TAILIEUCHUNG - Báo cáo khoa học: Side-chain control of b-peptide secondary structures Design principles

As one of the most important families of non-natural poly-mers with the propensity to form well-defined secondary structures, theb-peptides are attracting increasing attention. The compounds incorporatingb-amino acid residues have found various applications in medicinal chemistry and conformational pool ofb-peptides com-prises several periodic folded conformations, which can be classified as helices, and nonpolar and polar latter two are prone to form pleated numerous studies that have been performed on the side-chain dependence of the stability of the folded structures allow certain conclusions concerning the principles of design of the b-peptide foldamers | Eur. J. Biochem. 270 3657-3666 2003 FEBS 2003 doi REVIEW ARTICLE Side-chain control of b-peptide secondary structures Design principles Tamas A. Martinek and Ferenc Fiiliip Institute of Pharmaceutical Chemistry University of Szeged Hungary As one of the most important families of non-natural polymers with the propensity to form well-defined secondary structures the b-peptides are attracting increasing attention. The compounds incorporating b-amino acid residues have found various applications in medicinal chemistry and biochemistry. Tie confomiational joxll of b-peptides comprises several periodic folded conformations which can be classified as helices and nonpolar and polar strands. The latter two are prone to form pleated sheets. The numerous studies that have been performed on the side-chain dependence of the stability of the folded structures allow certain conclusions concerning the principles of design of the b-peptide foldamers. The o oke ng propensity is inllLi-enced by local torsional side-chain to backbone and long-range side-chain interactions. Although b-peptide foldamers are sensitive to solvent the systematic choice of the sidechain pattern and spatiality allows the design of the desired specific secondary structure. The applicaiíon oI b-peptide foldamers may open up new directions in the synthesis of highly organized artificial tertiary structures with biochemical functions. Keywords b-amino acids foldamers non-natural polymers b-peptides conformational control stereochemistry. Introduction The macromolecules and ligands responsible for the functioning of living organisms are basically built up from a very restricted number of building blocks . a-amino acids and nucleic acids . Proteins with a pi pen itfy to fold into well-determined hierarchical 3D structures such as enzymes and receptors have developed in nature in an evolutionary time scale. However thanks to the tremendous ffforts that have been devoted to the .

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