Synthesis and characterization of a new Peptide prodrug of glucosamine with enhanced gut permeability.
basic_science · Level V
Where this comes from
- Record sourced from PubMed, PMID 25978315.
- Also identified by DOI 10.1371/journal.pone.0126786 and PMC identifier 4433102.
- Licence recorded as CC BY.
- The licence permits redistribution, so the abstract is shown in full and the full text is available from the publisher.
Abstract
The aim of this study was to synthesize a peptide prodrug of glucosamine (GlcN) with increased gut permeability through the gut peptide transporter 1 (PepT1). Glycine-Valine ester derivative of GlcN (GVG) was synthesised using solid phase synthesis followed by characterization and evaluation of its physicochemical and intestinal stability. In addition, GVG was evaluated for its ability to be biotransformed to GlcN in the liver homogenate. In vitro absorption of the new prodrug through everted rat gut was also assessed. GVG demonstrated significant and meaningful increased gut permeability as compared with GlcN. It showed favorable stability in the gut and a quick cleavage to GlcN after exposure to the liver homogenate. In conclusion, a novel prodrug of glucosamine with superior gut permeability compared to GlcN was developed and successfully tested in vitro.
Medical subject headings
- Glucosamine
- Intestinal Mucosa
- Peptides
- Prodrugs