Synthetic peptides useful in biological assays for detecting...

Details Synthetic peptides useful in biological assays for detecting... Synthetic peptides useful in biological assays for detecting...

2006-05-30

2006-05-30

Parkin, Jeffrey S. (Department: 1648)

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

C530S324000, C530S325000, C530S326000, C424S188100, C424S208100

Reexamination Certificate

active

07053175

ABSTRACT:
Synthetic peptides of the monomer type with 13 to 33 amino acids, in linear form or in a form cyclized by means of inter-cysteine disulphide bridges, have the general formula (I):in-line-formulae description="In-line Formulae" end="lead"?Δ-Z-TrpGlyCys-Θ-CysTyrThrSer-Ω  (I)in-line-formulae description="In-line Formulae" end="tail"?wherein Δ is a biotinyl radical, a biocytinyl radical, a hydrogen atom, an acetyl (CH3CO—) radical, an aliphatic chain which may contain one or two thiol, an aldehyde functional group, or an amine functional group, Z represents peptide sequence -Ξ1-Ser-Ξ2-, -Ξ1-Gln-Ξ2-, or -Ξ1-Asn-Ξ2-, wherein -Ξ1represents a peptide sequence of 0 to 9 amino acids and -Ξ2represents a peptide sequence of 0 to 5 amino acids, Θ is -Arg Gly Arg Leu Ile-(SEQ ID NO: 15), -Arg Gly Arg Leu Val-(SEQ ID NO: 16), -Arg Gly Lys Leu Ile- (SEQ ID NO: 17), -Arg Gly Lys Leu Val-(SEQ ID NO: 18), -Lys Gly Arg Leu Ile-(SEQ ID NO: 19), or -Lys Gly Arg Leu Val-(SEQ ID NO: 20), Ω, attached to the —CO— group of serine, is a hydroxyl (—OH) radical, an amino (—NH2) radical, an alkoxy radical having 1 to 6 carbon atoms, a peptide sequence of formula Val-Σ-Ψ wherein Σ represents a sequence of formula -(AA1)-Trp Asn-(AA2)-(AA3) wherein (AA1) represents an amino acid different from lysine, (AA2) represents an amino acid, and (AA3) is serine or a threonine residue, and Ψ, attached to the —CO— residue of the free AA3amino acid, is OH, NH2, or an alkoxy radical having from 1 to 6 carbon atoms, and a peptide sequence of formula -Val-Ψ wherein Ψ, attached to the —CO— residue of valine, is OH, NH2, or an alkoxy radical having from 1 to 6 carbon atoms.

REFERENCES:
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Alexander, H., et al., 1992, “Altering the antigenicity of proteins”, Proc. Natl. Acad. Sci. USA 89:3352-3356.
Schoofs, P., et al., 1988, “Epitopes of an influenza viral peptide recognized by antibody at single amino acid resolution”, J. Immunol. 140:611-616.

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