Activated polyethylene glycol esters

Chemistry: natural resins or derivatives; peptides or proteins; – Peptides of 3 to 100 amino acid residues – Chemical aftertreatment – e.g. – acylation – methylation – etc.

Reexamination Certificate

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C530S409000, C548S259000, C548S520000, C548S542000

Reexamination Certificate

active

07094872

ABSTRACT:
The present invention relates to the preparation of polyethylene glycol carbonate active esters useful for the PEGylation of biological active and pharmaceutically useful peptides and proteins. The invention involves the use of activated carbonate and oxalate esters in the formation of polyethylene glycol mixed carbonate active esters that then react with a linker or directly with a target peptide or protein.

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Clark, R., et. al., Journal of Biological Chemistry,Long-Acting Growth Hormones Produced by Conjugation with Polyethylene Glycol, 36, 21969-21977, 1996.
Takeda, K., et. al., Tetrahedron Letters,Convenient Methods for Syntheses of Active Carbamates, Ureas and Nitrosoureas Using N,N-disuccinimido Carbonate(DSC)1), 24, 4569-4572, 1983.
Takeda, K., Tetrahedron Letters,A Convenient Synthesis of Peptide Using Oxallates, 24, 4451-4454, 1983.
Takeda, K., J. Org. Chem.,1,1′-Bis[6-(trifluoromethyl)benzotriazolyl] Oxalate(BTBO):A New Reactive Coupling Reagent for the Synthesis of Dipeptides, Esters, and Thio Esters, 50, 273-275, 1985.
Ghosh, A. K., Tetrahedron Letters,N,N′-Disuccinimidyl Carbonate: A Useful Reagent for Alkoxycarbonylation of Amines, 33, 2781-2784, 1992.

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