Mammalian peptide transporters as targets for drug delivery

Liang, 1995, Human intestinal H+/peptide cotransporter. Cloning, functional expression, and chromosomal localization, J. Biol. Chem., 270, 6456, 10.1074/jbc.270.12.6456 Fei, 1994, Expression cloning of a mammalian proton-coupled oligopeptide transporter, Nature, 368, 563, 10.1038/368563a0 Saito, 1995, Cloning and characterization of a rat H+/peptide cotransporter mediating absorption of (-lactam antibiotics in the intestine and kidney, J. Pharmacol. Exp. Ther., 275, 1631 Fei, 2000, cDNA structure, genomic organization, and promoter analysis of the mouse intestinal peptide transporter PEPT1, Biochim. Biophys. Acta, 1492, 145, 10.1016/S0167-4781(00)00101-9 Pan, 2001, Expression of a cloned ovine gastrointestinal peptide transporter (oPepT1) in Xenopus oocytes induces uptake of oligopeptides in vitro, J. Nutr., 131, 1264, 10.1093/jn/131.4.1264 Liu, 1995, Molecular cloning of PEPT2, a new member of the H+/peptide cotransporter family, from human kidney, Biochim. Biophys. Acta, 1235, 461, 10.1016/0005-2736(95)80036-F Boll, 1996, Expression cloning and functional characterization of the kidney cortex high-affinity proton-coupled peptide transporter, Proc. Natl. Acad. Sci. U. S. A., 93, 284, 10.1073/pnas.93.1.284 Saito, 1996, Molecular cloning and tissue distribution of rat peptide transporter PEPT2, Biochim. Biophys. Acta, 1280, 173, 10.1016/0005-2736(96)00024-7 Rubio-Aliaga, 2000, Cloning and characterization of the gene encoding the mouse peptide transporter PEPT2, Biochem. Biophys. Res. Commun., 276, 734, 10.1006/bbrc.2000.3546 Ganapathy, 1983, Role of pH gradient and membrane potential in dipeptide transport in intestinal and renal brush-border membrane vesicles from the rabbit. Studies with l-carnosine and glycyl-l-proline, J. Biol. Chem., 258, 14189, 10.1016/S0021-9258(17)43843-9 Terada, 1999, Functional characteristics of basolateral peptide transporter in the human intestinal cell line Caco-2, Am. J. Physiol., 276, G1435 Terada, 2000, Functional expression of novel peptide transporter in renal basolateral membranes, Am. J. Physiol. Renal Physiol., 279, F851, 10.1152/ajprenal.2000.279.5.F851 Irie, 2001, Recognition and transport characteristics of nonpeptidic compounds by basolateral peptide transporter in Caco-2 cells, J. Pharmacol. Exp. Ther., 298, 711 Daniel, 1997, Cellular and molecular mechanisms of renal peptide transport, Am. J. Physiol., 273, F1 Doring, 1996, Functional analysis of a chimeric mammalian peptide transporter derived from the intestinal and renal isoforms, J. Physiol., 497, 773, 10.1113/jphysiol.1996.sp021808 Terada, 2000, N-terminal halves of rat H+/peptide transporters are responsible for their substrate recognition, Pharm. Res., 17, 15, 10.1023/A:1007554105597 Fei, 1998, Identification of a potential substrate binding domain in the mammalian peptide transporters PEPT1 and PEPT2 using PEPT1–PEPT2 and PEPT2–PEPT1 chimeras, Biochem. Biophys. Res. Commun., 246, 39, 10.1006/bbrc.1998.8566 Doring, 2002, Importance of a small N-terminal region in mammalian peptide transporters for substrate affinity and function, J. Membr. Biol., 186, 55, 10.1007/s00232-001-0135-9 Chen, 2000, Functional roles of histidine and tyrosine residues in the H+-peptide transporter PepT1, Biochem. Biophys. Res. Commun., 272, 726, 10.1006/bbrc.2000.2851 Bolger, 1998, Structure, function, and molecular modeling approaches to the study of the intestinal dipeptide transporter PepT1, J. Pharm. Sci., 87, 1286, 10.1021/js980090u Boll, 1994, Expression cloning of a cDNA from rabbit small intestine related to proton-coupled transport of peptides, beta-lactam antibiotics and ACE-inhibitors, Pflugers Arch., 429, 146, 10.1007/BF02584043 Bretschneider, 1999, Intestinal transport of beta-lactam antibiotics at the H+/peptide symporter (PEPT1), the uptake into Caco-2 cell monolayers and the transepithelial flux, Pharm. Res., 16, 55, 10.1023/A:1018814627484 Terada, 1997, Recognition of beta-lactam antibiotics by rat peptide transporters, PEPT1 and PEPT2, in LLC-PK1 cells, Am. J. Physiol., 273, F706 Ganapathy, 1997, Interaction of anionic cephalosporins with the intestinal and renal peptide tranpsorters PEPT1 and PEPT2, Biochim. Biophys. Acta, 1324, 296, 10.1016/S0005-2736(96)00234-9 Wenzel, 1996, Transport characteristics of differently charged cephalosporine antibiotics in oocytes expressing the cloned intestinal peptide transporter PEPT1 and in human intestinal Caco-2 cells, J. Pharmacol. Exp. Ther., 277, 831 Jariyawat, 1999, The interaction and transport of beta-lactam antibiotics with the cloned rat renal organic anion transporter 1, J. Pharmacol. Exp. Ther., 290, 672 Ganapathy, 2000, Beta-lactam antibiotics as substrates for OCTN2, an organic cation/carnitine transporter, J. Biol. Chem., 275, 1699, 10.1074/jbc.275.3.1699 Atkinson, 2001, Cerebrovascular structure and dementia: new drug targets, Trends Pharmacol. Sci., 22, 630, 10.1016/S0165-6147(00)01866-6 Zhu, 2000, Differential recognition of ACE inhibitors in Xenopus laevis oocytes expressing rat PEPT1 and PEPT2, Pharm. Res., 17, 526, 10.1023/A:1007556630189 Pang, 1998, The modified dipeptide, enalapril, an angiotensin-converting enzyme inhibitor, is transported by the rat liver organic anion transport protein, Hepatology, 28, 1341, 10.1002/hep.510280524 Shu, 2001, Mechanism of intestinal absorption and renal reabsorption of an orally active ace inhibitor: uptake and transport of fosinopril in cell cultures, Drug Metab. Dispos., 29, 1307 Walters, 2000, Expression, transport properties, and chromosomal location of organic anion transporter subtype 3, Am. J. Physiol., 279, G1188 Nakanishi, 2000, Cancer cell-targeted drug delivery utilizing oligopeptide transport activity, Int. J. Cancer, 88, 274, 10.1002/1097-0215(20001015)88:2<274::AID-IJC20>3.0.CO;2-5 Saito, 1996, Molecular cloning and tissue distribution of rat peptide transporter PEPT2, Biochim. Biophys. Acta, 1280, 173, 10.1016/0005-2736(96)00024-7 Gonzalez, 1998, An oligopeptide transporter is expressed at high levels in the pancreatic carcinoma cell lines AsPc-1 and Capan-2, Cancer Res., 58, 519 Tamai, 1998, Improvement of l-dopa absorption by dipeptidyl derivation, utilizing peptide transporter PepT1, J. Pharm. Sci., 87, 1542, 10.1021/js980186o Ganapathy, 1998, Valacyclovir: a substrate for the intestinal and renal peptide transporters PEPT1 and PEPT2, Biochem. Biophys. Res. Commun., 246, 470, 10.1006/bbrc.1998.8628 Han, 1998, 5′-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter, Pharm. Res., 15, 1154, 10.1023/A:1011919319810 De Rosa, 2000, Photodynamic therapy of skin cancers: sensitizers, clinical studies and future directives, Pharm. Res., 17, 1447, 10.1023/A:1007612905378 Marcus, 1996, Photodynamic therapy (PDT) and photodiagnosis (PD) using endogenous photosensitization induced by 5-aminolevulinic acid (ALA): current clinical and development status, J. Clin. Laser Med. Surg., 14, 59, 10.1089/clm.1996.14.59 Doring, 1998, Delta-aminolevulinic acid transport by intestinal and renal peptide transporters and its physiological and clinical implications, J. Clin. Invest., 101, 2761, 10.1172/JCI1909 Novotny, 2000, Mechanisms of 5-aminolevulinic acid uptake at the choroid plexus, J. Neurochem., 75, 321, 10.1046/j.1471-4159.2000.0750321.x Enjoh, 1996, Inhibitory effect of arphamenine A on intestinal dipeptide transport, Biosci. Biotechnol. Biochem., 60, 1893, 10.1271/bbb.60.1893 Brandsch, 1998, Evidence for the absolute conformational specificity of the intestinal H+/peptide symporter, PEPT1, J. Biol. Chem., 273, 3861, 10.1074/jbc.273.7.3861 Doring, 1998, Minimal molecular determinants of substrates for recognition by the intestinal peptide transporter, J. Biol. Chem., 273, 23211, 10.1074/jbc.273.36.23211 Theis, 2002, Defining minimal structural features in substrates of the H+/peptide cotransporter PEPT2 using novel amino acid and dipeptide derivatives, Mol. Pharmacol., 61, 1, 10.1124/mol.61.1.214 Brandsch, 1999, Decisive structural determinants for the interaction of proline derivatives with the intestinal H+/peptide symporter, Eur. J. Biochem., 266, 502, 10.1046/j.1432-1327.1999.00885.x Borner, 1998, Transport of amino acid aryl amides by the intestinal H+/peptide cotransport system, PEPT1, Eur. J. Biochem., 255, 698, 10.1046/j.1432-1327.1998.2550698.x Knutter, 2001, A novel inhibitor of the mammalian peptide transporter PEPT1, Biochemistry, 40, 4454, 10.1021/bi0026371 Theis, 2002, Synthesis and characterization of high-affinity inhibitors of the H+/peptide transporter PEPT2, J. Biol. Chem., 277, 7287, 10.1074/jbc.M105028200 Bailey, 2000, How to make drugs orally active: a substrate template for peptide transporter PepT1., Angew. Chem, Int. Ed. Engl., 39, 505, 10.1002/(SICI)1521-3773(20000204)39:3<505::AID-ANIE505>3.0.CO;2-B Meredith, 2000, Modified amino acids and peptides as substrates for the intestinal peptide transporter PepT1, Eur. J. Biochem., 267, 3723, 10.1046/j.1432-1327.2000.01405.x Ogihara, 1996, Immuno-localization of H+/peptide cotransporter in rat digestive tract, Biochem. Biophys. Res. Commun., 220, 848, 10.1006/bbrc.1996.0493 Shen, 1999, Localization of PEPT1 and PEPT2 proton-coupled oligopeptide transporter mRNA and protein in rat kidney, Am. J. Physiol., 276, F658 Knutter, 2002, H+–peptide cotransport in the human bile duct epithelium cell line SK-ChA-1, Am. J. Physiol., 283, G222 Bockman, 1997, Localization of peptide transporter in nuclei and lysosomes of the pancreas, Int. J. Pancreatol., 22, 221 Berger, 1999, Distribution of peptide transporter PEPT2 mRNA in the rat nervous system, Anat. Embryol., 199, 439, 10.1007/s004290050242 Groneberg, 2001, Expression of PEPT2 peptide transporter mRNA and protein in glial cells of rat dorsal root ganglia, Neurosci. Lett., 304, 181, 10.1016/S0304-3940(01)01794-3 Groneberg, 2001, Localization of the peptide transporter PEPT2 in the lung: implications for pulmonary oligopeptide uptake, Am. J. Pathol., 158, 707, 10.1016/S0002-9440(10)64013-8 Groneberg, 2002, Peptide transport in the mammary gland: expression and distribution of PEPT2 mRNA and protein, Am. J. Physiol., 282, E1172