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Peer-reviewed veterinary case report

Gabapentin hybrid peptides and bioconjugates.

Journal:
Bioorganic & medicinal chemistry
Year:
2014
Authors:
Lebedyeva, Iryna O et al.
Affiliation:
Department of Chemistry · United States

Abstract

Synthetic approaches to gabapentin bioconjugates that overcome the tendency of gabapentin to cyclize into its γ-lactam are studied. Gabapentin was converted by N-acylation at its N-terminus into di-, tri-, and tetrapeptides (L-Ala-Gbp, L-Val-Gbp, L-Ala-L-Phe-Gbp, Gly-L-Ala-β-Ala-Gbp). Carboxyl-activated Boc-protected gabapentin was used to N-, O-, and S-acylate small peptides and hormones to give conjugates that could also provide prodrugs containing conformationally constrained gabapentin units.

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Original publication: https://pubmed.ncbi.nlm.nih.gov/24468631/