메뉴 건너뛰기




Volumn 55, Issue 22, 2012, Pages 10292-10296

Opioid activity profiles of oversimplified peptides lacking in the protonable N-terminus

Author keywords

[No Author keywords available]

Indexed keywords

3,4 DICHLORO N METHYL N [2 (1 PYRROLIDINYL)CYCLOHEXYL]BENZENEACETAMIDE; ENKEPHALIN[2 DEXTRO ALANINE 4 METHYLPHENYLALANINE 5 GLYCINE]; ENKEPHALIN[2,5 DEXTRO PENICILLAMINE]; MU OPIATE RECEPTOR; OPIATE; OPIATE AGONIST;

EID: 84870033135     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm301213s     Document Type: Article
Times cited : (19)

References (35)
  • 1
    • 84860530005 scopus 로고    scopus 로고
    • Molecular docking of opiates and opioid peptides, a tool for the design of selective agonists and antagonists, and for the investigation of atypical ligand-receptor interactions
    • Gentilucci, L.; Tolomelli, A.; De Marco, R.; Artali, R. Molecular docking of opiates and opioid peptides, a tool for the design of selective agonists and antagonists, and for the investigation of atypical ligand-receptor interactions Curr. Med. Chem. 2012, 19, 1587-1601
    • (2012) Curr. Med. Chem. , vol.19 , pp. 1587-1601
    • Gentilucci, L.1    Tolomelli, A.2    De Marco, R.3    Artali, R.4
  • 4
    • 0037835959 scopus 로고    scopus 로고
    • Conversion of δ-, κ-, and μ-receptor selective opioid peptide agonists into δ-, κ- And μ-selective antagonists
    • Schiller, P. W.; Weltrowska, G.; Nguyen, T. M. D.; Lemieux, C.; Chung, N. N.; Lu, Y. Conversion of δ-, κ-, and μ-receptor selective opioid peptide agonists into δ-, κ- and μ-selective antagonists Life Sci. 2003, 73, 691-698
    • (2003) Life Sci. , vol.73 , pp. 691-698
    • Schiller, P.W.1    Weltrowska, G.2    Nguyen, T.M.D.3    Lemieux, C.4    Chung, N.N.5    Lu, Y.6
  • 6
    • 0033523062 scopus 로고    scopus 로고
    • Asp147 in the third transmembrane helix of the rat μ opioid receptor forms ion pairing with morphine and naltrexone
    • Li, J. G.; Chen, C.; Yin, J.; Rice, K.; Zhang, Y.; Matecka, D.; de Riel, J. K.; Des Jarlais, R. L.; Liu-Chen, L. Y. Asp147 in the third transmembrane helix of the rat μ opioid receptor forms ion pairing with morphine and naltrexone Life Sci. 1999, 65, 175-185
    • (1999) Life Sci. , vol.65 , pp. 175-185
    • Li, J.G.1    Chen, C.2    Yin, J.3    Rice, K.4    Zhang, Y.5    Matecka, D.6    De Riel, J.K.7    Des Jarlais, R.L.8    Liu-Chen, L.Y.9
  • 7
    • 0037431419 scopus 로고    scopus 로고
    • A novel N-terminal cyclic dynorphin A analogue cyclo(N,5)[Trp(3),Trp(4), Glu(5)] dynorphin A-(1-11)NH(2) that lacks the basic N-terminus
    • Vig, B. S.; Murray, T. F.; Aldrich, J. V. A novel N-terminal cyclic dynorphin A analogue cyclo(N,5)[Trp(3),Trp(4),Glu(5)] dynorphin A-(1-11)NH(2) that lacks the basic N-terminus J. Med. Chem. 2003, 46, 1279-1282
    • (2003) J. Med. Chem. , vol.46 , pp. 1279-1282
    • Vig, B.S.1    Murray, T.F.2    Aldrich, J.V.3
  • 8
    • 13344267870 scopus 로고
    • Salvinorin, a new trans -neoclerodane diterpene from Salvia divinorum (Labiatae)
    • Ortega, A.; Blount, J. F.; Manchand, P. S. Salvinorin, a new trans -neoclerodane diterpene from Salvia divinorum (Labiatae) J. Chem. Soc., Perkins Trans. 1 1982, 2505-2508
    • (1982) J. Chem. Soc., Perkins Trans. 1 , pp. 2505-2508
    • Ortega, A.1    Blount, J.F.2    Manchand, P.S.3
  • 9
    • 41149143712 scopus 로고    scopus 로고
    • Toward a structure-based model of salvinorin A recognition of the K-opioid receptor
    • Kane, B. E.; McCurdy, C. R.; Ferguson, D. M. Toward a structure-based model of salvinorin A recognition of the K-opioid receptor J. Med. Chem. 2008, 51, 1824-1830
    • (2008) J. Med. Chem. , vol.51 , pp. 1824-1830
    • Kane, B.E.1    McCurdy, C.R.2    Ferguson, D.M.3
  • 10
    • 67651204566 scopus 로고    scopus 로고
    • Structure-based design, synthesis, and biochemical and pharmacological characterization of novel Salvinorin A analogues as active state probes of the k-opioid receptor
    • Yan, F.; Bikbulatov, R. V.; Mocanu, V.; Dicheva, N.; Parker, C. E.; Wetsel, W. C.; Mosier, P. D.; Westkaemper, R. B.; Allen, J. A.; Zjawiony, J. K.; Roth, B. L. Structure-based design, synthesis, and biochemical and pharmacological characterization of novel Salvinorin A analogues as active state probes of the k-opioid receptor Biochemistry 2009, 48, 6898-6908
    • (2009) Biochemistry , vol.48 , pp. 6898-6908
    • Yan, F.1    Bikbulatov, R.V.2    Mocanu, V.3    Dicheva, N.4    Parker, C.E.5    Wetsel, W.C.6    Mosier, P.D.7    Westkaemper, R.B.8    Allen, J.A.9    Zjawiony, J.K.10    Roth, B.L.11
  • 11
    • 0037187386 scopus 로고    scopus 로고
    • Design, synthesis, and evaluation of opioid analogues with non-peptidic β-turn scaffold: Enkephalin and endomorphin mimetics
    • Eguchi, M.; Shen, R. Y.; Shea, J. P.; Lee, M. S.; Kahn, M. Design, synthesis, and evaluation of opioid analogues with non-peptidic β-turn scaffold: enkephalin and endomorphin mimetics J. Med. Chem. 2002, 45, 1395-1398
    • (2002) J. Med. Chem. , vol.45 , pp. 1395-1398
    • Eguchi, M.1    Shen, R.Y.2    Shea, J.P.3    Lee, M.S.4    Kahn, M.5
  • 12
    • 0030933655 scopus 로고    scopus 로고
    • A potent and selective endogenous agonist for the μ-opiate receptor
    • Zadina, J. E.; Hackler, L.; Ge, L.-J.; Kastin, A. J. A potent and selective endogenous agonist for the μ-opiate receptor Nature 1997, 386, 499-502
    • (1997) Nature , vol.386 , pp. 499-502
    • Zadina, J.E.1    Hackler, L.2    Ge, L.-J.3    Kastin, A.J.4
  • 13
    • 4744353375 scopus 로고    scopus 로고
    • Synthesis and evaluation of the affinity toward μ-opioid receptors of atypical, lipophilic ligands based on the sequence c[-Tyr-Pro-Trp-Phe-Gly-]
    • Cardillo, G.; Gentilucci, L.; Tolomelli, A.; Spinosa, R.; Calienni, M.; Qasem, A. R.; Spampinato, S. Synthesis and evaluation of the affinity toward μ-opioid receptors of atypical, lipophilic ligands based on the sequence c[-Tyr-Pro-Trp-Phe-Gly-] J. Med. Chem. 2004, 47, 5198-5203
    • (2004) J. Med. Chem. , vol.47 , pp. 5198-5203
    • Cardillo, G.1    Gentilucci, L.2    Tolomelli, A.3    Spinosa, R.4    Calienni, M.5    Qasem, A.R.6    Spampinato, S.7
  • 20
    • 0032837591 scopus 로고    scopus 로고
    • The effects of endomorphin-1 and endomorphin-2 in CHO cells expressing recombinant μ-opioid receptors and SH-SY5Y cells
    • Harrison, C.; McNulty, S.; Smart, D.; Rowbotham, D. J.; Grandy, D. K.; Devi, L. A.; Lambert, D. G. The effects of endomorphin-1 and endomorphin-2 in CHO cells expressing recombinant μ-opioid receptors and SH-SY5Y cells Br. J. Pharmacol. 1999, 128, 472-478
    • (1999) Br. J. Pharmacol. , vol.128 , pp. 472-478
    • Harrison, C.1    McNulty, S.2    Smart, D.3    Rowbotham, D.J.4    Grandy, D.K.5    Devi, L.A.6    Lambert, D.G.7
  • 22
    • 0023931336 scopus 로고
    • U50,488: A kappa-selective agent with poor affinity for mu1 opiate binding sites
    • Clark, J. A.; Pasternak, G. W. U50,488: a kappa-selective agent with poor affinity for mu1 opiate binding sites Neuropharmacology 1988, 27, 331-332
    • (1988) Neuropharmacology , vol.27 , pp. 331-332
    • Clark, J.A.1    Pasternak, G.W.2
  • 24
    • 0031594351 scopus 로고    scopus 로고
    • 35S]GTPgammaS binding in rat brain: Evidence for partial agonist activity at μ-opioid receptors
    • 35S]GTPgammaS binding in rat brain: evidence for partial agonist activity at μ-opioid receptors J. Neurochem. 1998, 70, 1567-1576
    • (1998) J. Neurochem. , vol.70 , pp. 1567-1576
    • Sim, L.J.1    Liu, Q.2    Childers, S.R.3    Selley, D.E.4
  • 28
    • 74649085205 scopus 로고    scopus 로고
    • Structural comparison of mu-opioid receptor selective peptides confirmed four parameters of bioactivity
    • Borics, A.; Tóth, G. Structural comparison of mu-opioid receptor selective peptides confirmed four parameters of bioactivity J. Mol. Graph. Modell. 2010, 28, 495-505
    • (2010) J. Mol. Graph. Modell. , vol.28 , pp. 495-505
    • Borics, A.1    Tóth, G.2
  • 29
    • 0001511875 scopus 로고
    • 2: Spectroscopic evidence for a peptide with significant β-turn character in water and in dimethyl sulfoxide
    • 2: spectroscopic evidence for a peptide with significant β-turn character in water and in dimethyl sulfoxide J. Am. Chem. Soc. 1992, 114, 3182-3188
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 3182-3188
    • Imperiali, B.1    Fisher, S.L.2    Moats, R.A.3    Prim, T.J.4
  • 30
    • 84860365657 scopus 로고    scopus 로고
    • release 8.0.3; Hypercube Inc. Gainesville, FL.
    • HyperChem, release 8.0.3; Hypercube Inc.: Gainesville, FL, 2007.
    • (2007) HyperChem
  • 33
    • 77957830877 scopus 로고    scopus 로고
    • Peripheral antinociceptive effects of the cyclic endomorphin-1 analog c[YpwFG] in a mouse visceral pain model
    • Bedini, A.; Baiula, M.; Gentilucci, L.; Tolomelli, A.; De Marco, R.; Spampinato, S. Peripheral antinociceptive effects of the cyclic endomorphin-1 analog c[YpwFG] in a mouse visceral pain model Peptides 2010, 31, 2135-2140
    • (2010) Peptides , vol.31 , pp. 2135-2140
    • Bedini, A.1    Baiula, M.2    Gentilucci, L.3    Tolomelli, A.4    De Marco, R.5    Spampinato, S.6
  • 34
    • 0015861774 scopus 로고
    • Relationship between the inhibition constant (Ki) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction
    • Cheng, Y.; Prusoff, W. H. Relationship between the inhibition constant (Ki) and the concentration of inhibitor which causes 50 per cent inhibition (I50) of an enzymatic reaction Biochem. Pharmacol. 1973, 22, 3099-3108
    • (1973) Biochem. Pharmacol. , vol.22 , pp. 3099-3108
    • Cheng, Y.1    Prusoff, W.H.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.