Cyclic peptide structures for molecular scale electronic and...

Drug – bio-affecting and body treating compositions – Effervescent or pressurized fluid containing – Organic pressurized fluid

Reexamination Certificate

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C530S321000, C530S323000, C514S009100, C930S270000

Reexamination Certificate

active

06902720

ABSTRACT:
The present invention discloses a family of cyclic peptide monomers and supramolecular cyclic peptide structures comprising chromophore residues which possess electronic and electro-optic properties for producing molecular scale electronic and photonic devices made from such materials. More particularly, this invention provides for cyclic peptide nanotube structures formed from a plurality of stacked cyclic peptides comprising chromophore residues that provide molecular scale electronic conductivity and non linear optical behavior. The stackable cyclic peptide is represented by the general formulawhere R1is H, CH3or alkyl; where at least one R2is a chromophore; where R3is H, CH3or a polar or non-polar organic functional group used for controlling peptide stacking and solubility; where n equals 1 or 2; where m equals 4 or 6; and where a first adjacent amino acid residue has an α-carbon chirality of L and a second adjacent amino acid residue has an α-carbon chirality of D.

REFERENCES:
patent: 4877501 (1989-10-01), Schnur et al.
patent: 4990291 (1991-02-01), Schoen et al.
patent: 5876748 (1999-03-01), Shimizu et al.
patent: 5922214 (1999-07-01), Liu et al.
patent: 5965258 (1999-10-01), Riess et al.
patent: 6013206 (2000-01-01), Price et al.
patent: 6322713 (2001-11-01), Choi et al.
C.H. Hassall, “Some Studies Relating to the Synthesis of Cylindrical Peptides”, Chemistry and Biology of Peptides, Proc. 3rd American Peptide Symposium, ed. J.Meinhoffer, Ann Arbor Science (Ann Arbor, MI 1972), p 153-157.
I.L. Karle et al., “The Conformation of the Cyclic Tetrapeptide L-Ser(O-t-Bu)-beta-Ala-Gyl-L-beta-Asp(OMe) Containing a 14-Membered Ring”, Acta Cryst., B31:555-560 (1975).
L. Tomasic et al., “Some Cyclic Oligopeptides with S-2n Symmetry”, Helvetica Chemica Acta, 70:1012-1016 (1987).
V. Pavone et al. “Regularly Alternating L,D-Peptides. III. Hexacylclic Peptides from Valine or Phenylalanine”, Biopolymers, 28:215-223 (1989).
M.R. Ghadiri et al., “Self-assembling organinc nanotubes based on a cyclic peptide architecture”, Nature, 366, Nov. 25, 1993, p 325-327.
N. Khazanovich et al., Nanoscale Tubular Ensembles with Specified Internal Diameters, J.Am.Chem.Soc., 116:6011-6012 (1994).
M. Engels et al., “Structure and Dynamics of Self-Assembling Peptide Nanotubes and the Channel-Mediated Water Organization and Self-Diffusion”, J.Am.Chem.Soc., 117:9151-9158 (1995).
T.D. Clark, “Supramolecular Design by Covalent Capture. Design of a Peptide Cylinder via Hydrogen-Bond-Promoted Intermolecular Olefin Metathesis”, J.Am.Chem.Soc., 117:12364-12365 (1995).
M.R. Ghadiri, “Self-Assembled Nanoscale Tubular Ensembles”, Adv. Mater. 7(7):675-677 (1995).
M.R. Ghadiri et al., “The Structural and Thermodynamic Basis for the Formation of Self-Assembled Peptide Nanotubes”, Angew.Chem.Int.Ed.Engl., 34(1):93-95 (1995).
J.D. Hartgerink et al., “Self-Assembling Peptide Nanotubes”, J.Am.Chem.Soc., 118:43-50 (1996).
D.H. Lee et al., “A self-replicating peptide”, Nature, vol. 382, Aug. 8, 1996, p 525-528.
K. Motesharei et al., “Diffusion-Limited Size-Selective Ion Sensing Based on SAM-Supported Peptide Nanotubes”, J.Am.Chem.Soc., 119:11306-11312 (1997).
J.M. Buriak et al., “Self-assembly of peptide based nanotubes”, Mat. Sci. Eng. C4:207-212 (1997).
D. Seeback et al., “Cyclo-beta-peptides:Structure and Tubular Stacking of Cyclic Tetramers of 3-Aminobutanoic Acid as Determined from Powder Diffraction Data”, Helvetica Chimica Acta, 80:173-182 (1997).
H. Mihara et al., “A pair of pyrene groups as a conformational probe for antiparallel beta-sheet structure formed in cyclic peptides”, J.Chem.Soc. Perkin Trans. 2:517-522 (1997).
T.D. Clark et al., “Self-Assembling Cyclic beta3-Peptide Nanotubes as Artificial Transmembrane Ion Channels”, J.Am.Chem.Soc., 120:651-656 (1998).
H.S. Kim et al., “Oriented Self-Assembly of Cyclic Peptide Nanotubes in Lipid Membranes”, J.Am.Chem.Soc., 120:4417-4424 (1998).
J.D. Hartgerink et al., “Peptide Nanotubes and Beyond”, Chem.Eur.J., 4(8):1367-1372 (1998).
C. Steinem et al., “Reversible Photoisomerization of Self-Organized Cylindrical Peptide Assemblies at Air-Water and Solid Interfaces”, Langmuir, 15:3956-3964 (1999).
M.S. Vollmer et al., “Photoswitchable Hydrogen-Bonding in Self-Organizaed Cylindrical Peptide Systems”, Angew.Chem.Int.Ed., 38(11):1598-1601 (1999).
J.D. Hartgerink et al., “Self-Assembly and Mineralization of Peptide-Amphiphile Nanofibers”, Science, vol. 294, Nov. 23, 2001, p 1684-1688.

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