Alpha-helix mimetics and methods relating thereto

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues

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530330, 530333, 530334, 530345, C07K 104, C07K 108, C07K 1113, C07K 200

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active

058408339

ABSTRACT:
There are disclosed alpha-helix mimetics and methods relating to the same for imparting or stabilizing alpha-helicity to a peptide or protein. In one aspect, the alpha-helix mimetics contain twelve-membered rings covalently attached at the end or within the length of the peptide or protein. The alpha-helix mimetics render the resulting peptide or protein more stable with regard to thermal stability, as well as making the peptide or protein more resistant to proteolytic degradation. In addition, the alpha-helix mimetics may be used in standard peptide synthesis protocols.

REFERENCES:
patent: 5200504 (1993-04-01), Ghadiri
patent: 5364851 (1994-11-01), Joran
patent: 5446128 (1995-08-01), Kahn
Meara et al., "Design and synthesis of small molecule initiators of .alpha.-helix structure in short peptides in water," Chemical Abstracts 125: 1468, Abstract No. 329432, 1996.
Beck-Sickinger et al., "Structure/activity relationships of C-terminal neuropeptide Y peptide segments and analogues composed of sequence 1-4 linked to 25-36," Eur. J. Biochem. 194: 449-456, 1990.
Hruby et al., "Emerging approaches in the molecular design of receptor-selective peptide ligands: conformational, topographical and dynamic considerations," Biochem. J. 268:249-262, 1990.
Jung et al., ".alpha.-Helical Small Molecular Size Analogues of Neuropeptide Y: Structure-Activity Relationships," Biopolymers 31:613-619, 1991.

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