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Volumn 17, Issue 2, 2007, Pages 82-90

Reduction and S-nitrosation of the neuropeptide oxytocin: Implications for its biological function

Author keywords

Oxytocin; S Nitrosation; Thiol disulfide

Indexed keywords

2,9 DIMETHYL 1,10 PHENANTHROLINE; COPPER; DISULFIDE; DITHIOL DERIVATIVE; NEUROPEPTIDE; NITRITE; OXYTOCIN; PENTETIC ACID;

EID: 34547898769     PISSN: 10898603     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.niox.2007.06.005     Document Type: Article
Times cited : (7)

References (53)
  • 1
    • 33745218480 scopus 로고    scopus 로고
    • Top pharmaceuticals: oxytocin
    • Dalton L. Top pharmaceuticals: oxytocin. Chem. Eng. News 83 (2005) 3
    • (2005) Chem. Eng. News , vol.83 , pp. 3
    • Dalton, L.1
  • 2
    • 0029787642 scopus 로고    scopus 로고
    • Behavioral consequences of intracerebral vasopressin and oxytocin: focus on learning and memory
    • Engelmann M., Wotjak C.T., Neumann I., Ludwig M., and Landgraf R. Behavioral consequences of intracerebral vasopressin and oxytocin: focus on learning and memory. Neurosci. Biobehav. Rev. 20 (1996) 341-358
    • (1996) Neurosci. Biobehav. Rev. , vol.20 , pp. 341-358
    • Engelmann, M.1    Wotjak, C.T.2    Neumann, I.3    Ludwig, M.4    Landgraf, R.5
  • 3
    • 0032694319 scopus 로고    scopus 로고
    • Neuropeptides and sexual behaviour
    • Argiolas A. Neuropeptides and sexual behaviour. Neurosci. Biobehav. Rev. 23 (1999) 1127-1142
    • (1999) Neurosci. Biobehav. Rev. , vol.23 , pp. 1127-1142
    • Argiolas, A.1
  • 4
    • 0032476120 scopus 로고    scopus 로고
    • Olfactory bulb norepinephrine depletion abolishes vasopressin and oxytocin preservation of social recognition responses in rats
    • Dluzen D.E., Muraoka S., and Landgraf R. Olfactory bulb norepinephrine depletion abolishes vasopressin and oxytocin preservation of social recognition responses in rats. Neurosci. Lett. 254 (1998) 161-164
    • (1998) Neurosci. Lett. , vol.254 , pp. 161-164
    • Dluzen, D.E.1    Muraoka, S.2    Landgraf, R.3
  • 5
    • 27844437083 scopus 로고    scopus 로고
    • Oxytocin is associated with human trustworthiness
    • Zak P.J., Kurzban R., and Matzner W.T. Oxytocin is associated with human trustworthiness. Horm. Behav. 48 (2005) 522-527
    • (2005) Horm. Behav. , vol.48 , pp. 522-527
    • Zak, P.J.1    Kurzban, R.2    Matzner, W.T.3
  • 6
    • 0343113397 scopus 로고    scopus 로고
    • An anxiolytic action of oxytocin is enhanced by estrogen in the mouse
    • McCarthy M.M., McDonald C.H., Brooks P.J., and Goldman D. An anxiolytic action of oxytocin is enhanced by estrogen in the mouse. Physiol. Behav. 60 (1996) 1209-1215
    • (1996) Physiol. Behav. , vol.60 , pp. 1209-1215
    • McCarthy, M.M.1    McDonald, C.H.2    Brooks, P.J.3    Goldman, D.4
  • 7
    • 0035069755 scopus 로고    scopus 로고
    • The oxytocin receptor system: structure, function, and regulation
    • Gimpl G., and Fahrenholz F. The oxytocin receptor system: structure, function, and regulation. Phys. Rev. 81 (2001) 629-682
    • (2001) Phys. Rev. , vol.81 , pp. 629-682
    • Gimpl, G.1    Fahrenholz, F.2
  • 9
    • 0024300153 scopus 로고
    • l-Arginine is the physiological precursor for the formation of nitric oxide in endothelium-dependent relaxation
    • Palmer R.M.J., Rees D.D., Ashton D.S., and Moncada S. l-Arginine is the physiological precursor for the formation of nitric oxide in endothelium-dependent relaxation. Biochem. Biophys. Res. Commun. 153 (1988) 1251-1256
    • (1988) Biochem. Biophys. Res. Commun. , vol.153 , pp. 1251-1256
    • Palmer, R.M.J.1    Rees, D.D.2    Ashton, D.S.3    Moncada, S.4
  • 11
    • 0027468892 scopus 로고
    • Ontogeny of the rat hypothalamic nitric oxide synthase and colocalization with neuropeptides
    • Torres G., Lee S., and Rivier C. Ontogeny of the rat hypothalamic nitric oxide synthase and colocalization with neuropeptides. Mol. Cell. Neurosci. 4 (1993) 155-163
    • (1993) Mol. Cell. Neurosci. , vol.4 , pp. 155-163
    • Torres, G.1    Lee, S.2    Rivier, C.3
  • 12
    • 0037715426 scopus 로고    scopus 로고
    • Prolactin and oxytocin interaction in the paraventricular and supraoptic nuclei: Effects on oxytocin mRNA and nitric oxide synthase
    • Popeski N., Amir S., Diorio J., and Woodside B. Prolactin and oxytocin interaction in the paraventricular and supraoptic nuclei: Effects on oxytocin mRNA and nitric oxide synthase. J. Neuroendocrinol. 15 (2003) 687-696
    • (2003) J. Neuroendocrinol. , vol.15 , pp. 687-696
    • Popeski, N.1    Amir, S.2    Diorio, J.3    Woodside, B.4
  • 13
    • 0029938242 scopus 로고    scopus 로고
    • Immunohistochemical mapping of nitric oxide synthase in the rat hypothalamus and colocalization with neuropeptides
    • Yamada K., Emson P., and Hokfelt T. Immunohistochemical mapping of nitric oxide synthase in the rat hypothalamus and colocalization with neuropeptides. J. Chem. Neuroanat. 10 (1996) 295-316
    • (1996) J. Chem. Neuroanat. , vol.10 , pp. 295-316
    • Yamada, K.1    Emson, P.2    Hokfelt, T.3
  • 14
    • 0035849714 scopus 로고    scopus 로고
    • S-Nitrosylation is emerging as a specific and fundamental posttranslational protein modification: head-to-head comparison with O-phosphorylation
    • Lane P., Hao G., and Gross S.S. S-Nitrosylation is emerging as a specific and fundamental posttranslational protein modification: head-to-head comparison with O-phosphorylation. Sci. STKE 86 (2001) RE1
    • (2001) Sci. STKE , vol.86
    • Lane, P.1    Hao, G.2    Gross, S.S.3
  • 17
    • 34547863995 scopus 로고    scopus 로고
    • http://www.bachem.com/.
  • 19
    • 0028829384 scopus 로고
    • Towards understanding the role of the first extracellular loop for the binding of peptide hormones to G-protein coupled receptors
    • Trumpp-Kallmeyer S., Chini B., Mouillac B., Barberis C., Hoflack J., and Hibert M. Towards understanding the role of the first extracellular loop for the binding of peptide hormones to G-protein coupled receptors. Pharm. Acta Helv. 70 (1995) 255-262
    • (1995) Pharm. Acta Helv. , vol.70 , pp. 255-262
    • Trumpp-Kallmeyer, S.1    Chini, B.2    Mouillac, B.3    Barberis, C.4    Hoflack, J.5    Hibert, M.6
  • 21
    • 0031951116 scopus 로고    scopus 로고
    • Structural bases of vasopressin/oxytocin receptor function
    • Barberis C., Mouillac B., and Durroux T. Structural bases of vasopressin/oxytocin receptor function. J. Endocrin. 156 (1998) 223-229
    • (1998) J. Endocrin. , vol.156 , pp. 223-229
    • Barberis, C.1    Mouillac, B.2    Durroux, T.3
  • 22
    • 0033033914 scopus 로고    scopus 로고
    • Activation mechanism of human oxytocin receptor: a combined study of experimental and computer-simulated mutagenesis
    • Fanelli F., Barbier P., Zanchetta D., Benedetti P.G.D., and Chini B. Activation mechanism of human oxytocin receptor: a combined study of experimental and computer-simulated mutagenesis. Mol. Pharmacol. 56 (1999) 214-225
    • (1999) Mol. Pharmacol. , vol.56 , pp. 214-225
    • Fanelli, F.1    Barbier, P.2    Zanchetta, D.3    Benedetti, P.G.D.4    Chini, B.5
  • 23
    • 0026730522 scopus 로고
    • 6-proline peptide bond of oxytocin, arginine, vasopressin and lysine vasopressin
    • 6-proline peptide bond of oxytocin, arginine, vasopressin and lysine vasopressin. J. Am. Chem. Soc. 114 (1992) 7331-7337
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 7331-7337
    • Larive, C.K.1    Guerra, L.2    Rabenstein, D.L.3
  • 24
    • 0001186468 scopus 로고
    • Kinetics and equilibria of the formation and reduction of the disulfide bonds in arginine-vasopressin and oxytocin by thiol/disulfide interchange with glutathione and cysteine
    • Rabenstein D.L., and Yeo P.L. Kinetics and equilibria of the formation and reduction of the disulfide bonds in arginine-vasopressin and oxytocin by thiol/disulfide interchange with glutathione and cysteine. J. Org. Chem. 59 (1994) 4223-4229
    • (1994) J. Org. Chem. , vol.59 , pp. 4223-4229
    • Rabenstein, D.L.1    Yeo, P.L.2
  • 25
    • 0027703765 scopus 로고
    • Characterization of the thiol/disulfide chemistry of neurohypophyseal peptide hormones by high-performance liquid chromatography
    • Yeo P.L., and Rabenstein D.L. Characterization of the thiol/disulfide chemistry of neurohypophyseal peptide hormones by high-performance liquid chromatography. Anal. Chem. 65 (1993) 3061-3066
    • (1993) Anal. Chem. , vol.65 , pp. 3061-3066
    • Yeo, P.L.1    Rabenstein, D.L.2
  • 27
    • 0000071405 scopus 로고
    • Some observations concerning the S-nitroso and S-phenylsuophonyl derivative of l-cysteine and glutathione
    • Hart T.W. Some observations concerning the S-nitroso and S-phenylsuophonyl derivative of l-cysteine and glutathione. Tetrahedron Lett. 26 (1985) 2013-2016
    • (1985) Tetrahedron Lett. , vol.26 , pp. 2013-2016
    • Hart, T.W.1
  • 28
    • 0001357338 scopus 로고
    • Biological analogues. Spectroscopic characteristics of mercapto- and disulfide-copper(II) coordination in relation to type I proteins
    • Downes J.M., and Bosnich W.J.B. Biological analogues. Spectroscopic characteristics of mercapto- and disulfide-copper(II) coordination in relation to type I proteins. Inorg. Chem. 20 (1981) 1081-1086
    • (1981) Inorg. Chem. , vol.20 , pp. 1081-1086
    • Downes, J.M.1    Bosnich, W.J.B.2
  • 29
    • 0742319336 scopus 로고    scopus 로고
    • Mechanistic information on the copper-catalyzed autoxidation of mercaptosuccinic acid in aqueous solution
    • Pawelec M., Stochel G., and van Eldik R. Mechanistic information on the copper-catalyzed autoxidation of mercaptosuccinic acid in aqueous solution. Dalton Trans. (2004) 292-298
    • (2004) Dalton Trans. , pp. 292-298
    • Pawelec, M.1    Stochel, G.2    van Eldik, R.3
  • 30
    • 4444361527 scopus 로고    scopus 로고
    • Interaction of copper with cysteine: stability of cuprous complexes and catalytic role of cupric ions in anaerobic thiol oxidation
    • Rigo A., Corazza A., di Paolo M.L., Rossetto M., Ugolini R., and Scarpa M. Interaction of copper with cysteine: stability of cuprous complexes and catalytic role of cupric ions in anaerobic thiol oxidation. J. Inorg. Biochem. 98 (2004) 1495-1501
    • (2004) J. Inorg. Biochem. , vol.98 , pp. 1495-1501
    • Rigo, A.1    Corazza, A.2    di Paolo, M.L.3    Rossetto, M.4    Ugolini, R.5    Scarpa, M.6
  • 31
    • 0001153517 scopus 로고
    • Selective reduction of disulfides by Tris(2-carboxyethyl)phosphine
    • Burns J.A., Butler J.C., Moran J., and Whitesides G.M. Selective reduction of disulfides by Tris(2-carboxyethyl)phosphine. J. Org. Chem. 56 (1991) 2648-2650
    • (1991) J. Org. Chem. , vol.56 , pp. 2648-2650
    • Burns, J.A.1    Butler, J.C.2    Moran, J.3    Whitesides, G.M.4
  • 32
    • 0345306295 scopus 로고    scopus 로고
    • Superoxide dismutase targets NO from GSNO to Cysβ93 of oxyhemoglobin in concentrated but not dilute solutions of the protein
    • Romeo A.A., Copabianco J.A., and English A.M. Superoxide dismutase targets NO from GSNO to Cysβ93 of oxyhemoglobin in concentrated but not dilute solutions of the protein. J. Am. Chem. Soc. 125 (2003) 14370-14378
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 14370-14378
    • Romeo, A.A.1    Copabianco, J.A.2    English, A.M.3
  • 33
    • 1842486832 scopus 로고    scopus 로고
    • Protein S-glutathiolation triggered by decomposed S-nitrosoglutathione
    • Tao L., and English A.M. Protein S-glutathiolation triggered by decomposed S-nitrosoglutathione. Biochemistry 43 (2004) 4028-4038
    • (2004) Biochemistry , vol.43 , pp. 4028-4038
    • Tao, L.1    English, A.M.2
  • 34
    • 0008309366 scopus 로고
    • The stabilities of various thiol compounds used in protein purifications
    • Stevens R., Stevens L., and Price N.C. The stabilities of various thiol compounds used in protein purifications. Biochem. Educ. 11 (1983) 70
    • (1983) Biochem. Educ. , vol.11 , pp. 70
    • Stevens, R.1    Stevens, L.2    Price, N.C.3
  • 35
    • 0014675923 scopus 로고
    • Reduction of biological substances by water-soluble phosphines: gamma-globulin (IgG)
    • Levison M.E., Josephson A.S., and Kirschenbaum D.M. Reduction of biological substances by water-soluble phosphines: gamma-globulin (IgG). Experientia 25 (1969) 126-127
    • (1969) Experientia , vol.25 , pp. 126-127
    • Levison, M.E.1    Josephson, A.S.2    Kirschenbaum, D.M.3
  • 36
    • 0028360823 scopus 로고
    • A procedure for quantitative determination of tris(2-carboxyethyl)phosphine, an odorless reducing agent more stable and effective than dithiothreitol
    • Han J.C., and Han G.Y. A procedure for quantitative determination of tris(2-carboxyethyl)phosphine, an odorless reducing agent more stable and effective than dithiothreitol. Anal. Biochem. 220 (1994) 5-10
    • (1994) Anal. Biochem. , vol.220 , pp. 5-10
    • Han, J.C.1    Han, G.Y.2
  • 37
    • 10044276833 scopus 로고    scopus 로고
    • New water-soluble phosphines as reductants of peptide and protein disulfide bonds: reactivity and membrane permeability
    • Cline D.J., Redding S.E., Brohawn S.G., Psathas J.N., Schneider J.P., and Thorpe C. New water-soluble phosphines as reductants of peptide and protein disulfide bonds: reactivity and membrane permeability. Biochemistry 43 (2004) 15195-15203
    • (2004) Biochemistry , vol.43 , pp. 15195-15203
    • Cline, D.J.1    Redding, S.E.2    Brohawn, S.G.3    Psathas, J.N.4    Schneider, J.P.5    Thorpe, C.6
  • 38
    • 0037993832 scopus 로고    scopus 로고
    • Transition metal speciation in the cell: insights from the chemistry of metal ion receptors
    • Finney L.A., and O'Halloran T.V. Transition metal speciation in the cell: insights from the chemistry of metal ion receptors. Science 300 (2003) 931-936
    • (2003) Science , vol.300 , pp. 931-936
    • Finney, L.A.1    O'Halloran, T.V.2
  • 39
    • 0031033533 scopus 로고    scopus 로고
    • Up-regulation of nitric oxide synthase messenger RNA in an integrated forebrain circuit involved in oxytocin secretion
    • Luckman S.M., Huckett L., Bicknell R.J., Voisin D.L., and Herbison A.E. Up-regulation of nitric oxide synthase messenger RNA in an integrated forebrain circuit involved in oxytocin secretion. Neuroscience 77 (1997) 37-48
    • (1997) Neuroscience , vol.77 , pp. 37-48
    • Luckman, S.M.1    Huckett, L.2    Bicknell, R.J.3    Voisin, D.L.4    Herbison, A.E.5
  • 40
    • 0028987969 scopus 로고
    • - donation by S-nitrosothiols: implications for regulation of physiological functions by S-nitrosylation and acceleration of disulfide formation
    • - donation by S-nitrosothiols: implications for regulation of physiological functions by S-nitrosylation and acceleration of disulfide formation. Arch. Biochem. Biophys. 318 (1995) 279-285
    • (1995) Arch. Biochem. Biophys. , vol.318 , pp. 279-285
    • Arnelle, D.R.1    Stamler, J.S.2
  • 43
    • 27144507452 scopus 로고    scopus 로고
    • Mass spectrometric analysis of nitroxyl-mediated protein modification: comparison of products formed with free and protein-based cysteines
    • Shen B., and English A.M. Mass spectrometric analysis of nitroxyl-mediated protein modification: comparison of products formed with free and protein-based cysteines. Biochemistry 44 (2005) 14030-14044
    • (2005) Biochemistry , vol.44 , pp. 14030-14044
    • Shen, B.1    English, A.M.2
  • 44
    • 18944394614 scopus 로고    scopus 로고
    • The physiological chemistry and biological activity of nitroxyl (HNO): the neglected, misunderstood, and enigmatic nitrogen oxide
    • Fukuto J.M., Bartberger M.D., Dutton A.S., Paolocci N., Wink D.A., and Houk K.N. The physiological chemistry and biological activity of nitroxyl (HNO): the neglected, misunderstood, and enigmatic nitrogen oxide. Chem. Res. Toxicol. 18 (2005) 790-801
    • (2005) Chem. Res. Toxicol. , vol.18 , pp. 790-801
    • Fukuto, J.M.1    Bartberger, M.D.2    Dutton, A.S.3    Paolocci, N.4    Wink, D.A.5    Houk, K.N.6
  • 45
    • 11844279035 scopus 로고    scopus 로고
    • The chemistry of nitroxyl (HNO) and implications in biology
    • Miranda K.M. The chemistry of nitroxyl (HNO) and implications in biology. Coord. Chem. Rev 249 (2005) 433-455
    • (2005) Coord. Chem. Rev , vol.249 , pp. 433-455
    • Miranda, K.M.1
  • 46
    • 33645513568 scopus 로고    scopus 로고
    • Formation and stability of a nitric oxide donor: S-nitroso-N-acetylpenicillamine
    • Chipinda I., and Simoyi R.H. Formation and stability of a nitric oxide donor: S-nitroso-N-acetylpenicillamine. J. Phys. Chem. B 110 (2006) 5052-5061
    • (2006) J. Phys. Chem. B , vol.110 , pp. 5052-5061
    • Chipinda, I.1    Simoyi, R.H.2
  • 47
    • 0032758940 scopus 로고    scopus 로고
    • The chemistry of S-nitrosothiols
    • Williams D.L.H. The chemistry of S-nitrosothiols. Acc. Chem. Res. 32 (1998) 869-876
    • (1998) Acc. Chem. Res. , vol.32 , pp. 869-876
    • Williams, D.L.H.1
  • 48
    • 0942298136 scopus 로고    scopus 로고
    • Identification and characterization of TRP14, a thioredoxin-related protein of 14 kDa
    • Jeong W., Yoon H.W., Lee S.-R., and Rhee S.G. Identification and characterization of TRP14, a thioredoxin-related protein of 14 kDa. J. Biol. Chem. 279 (2004) 3142-3150
    • (2004) J. Biol. Chem. , vol.279 , pp. 3142-3150
    • Jeong, W.1    Yoon, H.W.2    Lee, S.-R.3    Rhee, S.G.4
  • 50
    • 25444442630 scopus 로고    scopus 로고
    • S-Nitrosothiols modulate G protein-coupled receptor signaling in a reversible and highly receptor-specific manner
    • Kokkola T., Savinainen J.R., Monkkonen K.S., Retamal M.D., and Laitinen J.T. S-Nitrosothiols modulate G protein-coupled receptor signaling in a reversible and highly receptor-specific manner. BMC Cell Biol. 6 (2005) 1-17
    • (2005) BMC Cell Biol. , vol.6 , pp. 1-17
    • Kokkola, T.1    Savinainen, J.R.2    Monkkonen, K.S.3    Retamal, M.D.4    Laitinen, J.T.5
  • 52
    • 37049093269 scopus 로고
    • S-Nitrosation and the reactions of S-nitroso compounds
    • Williams D.L.H. S-Nitrosation and the reactions of S-nitroso compounds. Chem. Soc. Rev. 14 (1985) 171-196
    • (1985) Chem. Soc. Rev. , vol.14 , pp. 171-196
    • Williams, D.L.H.1
  • 53
    • 0036525943 scopus 로고    scopus 로고
    • Nitric oxide donors: chemical activities and biological applications
    • Wang P.G., Xian M., Tang X., Wu X., Wen Z., Cai T., and Janczuk A.J. Nitric oxide donors: chemical activities and biological applications. Chem. Rev. 102 (2002) 1091-1134
    • (2002) Chem. Rev. , vol.102 , pp. 1091-1134
    • Wang, P.G.1    Xian, M.2    Tang, X.3    Wu, X.4    Wen, Z.5    Cai, T.6    Janczuk, A.J.7


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