Polypeptide having collagen-like structure

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Tripeptides – e.g. – tripeptide thyroliberin – etc.

Reexamination Certificate

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C530S356000

Reexamination Certificate

active

08030448

ABSTRACT:
Disclosed is a peptide trimer in which three peptides of the same chain length having a repeating unit as a fundamental structure represented by the formula:in-line-formulae description="In-line Formulae" end="lead"?-(-Gly-X-Y-)-in-line-formulae description="In-line Formulae" end="tail"?wherein X and Y each represent any amino acid residue are tethered to one another such that they are shifted relative to one another in the backbone direction. The peptide trimer is capable of forming a polypeptide having a collagen-like triple helix structure. A method of producing the peptide trimer of the invention and a collagen-like molecular aggregate having a triple helix structure comprised of the peptide trimer unit of the invention are also provided.

REFERENCES:
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patent: 10-500298 (1998-01-01), None
patent: WO-95/31540 (1995-11-01), None
patent: WO-99/10381 (1999-03-01), None
Ottl et al. Disulfide-Bridged Heterotrimeric Collagen Peptides Containing the Collagenase Cleavage Site of Collagen Type I. Synthesis and Conformational Properties. J. Am. Chem. Soc. 1999, 121:653-661.
Barth et al. The Role of Cystine Knots in Collagen Folding and Stability, Part II. Conformational Properties of (Pro-Hyp-Gly)n Model Trimers with N- and C-Terminal Collagen Type III Cystine Knots. Chem. Eur. J., 2003, 9: 3703-3714.
Boudko et al. Crystal Structure of Human Type III Collagen Gly991-Gly1032 Cystine Knot-containing Peptide Shows Both 7/2 and 10/3 Triple Helical Symmetries. 2008, JBC, 283(47):32580-89.
Ottl et al. Heterotrimeric Collagen Peptides Containing Functional Epitopes. Synthesis of Single-Stranded Collagen Type I Peptides Related to the Collagenase Cleavage Site1. J. Peptide Science, 1999, 5:103-110.
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Koide, Takaki et al., “Synthesis of heterotrimeric collagen models containing Arg residues in Y-positions and analysis of their conformational stability,” Bioorganic & Medical Chemistry Letters, 2004, vol. 14, pp. 125-128.
Mechling, Diane E. et al., “The collagen-like peptide (GER)15GPCCG forms pH-dependent covalently linked triple helical trimers,” The Journal of Biological Chemistry, May 12, 2000, vol. 275, No. 19, pp. 14532-14536.
Goodman, Murray et al., “Collagen-like triple helices incorporating peptoid residues,” J. Am. Chem. Soc., 1996, vol. 118, No. 44, pp. 10928-10929.
Ottl, Johannes et al., “Design and synthesis of heterotimeric collagen peptides with a built-in cystine-knot,” FEBS Letters, 1996, vol. 398, pp. 31-36.
Yasui, Norihisa et al., “Collagen-protein interactions mapped by phototriggered thiol introduction,” J. Am. Chem. Soc., 2003, vol. 125, pp. 15728-15729.

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