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Abstract
Grant Number: 1F31GM078854-01 Project Title: Aqueous Synthesis of poly-beta-Peptides
PI Information: Name Title CARRILLO, NANCY ncarr@sas.upenn.edu Abstract: DESCRIPTION (provided by applicant): The discovery that oligomers of beta-amino acids adopt stable secondary structures has sparked immense interest in the synthesis, study and application of this peptidomimetics. However, some of the drawbacks on the preparation of poly-beta-peptides include the use of large molar excesses of expensive coupling reagents and multiple steps. Based on the recently developed ketoacid-hydroxyamine peptide ligation discovered by the laboratories of Prof. Jeffrey Bode, we have synthesized poly-beta-peptides by iterative, reagent less coupling of isoxazolidines monomers under aqueous conditions. Our long term plan is to synthesis using our methodology, other classes of isoxazolidine monomers including cyclic-beta-peptides which, have shown to be potentially useful as therapeutic agents for the management of biomedical problems. Furthermore, we hope to perform solid phase synthesis of poly-beta-peptides using our current solution phase methodology. In addition, we plan to use our isoxasolidine approach to beta-peptide synthesis to prepare the beta-peptide analogue of the HIV Tat DNA binding protein and examine its attachment to nucleic acids or drug candidates.
Public Health Relevance:
This Public Health Relevance is not available.Thesaurus Terms:
aminoacid, method development, peptide chemical synthesis, protein engineering, solid state, water solution
DNA binding protein, biomimetics, cyclic peptide, human immunodeficiency virus, intermolecular interaction, isoxazole, monomer, nucleic acid, protein binding, virus protein
bioengineering /biomedical engineering, predoctoral investigator
Institution: UNIVERSITY OF CALIFORNIA SANTA BARBARA 3227 Cheadle Hall SANTA BARBARA, CA 93106 Fiscal Year: 2006 Department: CHEMISTRY AND BIOCHEMISTRY Project Start: 01-SEP-2006 Project End: 31-AUG-2010 ICD: NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES IRG: MPRC