Synthetic peptides, conjugation reagents and methods

Details Synthetic peptides, conjugation reagents and methods Synthetic peptides, conjugation reagents and methods

2005-09-06

2005-09-06

Weber, Jon (Department: 1653)

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

C530S305000, C530S326000, C530S327000, C514S002600, C514S012200, C514S023000, C514S025000, C514S042000, C435S325000, C536S018600, C560S019000

Reexamination Certificate

active

06939945

ABSTRACT:
The invention provides methods and compositions useful for making synthetic peptide conjugates. In one embodiment, the invention provides compositions comprising the structure:wherein R is selected from lower substituted or unsubstituted alkyl, O, NH and S and P is an amine protection group. In more particular embodiments, the compositions comprise α-amine protected 4,5-dehydroleucine or α-amine protected (2S)-aminolevulinic acid and/or P is F-moc. These compounds may be incorporated into peptides, for example, peptides comprising a substituted or unsubstituted (2S)-aminolevulinic acid residue, such as (2S)-aminolevulinic acid residue is substituted with an O- or N-linked glycoconjugate, or a detectable label.

REFERENCES:
patent: 4692439 (1987-09-01), Rideout et al.
patent: 0411332 (1991-02-01), None
Yu, Zhonghua et al. Irreversible Inhibition of the HIV-1 Protease: Targeting Alkylating Agents to the Catalytic Aspartate Groups. J. Am. Chem. Soc, vol. 118, 1996 pp. 5846-5856, see Scheme 3.
Schmidt, Ulrich et al. The Synthesis of Eponemycin. J. Chem. Soc., Chem. Commun., 1992 pp. 529-530, see Scheme 1.

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