and Human Services
Branch
n/a
Amount:
$43,676.00
Award Year:
1992
Program:
SBIR
Phase:
Phase I
Contract:
n/a
Award Id:
19255
Agency Tracking Number:
19255
Solicitation Year:
n/a
Solicitation Topic Code:
n/a
Solicitation Number:
n/a
Small Business Information
11621 Electron Drive, Louisville, KY, 40299
Hubzone Owned:
N
Minority Owned:
N
Woman Owned:
N
Duns:
n/a
Principal Investigator:
Deanne E Benovitz
(502) 266-8787
Business Contact:
() -
Research Institution:
n/a
Abstract
THE PREPARATION OF PEPTIDES BY SOLID PHASE METHODS USUALLY REQUIRES A RAPID, RELIABLE, AND RACEMIZATION-FREE PROCEDURE TO ATTACH THE FIRST AMINO ACID ONTO THE FUNCTIONALIZED SOLID SUPPORT. CURRENT METHODS EITHER GIVE UNACCEPTABLE LOSS OF OPTICAL PURITY OR FAIL TO GIVE HIGH ENOUGH LEVELS OF CONVERSIONS. THE LATTER PROBLEM AT BEST MEANS A LOWER YIELD OF DESIRED PRODUCT AND AT WORST LEAVES BEHIND UNDERIVATIZED FUNCTIONAL GROUPS THAT MAY INTERFERE WITH SUBSEQUENT STEPS IN THE SYNTHESIS. RECENTLY CARPINO ET AL, HAVE REPORTED THAT FMOC PROTECTED AMINO ACID FLUORIDES CAN FURNISH SUPERIOR RESULTS IN SOLID PHASE SYNTHESIS BY PROVIDING AN EXTREMELY RAPID (LESS THAN 10 MINUTES) AND RACEMIZATION-FREE COUPLING METHOD. WE WILL EXTEND THEIR REAGENTS TO THE COMMERCIAL PREPARATION OF A COMPLETE LINE OF FMOC-AMINO ACID WANG RESINS. OUR PRELIMINARY STUDIES SUGGEST THAT THE SPEED OF THE COUPLING ALSO EXTENDS TO THE INITIAL RESIN FUNCTIONALIZATION STEP THE FEASIBLITY OF THIS APPROACH WILL BE FURTHER VERIFIED BY THE USE OF VARIOUS CHROMATOGRAPHIC METHODS (TO CONFIRM THE STEREOSPECIFICITY OF THE ATTACHMENT STEP) AND BY THE PREPARATION OF FMOC-HIS(TRT)-RESINS AND FMOC-CYS(TBU)-RESINS.

* information listed above is at the time of submission.

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