Purification by p-aminobenzoic acid (PABA)-affinity chromatography and the functional reconstitution of the nateglinide/H+ cotransport system in the rat intestinal brush-border membrane

Biochem Biophys Res Commun. 2006 Feb 17;340(3):879-86. doi: 10.1016/j.bbrc.2005.12.092. Epub 2005 Dec 27.

Abstract

(-)-N-(trans-4-isopropylcyclohexanecarbonyl)-D-phenylalanine (nateglinide) is a novel oral hypoglycemic agent possessing a peptide-type bond and a carboxyl group in its structure. Recently, we have shown that nateglinide transport occurs via the ceftibuten/H+ cotransport system, which is distinct from PepT1, and that the fluorescein/H+ cotransport system is involved in the uptake of nateglinide. The aim of this study was to characterize the functional properties of the intestinal nateglinide transporter. In the first part of this study, we demonstrated that the ceftibuten/H+ cotransport system is identical to the fluorescein/H+ cotransport system. We succeeded in purification of the nateglinide transporter from brush-border membranes of the rat small intestine using p-aminobenzoic acid (PABA)-affinity chromatography. We then investigated the functional properties of the nateglinide transporter using proteoliposomes prepared from the PABA-affinity chromatography elute. We demonstrated that nateglinide, ceftibuten, and fluorescein are transported by the same transporter in the intestine.

MeSH terms

  • 4-Aminobenzoic Acid / chemistry*
  • Animals
  • Benzoic Acid / chemistry
  • Biological Transport
  • Ceftibuten
  • Cell Membrane / metabolism*
  • Cephalosporins / chemistry*
  • Chromatography, Affinity / methods*
  • Chromatography, High Pressure Liquid
  • Cyclohexanes / chemistry*
  • Dioxins / chemistry
  • Dose-Response Relationship, Drug
  • Durapatite / chemistry
  • Electrophoresis, Polyacrylamide Gel
  • Fluorescein / chemistry
  • Hypoglycemic Agents / pharmacology
  • Intestinal Mucosa / metabolism
  • Intestine, Small / metabolism
  • Liposomes / chemistry
  • Male
  • Microvilli / drug effects*
  • Microvilli / metabolism*
  • Nateglinide
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemistry
  • Proteolipids / chemistry
  • Protons
  • Rats
  • Rats, Wistar
  • Salicylic Acid / chemistry
  • Ultraviolet Rays

Substances

  • Cephalosporins
  • Cyclohexanes
  • Dioxins
  • Hypoglycemic Agents
  • Liposomes
  • Proteolipids
  • Protons
  • proteoliposomes
  • Nateglinide
  • Phenylalanine
  • Benzoic Acid
  • Durapatite
  • Ceftibuten
  • Salicylic Acid
  • 4-Aminobenzoic Acid
  • Fluorescein