Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1999-12-21
2000-11-28
Carlson, Karen Cochrane
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 235, 530857, C07H 2104
Patent
active
061537381
ABSTRACT:
The present invention is directed to contryphan peptides having 6-12 amino acids, preferably including one or more D-tryptophan or D-leucine residues. The peptides of the present invention are generically termed "contryphans," although the D-leucine containing contryphans are sometimes referred to as leu-contryphans. More specifically, the present invention is directed to contryphan peptides having the general formula Xaa.sub.1 -Cys-Xaa.sub.2 -Xaa.sub.3 -Xaa.sub.4 -Pro-Xaa.sub.5 -Cys (SEQ ID NO:1), wherein Xaa.sub.1 is any amino acid or des-Xaa.sub.1, Xaa.sub.2 is Pro, 4-trans-hydroxyproline or Val, Xaa.sub.3 is D-Trp, L-Trp, D-Leu or L-Leu, preferably D-Trp or D-Leu, Xaa.sub.4 is any amino acid and Xaa.sub.5 is Trp or Tyr. When the peptide contains Xaa.sub.1, it is preferably Gly, Glu, or Lys, most preferably Gly. When Xaa.sub.3 is D- or L-Trp, Xaa.sub.2 is preferably Pro or 4-trans-hydroxyproline. When Xaa.sub.3 is D- or L-Leu, Xaa.sub.2 is preferably Val. The carboxy terminus may contain a carboxyl or an amide, preferably an amide. The present invention is further directed to the specific contryphan peptides and propeptides as described herein. The present invention is also directed to nucleic acids encoding the contryphan peptides and their propeptides as described herein. The contryphans of the present invention are useful as anticonvulsant or neuroprotective agents.
REFERENCES:
Jacobsen, R. et al. (1998). "The contryphans, a D-tryptophan-containing family of Conus peptides: interconversion between conformers." J. Peptide Res. 51:173-179.
Jimenez, E.C. et al. (1997). "Bromocontryphan: Post-Translational Bromination of Tryptophan." Biochemistry 36:989-994.
Jimenez, E.C. et al. (1996). "Contryphan Is a D-Tryptophan-containing Conus peptide." J. Biol. Chem. 271:28002-28005.
Cruz Lourdes J.
Gray William R.
Grilley Michelle
Hillyard David R.
Jacobsen Richard
Carlson Karen Cochrane
Schnizer Holly
University of Utah Research Foundation
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