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Volumn 15, Issue 7, 2008, Pages 718-728

Nanomolar CFTR Inhibition by Pore-Occluding Divalent Polyethylene Glycol-Malonic Acid Hydrazides

Author keywords

CELLBIO; CHEMBIO; SIGNALING

Indexed keywords

CHOLERA TOXIN; HYDRAZINE DERIVATIVE; MACROGOL DERIVATIVE; MALONIC ACID; MALONIC ACID DERIVATIVE; STILBENE DERIVATIVE; TRANSMEMBRANE CONDUCTANCE REGULATOR;

EID: 47049088617     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2008.05.015     Document Type: Article
Times cited : (34)

References (47)
  • 1
    • 0242507493 scopus 로고    scopus 로고
    • Highly effective poly(ethylene glycol) architectures for specific inhibition of immune receptor activation
    • Baird E.J., Holowka D., Coates G.W., and Baird B. Highly effective poly(ethylene glycol) architectures for specific inhibition of immune receptor activation. Biochemistry 42 (2003) 12739-12748
    • (2003) Biochemistry , vol.42 , pp. 12739-12748
    • Baird, E.J.1    Holowka, D.2    Coates, G.W.3    Baird, B.4
  • 2
    • 0033858348 scopus 로고    scopus 로고
    • Chloride secretion by the intestinal epithelium: molecular basis and regulatory aspects
    • Barrett K.E., and Keely S.J. Chloride secretion by the intestinal epithelium: molecular basis and regulatory aspects. Annu. Rev. Physiol. 62 (2000) 535-572
    • (2000) Annu. Rev. Physiol. , vol.62 , pp. 535-572
    • Barrett, K.E.1    Keely, S.J.2
  • 3
    • 0346505482 scopus 로고    scopus 로고
    • New concepts of the pathogenesis of cystic fibrosis lung disease
    • Boucher R.C. New concepts of the pathogenesis of cystic fibrosis lung disease. Eur. Respir. J. 23 (2004) 146-158
    • (2004) Eur. Respir. J. , vol.23 , pp. 146-158
    • Boucher, R.C.1
  • 4
    • 0026640380 scopus 로고
    • Defective epithelial chloride transport in a gene-targeted mouse model of cystic fibrosis
    • Clarke L.L., Grubb B.R., Gabriel S.E., Smithies O., Koller B.H., and Boucher R.C. Defective epithelial chloride transport in a gene-targeted mouse model of cystic fibrosis. Science 257 (1992) 1125-1128
    • (1992) Science , vol.257 , pp. 1125-1128
    • Clarke, L.L.1    Grubb, B.R.2    Gabriel, S.E.3    Smithies, O.4    Koller, B.H.5    Boucher, R.C.6
  • 5
    • 0037380607 scopus 로고    scopus 로고
    • Intestinal ion transport and the pathophysiology of diarrhea
    • Field M. Intestinal ion transport and the pathophysiology of diarrhea. J. Clin. Invest. 111 (2003) 931-943
    • (2003) J. Clin. Invest. , vol.111 , pp. 931-943
    • Field, M.1
  • 6
    • 0028062781 scopus 로고
    • Cystic fibrosis heterozygote resistance to cholera toxin in the cystic fibrosis mouse model
    • Gabriel S.E., Brigman K.N., Koller B.H., Boucher R.C., and Stutts M.J. Cystic fibrosis heterozygote resistance to cholera toxin in the cystic fibrosis mouse model. Science 266 (1994) 107-109
    • (1994) Science , vol.266 , pp. 107-109
    • Gabriel, S.E.1    Brigman, K.N.2    Koller, B.H.3    Boucher, R.C.4    Stutts, M.J.5
  • 7
    • 0035200620 scopus 로고    scopus 로고
    • Cell-based assay for high-throughput quantitative screening of CFTR chloride transport agonists
    • Galietta L.J.V., Jayaraman S., and Verkman A.S. Cell-based assay for high-throughput quantitative screening of CFTR chloride transport agonists. Am. J. Physiol. 281 (2001) C1734-C1742
    • (2001) Am. J. Physiol. , vol.281
    • Galietta, L.J.V.1    Jayaraman, S.2    Verkman, A.S.3
  • 8
    • 0346981999 scopus 로고    scopus 로고
    • Influencing receptor-ligand binding mechanisms with multivalent ligand architecture
    • Gestwicki J.E., Cairo C.W., Strong L.E., Oetjen K.A., and Kiessling L.L. Influencing receptor-ligand binding mechanisms with multivalent ligand architecture. J. Am. Chem. Soc. 124 (2002) 14922-14933
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 14922-14933
    • Gestwicki, J.E.1    Cairo, C.W.2    Strong, L.E.3    Oetjen, K.A.4    Kiessling, L.L.5
  • 9
    • 33745772850 scopus 로고    scopus 로고
    • New insights into cystic fibrosis: molecular switches that regulate CFTR
    • Guggino W.B., and Stanton B.A. New insights into cystic fibrosis: molecular switches that regulate CFTR. Nat. Rev. Mol. Cell Biol. 7 (2006) 426-436
    • (2006) Nat. Rev. Mol. Cell Biol. , vol.7 , pp. 426-436
    • Guggino, W.B.1    Stanton, B.A.2
  • 10
    • 34547181796 scopus 로고    scopus 로고
    • Synthesis and evaluation of bivalent NDP-α-MSH(7) peptide ligands for binding to the human melanocortin receptor 4 (hMC4R)
    • Handl H.L., Sankaranarayanan R., Josan J.S., Vagner J., Mash E.A., Gillies R.J., and Hruby V.J. Synthesis and evaluation of bivalent NDP-α-MSH(7) peptide ligands for binding to the human melanocortin receptor 4 (hMC4R). Bioconjug. Chem. 18 (2007) 1101-1109
    • (2007) Bioconjug. Chem. , vol.18 , pp. 1101-1109
    • Handl, H.L.1    Sankaranarayanan, R.2    Josan, J.S.3    Vagner, J.4    Mash, E.A.5    Gillies, R.J.6    Hruby, V.J.7
  • 12
    • 0032531947 scopus 로고    scopus 로고
    • Spanning binding sites on allosteric proteins with polymer-linked ligand dimers
    • Kramer R.H., and Karpen J.W. Spanning binding sites on allosteric proteins with polymer-linked ligand dimers. Nature 395 (1998) 710-713
    • (1998) Nature , vol.395 , pp. 710-713
    • Kramer, R.H.1    Karpen, J.W.2
  • 13
    • 0035424455 scopus 로고    scopus 로고
    • Evidence that CFTR channels can regulate the open duration of other CFTR channels: cooperativity
    • Krouse M.E., and Wine J.J. Evidence that CFTR channels can regulate the open duration of other CFTR channels: cooperativity. J. Membr. Biol. 182 (2001) 223-232
    • (2001) J. Membr. Biol. , vol.182 , pp. 223-232
    • Krouse, M.E.1    Wine, J.J.2
  • 14
    • 0036086169 scopus 로고    scopus 로고
    • Electrolyte transport in the mammalian colon: mechanisms and implications for disease
    • Kunzelmann K., and Mall M. Electrolyte transport in the mammalian colon: mechanisms and implications for disease. Physiol. Rev. 82 (2002) 245-289
    • (2002) Physiol. Rev. , vol.82 , pp. 245-289
    • Kunzelmann, K.1    Mall, M.2
  • 15
    • 0029861859 scopus 로고    scopus 로고
    • - channels expressed in a mammalian cell line and its regulation by a critical pore residue
    • - channels expressed in a mammalian cell line and its regulation by a critical pore residue. J. Physiol. 496 (1996) 687-693
    • (1996) J. Physiol. , vol.496 , pp. 687-693
    • Linsdell, P.1    Hanrahan, J.W.2
  • 16
    • 3843095115 scopus 로고    scopus 로고
    • - secretion, and renal cyst growth: a study using CFTR inhibitors
    • - secretion, and renal cyst growth: a study using CFTR inhibitors. Kidney Int. 66 (2004) 1926-1938
    • (2004) Kidney Int. , vol.66 , pp. 1926-1938
    • Li, H.1    Findlay, I.A.2    Sheppard, D.N.3
  • 18
    • 0036896008 scopus 로고    scopus 로고
    • Thiazolidinone CFTR inhibitor identified by high-throughput screening blocks cholera toxin-induced intestinal fluid secretion
    • Ma T., Thiagarajah J.R., Yang H., Sonawane N.D., Folli C., Galietta L.J., and Verkman A.S. Thiazolidinone CFTR inhibitor identified by high-throughput screening blocks cholera toxin-induced intestinal fluid secretion. J. Clin. Invest. 110 (2002) 1651-1658
    • (2002) J. Clin. Invest. , vol.110 , pp. 1651-1658
    • Ma, T.1    Thiagarajah, J.R.2    Yang, H.3    Sonawane, N.D.4    Folli, C.5    Galietta, L.J.6    Verkman, A.S.7
  • 19
    • 24644451580 scopus 로고    scopus 로고
    • Orientation discrimination of single-stranded DNA inside the α-hemolysin membrane channel
    • Mathe J., Aksimentiev A., Nelson D.R., Schulten K., and Meller A. Orientation discrimination of single-stranded DNA inside the α-hemolysin membrane channel. Proc. Natl. Acad. Sci. USA 102 (2005) 12377-12382
    • (2005) Proc. Natl. Acad. Sci. USA , vol.102 , pp. 12377-12382
    • Mathe, J.1    Aksimentiev, A.2    Nelson, D.R.3    Schulten, K.4    Meller, A.5
  • 20
    • 0033898228 scopus 로고    scopus 로고
    • Permeation through the CFTR chloride channel
    • McCarty N.A. Permeation through the CFTR chloride channel. J. Exp. Biol. 203 (2000) 1947-1962
    • (2000) J. Exp. Biol. , vol.203 , pp. 1947-1962
    • McCarty, N.A.1
  • 22
    • 33745685698 scopus 로고    scopus 로고
    • Long-term efficacy and cost-effectiveness of polyethylene glycol 3350 plus electrolytes in chronic constipation: a retrospective study in a disabled population
    • Migeon-Duballet I., Chabin M., Gautier A., Mistouflet T., Bonnet M., Aubert J.M., and Halphen M. Long-term efficacy and cost-effectiveness of polyethylene glycol 3350 plus electrolytes in chronic constipation: a retrospective study in a disabled population. Curr. Med. Res. Opin. 22 (2006) 1227-1235
    • (2006) Curr. Med. Res. Opin. , vol.22 , pp. 1227-1235
    • Migeon-Duballet, I.1    Chabin, M.2    Gautier, A.3    Mistouflet, T.4    Bonnet, M.5    Aubert, J.M.6    Halphen, M.7
  • 23
    • 3843066593 scopus 로고    scopus 로고
    • Discovery of glycine hydrazide pore-occluding CFTR inhibitors: mechanism, structure-activity analysis, and in vivo efficacy
    • Muanprasat C., Sonawane N.D., Salinas D., Taddei A., Galietta L.J., and Verkman A.S. Discovery of glycine hydrazide pore-occluding CFTR inhibitors: mechanism, structure-activity analysis, and in vivo efficacy. J. Gen. Physiol. 124 (2004) 125-137
    • (2004) J. Gen. Physiol. , vol.124 , pp. 125-137
    • Muanprasat, C.1    Sonawane, N.D.2    Salinas, D.3    Taddei, A.4    Galietta, L.J.5    Verkman, A.S.6
  • 24
    • 0037022574 scopus 로고    scopus 로고
    • Identification in traditional herbal medications and confirmation by synthesis of factors that inhibit cholera toxin-induced fluid accumulation
    • Oi H., Matsuura D., Miyake M., Ueno M., Takai I., Yamamoto T., Kubo M., Moss J., and Noda M. Identification in traditional herbal medications and confirmation by synthesis of factors that inhibit cholera toxin-induced fluid accumulation. Proc. Natl. Acad. Sci. USA 99 (2002) 3042-3046
    • (2002) Proc. Natl. Acad. Sci. USA , vol.99 , pp. 3042-3046
    • Oi, H.1    Matsuura, D.2    Miyake, M.3    Ueno, M.4    Takai, I.5    Yamamoto, T.6    Kubo, M.7    Moss, J.8    Noda, M.9
  • 25
    • 1842533360 scopus 로고    scopus 로고
    • Versatile reagent for reduction of azides to amines
    • Pal B., Jaisankar P., and Giri V.S. Versatile reagent for reduction of azides to amines. Synth. Commun. 34 (2004) 1317-1323
    • (2004) Synth. Commun. , vol.34 , pp. 1317-1323
    • Pal, B.1    Jaisankar, P.2    Giri, V.S.3
  • 26
    • 0141567626 scopus 로고    scopus 로고
    • Dimeric cystic fibrosis transmembrane conductance regulator exists in the plasma membrane
    • Ramjeesingh M., Kidd J.F., Huan L.J., Wang Y., and Bear C.E. Dimeric cystic fibrosis transmembrane conductance regulator exists in the plasma membrane. Biochem. J. 374 (2003) 793-797
    • (2003) Biochem. J. , vol.374 , pp. 793-797
    • Ramjeesingh, M.1    Kidd, J.F.2    Huan, L.J.3    Wang, Y.4    Bear, C.E.5
  • 27
    • 15544371839 scopus 로고    scopus 로고
    • Assembly of functional CFTR chloride channels
    • Riordan J.R. Assembly of functional CFTR chloride channels. Annu. Rev. Physiol. 67 (2005) 701-718
    • (2005) Annu. Rev. Physiol. , vol.67 , pp. 701-718
    • Riordan, J.R.1
  • 28
    • 4544378176 scopus 로고    scopus 로고
    • Purification and crystallization of the cystic fibrosis transmembrane conductance regulator (CFTR)
    • Rosenberg M.F., Kamis A.B., Aleksandrov L.A., Ford R.C., and Riordan J.R. Purification and crystallization of the cystic fibrosis transmembrane conductance regulator (CFTR). J. Biol. Chem. 279 (2004) 39051-39057
    • (2004) J. Biol. Chem. , vol.279 , pp. 39051-39057
    • Rosenberg, M.F.1    Kamis, A.B.2    Aleksandrov, L.A.3    Ford, R.C.4    Riordan, J.R.5
  • 29
    • 34548068564 scopus 로고    scopus 로고
    • Discovery of alpha-aminoazaheterocycle-methylglyoxal adducts as a new class of high-affinity inhibitors of cystic fibrosis transmembrane conductance regulator chloride channels
    • Routaboul C., Norez C., Melin P., Molina M.C., Boucherle B., Bossard F., Noel S., Robert R., Gauthier C., Becq F., and Décout J.L. Discovery of alpha-aminoazaheterocycle-methylglyoxal adducts as a new class of high-affinity inhibitors of cystic fibrosis transmembrane conductance regulator chloride channels. J. Pharmacol. Exp. Ther. 322 (2007) 1023-1035
    • (2007) J. Pharmacol. Exp. Ther. , vol.322 , pp. 1023-1035
    • Routaboul, C.1    Norez, C.2    Melin, P.3    Molina, M.C.4    Boucherle, B.5    Bossard, F.6    Noel, S.7    Robert, R.8    Gauthier, C.9    Becq, F.10    Décout, J.L.11
  • 31
    • 0030847723 scopus 로고    scopus 로고
    • - channels expressed in a murine cell line
    • - channels expressed in a murine cell line. J. Physiol. 503 (1997) 333-346
    • (1997) J. Physiol. , vol.503 , pp. 333-346
    • Sheppard, D.N.1    Robinson, K.A.2
  • 32
    • 0026759418 scopus 로고
    • + channel regulators on cystic fibrosis transmembrane conductance regulator chloride currents
    • + channel regulators on cystic fibrosis transmembrane conductance regulator chloride currents. J. Gen. Physiol. 100 (1992) 573-591
    • (1992) J. Gen. Physiol. , vol.100 , pp. 573-591
    • Sheppard, D.N.1    Welsh, M.J.2
  • 33
    • 12244292697 scopus 로고    scopus 로고
    • In vivo pharmacology and antidiarrheal efficacy of a thiazolidinone CFTR inhibitor in rodents
    • Sonawane N.D., Muanprasat C., Nagatani R., Song Y., and Verkman A.S. In vivo pharmacology and antidiarrheal efficacy of a thiazolidinone CFTR inhibitor in rodents. J. Pharm. Sci. 94 (2005) 134-143
    • (2005) J. Pharm. Sci. , vol.94 , pp. 134-143
    • Sonawane, N.D.1    Muanprasat, C.2    Nagatani, R.3    Song, Y.4    Verkman, A.S.5
  • 34
    • 30744454043 scopus 로고    scopus 로고
    • Luminally active, nonabsorbable CFTR inhibitors as potential therapy to reduce intestinal fluid loss in cholera
    • Sonawane N.D., Hu J., Muanprasat C., and Verkman A.S. Luminally active, nonabsorbable CFTR inhibitors as potential therapy to reduce intestinal fluid loss in cholera. FASEB J. 20 (2006) 130-132
    • (2006) FASEB J. , vol.20 , pp. 130-132
    • Sonawane, N.D.1    Hu, J.2    Muanprasat, C.3    Verkman, A.S.4
  • 35
    • 34247208037 scopus 로고    scopus 로고
    • Lectin conjugates as potent, nonabsorbable CFTR inhibitors for reducing intestinal fluid secretion in cholera
    • Sonawane N.D., Zhao D., Zegarra-Moran O., Galietta L.J., and Verkman A.S. Lectin conjugates as potent, nonabsorbable CFTR inhibitors for reducing intestinal fluid secretion in cholera. Gastroenterology 132 (2007) 1234-1244
    • (2007) Gastroenterology , vol.132 , pp. 1234-1244
    • Sonawane, N.D.1    Zhao, D.2    Zegarra-Moran, O.3    Galietta, L.J.4    Verkman, A.S.5
  • 36
    • 42449088184 scopus 로고    scopus 로고
    • α-Aminoazaheterocyclic-methylglyoxal adducts do not inhibit cystic fibrosis transmembrane conductance regulator chloride channel activity
    • Sonawane N.D., Zegarra-Moran O., Namkung W., Galietta L.J., and Verkman A.S. α-Aminoazaheterocyclic-methylglyoxal adducts do not inhibit cystic fibrosis transmembrane conductance regulator chloride channel activity. J. Pharmacol. Exp. Ther. 325 (2008) 529-535
    • (2008) J. Pharmacol. Exp. Ther. , vol.325 , pp. 529-535
    • Sonawane, N.D.1    Zegarra-Moran, O.2    Namkung, W.3    Galietta, L.J.4    Verkman, A.S.5
  • 37
    • 0343177218 scopus 로고
    • New organic compounds of phosphorus. III. Phosphinemethylene derivatives and phosphinimines
    • Staudinger H., and Meyer J. New organic compounds of phosphorus. III. Phosphinemethylene derivatives and phosphinimines. J. Helv. Chim. Acta. 2 (1919) 635-646
    • (1919) J. Helv. Chim. Acta. , vol.2 , pp. 635-646
    • Staudinger, H.1    Meyer, J.2
  • 38
    • 0842324677 scopus 로고    scopus 로고
    • Altered channel gating mechanism for CFTR inhibition by a high-affinity thiazolidinone blocker
    • Taddei A., Folli C., Zegarra-Moran O., Fanen P., Verkman A.S., and Galietta L.J. Altered channel gating mechanism for CFTR inhibition by a high-affinity thiazolidinone blocker. FEBS Lett. 558 (2004) 52-56
    • (2004) FEBS Lett. , vol.558 , pp. 52-56
    • Taddei, A.1    Folli, C.2    Zegarra-Moran, O.3    Fanen, P.4    Verkman, A.S.5    Galietta, L.J.6
  • 39
    • 0017844911 scopus 로고
    • Detection of cholera enterotoxin activity in suckling hamsters
    • Takeda T., Takeda Y., Miwatani T., and Ohtomo N. Detection of cholera enterotoxin activity in suckling hamsters. Infect. Immun. 19 (1978) 752-754
    • (1978) Infect. Immun. , vol.19 , pp. 752-754
    • Takeda, T.1    Takeda, Y.2    Miwatani, T.3    Ohtomo, N.4
  • 41
    • 0842300379 scopus 로고    scopus 로고
    • Prevention of toxin-induced intestinal ion and fluid secretion by a small-molecule CFTR inhibitor
    • Thiagarajah J.R., Broadbent T., Hsieh E., and Verkman A.S. Prevention of toxin-induced intestinal ion and fluid secretion by a small-molecule CFTR inhibitor. Gastroenterology 126 (2003) 511-519
    • (2003) Gastroenterology , vol.126 , pp. 511-519
    • Thiagarajah, J.R.1    Broadbent, T.2    Hsieh, E.3    Verkman, A.S.4
  • 42
    • 0032986798 scopus 로고    scopus 로고
    • Structural and ionic determinants of 5-nitro-2-(3-phenylprophyl-amino)-benzoic acid block of the CFTR chloride channel
    • Walsh K.B., Long K.J., and Shen X. Structural and ionic determinants of 5-nitro-2-(3-phenylprophyl-amino)-benzoic acid block of the CFTR chloride channel. Br. J. Pharmacol. 127 (1999) 369-376
    • (1999) Br. J. Pharmacol. , vol.127 , pp. 369-376
    • Walsh, K.B.1    Long, K.J.2    Shen, X.3
  • 43
    • 0034730330 scopus 로고    scopus 로고
    • Accessory protein facilitated CFTR-CFTR interaction, a molecular mechanism to potentiate the chloride channel activity
    • Wang S., Yue H., Derin R.B., Guggino W.B., and Li M. Accessory protein facilitated CFTR-CFTR interaction, a molecular mechanism to potentiate the chloride channel activity. Cell 103 (2000) 169-179
    • (2000) Cell , vol.103 , pp. 169-179
    • Wang, S.1    Yue, H.2    Derin, R.B.3    Guggino, W.B.4    Li, M.5
  • 44
    • 0015879604 scopus 로고
    • Ionic blockage of sodium channels in nerve
    • Woodhull A.M. Ionic blockage of sodium channels in nerve. J. Gen. Physiol. 61 (1973) 687-708
    • (1973) J. Gen. Physiol. , vol.61 , pp. 687-708
    • Woodhull, A.M.1
  • 45
    • 48149087107 scopus 로고    scopus 로고
    • Small-molecule CFTR inhibitors slow cyst growth in culture and mouse models of polycystic kidney disease
    • Yang B., Sonawane N.D., Zhao D., Somlo S., and Verkman A.S. Small-molecule CFTR inhibitors slow cyst growth in culture and mouse models of polycystic kidney disease. J. Am. Soc. Nephrol. 19 (2008) 1300-1310
    • (2008) J. Am. Soc. Nephrol. , vol.19 , pp. 1300-1310
    • Yang, B.1    Sonawane, N.D.2    Zhao, D.3    Somlo, S.4    Verkman, A.S.5
  • 46
    • 0033583055 scopus 로고    scopus 로고
    • A single conductance pore for chloride ions formed by two cystic fibrosis transmembrane conductance regulator molecules
    • Zerhusen B., Zhao J., Xie J., Davis P.B., and Ma J. A single conductance pore for chloride ions formed by two cystic fibrosis transmembrane conductance regulator molecules. J. Biol. Chem. 274 (1999) 7627-7630
    • (1999) J. Biol. Chem. , vol.274 , pp. 7627-7630
    • Zerhusen, B.1    Zhao, J.2    Xie, J.3    Davis, P.B.4    Ma, J.5
  • 47
    • 0036846927 scopus 로고    scopus 로고
    • Probing an open CFTR pore with organic anion blockers
    • Zhou Z., Hu S., and Hwang T.C. Probing an open CFTR pore with organic anion blockers. J. Gen. Physiol. 120 (2002) 647-662
    • (2002) J. Gen. Physiol. , vol.120 , pp. 647-662
    • Zhou, Z.1    Hu, S.2    Hwang, T.C.3


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