title: Synthesis and characterization of valyloxy methoxy luciferin for the detection of valacyclovirase and peptide transporter.
abstract: An amino acid ester derivative of luciferin (valoluc) was synthesized to mimic the transport and activation of valacyclovir. This molecule was characterized in vitro for specificity and enzymatic constants, and then assayed in two different, physiologically-relevant conditions. It was demonstrated that valoluc activation is sensitive to the same cellular factors as valacyclovir and thus has the potential to elucidate the dynamics of amino acid ester prodrug therapies in a functional, high-throughput manner.
authors.affiliation: Center for Molecular Drug Targeting (CMDT), Department of Pharmaceutical Sciences, College of Pharmacy, University of Michigan, Ann Arbor, Michigan 48109.
authors.forename: Zachary F
authors.initials: ZF
authors.lastname: Walls
authors.affiliation: Center for Molecular Drug Targeting (CMDT), Department of Pharmaceutical Sciences, College of Pharmacy, University of Michigan, Ann Arbor, Michigan 48109.
authors.forename: Sheeba Varghese
authors.initials: SV
authors.lastname: Gupta
authors.affiliation: Center for Molecular Drug Targeting (CMDT), Department of Pharmaceutical Sciences, College of Pharmacy, University of Michigan, Ann Arbor, Michigan 48109.
authors.forename: Gordon L
authors.initials: GL
authors.lastname: Amidon
authors.affiliation: Center for Molecular Drug Targeting (CMDT), Department of Pharmaceutical Sciences, College of Pharmacy, University of Michigan, Ann Arbor, Michigan 48109.
authors.forename: Kyung-Dall
authors.initials: KD
authors.lastname: Lee
mesh_terms: D001419:Bacteria / Q000378:metabolism; D001692:Biological Transport; D002265:Carboxylic Ester Hydrolases / Q000032:analysis* / Q000378:metabolism; D049454:Firefly Luciferin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D057809:HEK293 Cells; D057166:High-Throughput Screening Assays; D006801:Humans; D006868:Hydrolysis; D049449:Luminescence; D026901:Membrane Transport Proteins / Q000032:analysis* / Q000378:metabolism; D015394:Molecular Structure; D013045:Species Specificity
chemical_list: D026901:Membrane Transport Proteins; D049454:Firefly Luciferin; D002265:Carboxylic Ester Hydrolases
keywords: Luciferin; PEPT1; Prodrug; VACVase