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Volumn 36, Issue 4, 2007, Pages 517-529

The effect of a hydrogen bonding environment (dimethyl sulfoxide) on the ionisation and redox properties of the thiol group in cysteine and a protein disulfide isomerase mimic (vectrase)

Author keywords

Aqueous; Dissociation constant; DMSO; Hydrogen bonding; Redox properties; Thiol

Indexed keywords


EID: 34247648088     PISSN: 00959782     EISSN: None     Source Type: Journal    
DOI: 10.1007/s10953-007-9123-8     Document Type: Article
Times cited : (5)

References (37)
  • 1
    • 1642574359 scopus 로고    scopus 로고
    • Mancers, R.L., Chalaris, M., Refson, K., Samios, J.: Molecular dynamics simulation of dilute aqueous DMSO solutions. A temperature-dependence study of the hydrophobic and hydrophilic behaviour around DMSO. Phys. Chem. Chem. Phy. 6, 94-102 (2004)
    • Mancers, R.L., Chalaris, M., Refson, K., Samios, J.: Molecular dynamics simulation of dilute aqueous DMSO solutions. A temperature-dependence study of the hydrophobic and hydrophilic behaviour around DMSO. Phys. Chem. Chem. Phy. 6, 94-102 (2004)
  • 2
    • 5744250920 scopus 로고
    • Component interactions in aqueous dimethyl sulphoxide
    • Fox, M.F., Whittingham, K. P.: Component interactions in aqueous dimethyl sulphoxide. J. Chem. Soc., Faraday Trans. l 71, 1407-1412 (1975)
    • (1975) J. Chem. Soc., Faraday Trans , vol.50 , Issue.71 , pp. 1407-1412
    • Fox, M.F.1    Whittingham, K.P.2
  • 3
    • 36849110261 scopus 로고
    • Neutron inelasticscattering and X-ray studies of aqueous solutions of dimethylsulphoxide and dimethylsulphone
    • Safford, G.J., Schaffer, P.C., Leung, P.S., Doebbler, G.F., Brady, G.W., Lyden, E.F.X.: Neutron inelasticscattering and X-ray studies of aqueous solutions of dimethylsulphoxide and dimethylsulphone. J. Chem. Phys. 50, 2140-2159 (1969)
    • (1969) J. Chem. Phys , vol.50 , pp. 2140-2159
    • Safford, G.J.1    Schaffer, P.C.2    Leung, P.S.3    Doebbler, G.F.4    Brady, G.W.5    Lyden, E.F.X.6
  • 4
    • 0000036010 scopus 로고
    • Studies of the reorientational motion and intermolecular interaction of dimethyl sulfoxide in water by depolarized Rayleigh scattering
    • Higashigaki, Y., Christensen, D.H., Wang, C.H.: Studies of the reorientational motion and intermolecular interaction of dimethyl sulfoxide in water by depolarized Rayleigh scattering. J. Phys. Chem. 85, 2531-2535 (1981)
    • (1981) J. Phys. Chem , vol.85 , pp. 2531-2535
    • Higashigaki, Y.1    Christensen, D.H.2    Wang, C.H.3
  • 5
    • 0000964324 scopus 로고
    • Sonolysis of dimethyl sulfoxide-water mixtures: A spin-trapping study
    • Kondo, T., Kirschenbaum, L.L., Kim, J., Riesz, P.: Sonolysis of dimethyl sulfoxide-water mixtures: A spin-trapping study. J. Phys. Chem. 97, 522-527 (1993)
    • (1993) J. Phys. Chem , vol.97 , pp. 522-527
    • Kondo, T.1    Kirschenbaum, L.L.2    Kim, J.3    Riesz, P.4
  • 7
    • 33845378388 scopus 로고
    • Transport and relaxation properties of dimethyl sulfoxide-water mixtures at high pressure
    • Barker, E.S., Jonas, J.: Transport and relaxation properties of dimethyl sulfoxide-water mixtures at high pressure. J. Phys. Chem. 89, 1730-1735 (1985)
    • (1985) J. Phys. Chem , vol.89 , pp. 1730-1735
    • Barker, E.S.1    Jonas, J.2
  • 8
    • 0001479101 scopus 로고
    • Dielectric spectrum of dimethyl sulfoxide/water mixtures as a function of composition
    • Kaatze, U., Pottel, R., Schafer, M.: Dielectric spectrum of dimethyl sulfoxide/water mixtures as a function of composition. J. Phys. Chem. 93, 5623-5627 (1989)
    • (1989) J. Phys. Chem , vol.93 , pp. 5623-5627
    • Kaatze, U.1    Pottel, R.2    Schafer, M.3
  • 10
    • 0037031138 scopus 로고    scopus 로고
    • Recombinant expression and in vitro folding of proinsulin are stimulated by the synthetic dithiol Vectrase-P
    • Winter, J., Lilie, H., Rudolph, R. : Recombinant expression and in vitro folding of proinsulin are stimulated by the synthetic dithiol Vectrase-P. FEMS Microbiology Lett. 213, 225-230 (2002)
    • (2002) FEMS Microbiology Lett , vol.213 , pp. 225-230
    • Winter, J.1    Lilie, H.2    Rudolph, R.3
  • 12
    • 33645339270 scopus 로고    scopus 로고
    • An introduction to thiol redox proteins in the endoplasmic reticulum and a review of current electrochemical methods of detection of thiols
    • Kruusma, J., Benham, A.M., Williams, J.A.G., Kataky, R.: An introduction to thiol redox proteins in the endoplasmic reticulum and a review of current electrochemical methods of detection of thiols. Analyst 131, 459-473 (2006)
    • (2006) Analyst , vol.131 , pp. 459-473
    • Kruusma, J.1    Benham, A.M.2    Williams, J.A.G.3    Kataky, R.4
  • 14
    • 0025801897 scopus 로고
    • The reactivities and ionization properties of the active-site dithiol groups of mammalian protein disulphide-isomerase
    • Hawkings, H.C., Freedmann, R.B.: The reactivities and ionization properties of the active-site dithiol groups of mammalian protein disulphide-isomerase. Biochem. J. 275, 335-339 (1991)
    • (1991) Biochem. J , vol.275 , pp. 335-339
    • Hawkings, H.C.1    Freedmann, R.B.2
  • 15
    • 0027293791 scopus 로고
    • Determination of the reduction-oxidation potential of the thioredoxin-like domains of protein disulfide-isomerase from the equilibrium with glutathione and thioredoxin
    • Lundstrom, J., Holmgren, A.: Determination of the reduction-oxidation potential of the thioredoxin-like domains of protein disulfide-isomerase from the equilibrium with glutathione and thioredoxin. Biochem. 32, 6649-6655 (1993)
    • (1993) Biochem , vol.32 , pp. 6649-6655
    • Lundstrom, J.1    Holmgren, A.2
  • 16
    • 33847087446 scopus 로고
    • Rate constants and equilibrium constants for thiol-disulflde interchange reactions involving oxidized glutathione
    • Szajewski, R.P., Whitesides, G.M.: Rate constants and equilibrium constants for thiol-disulflde interchange reactions involving oxidized glutathione. J. Am. Chem. Soc. 102, 2011-2026 (1980)
    • (1980) J. Am. Chem. Soc , vol.102 , pp. 2011-2026
    • Szajewski, R.P.1    Whitesides, G.M.2
  • 17
    • 0037533415 scopus 로고    scopus 로고
    • Catalysis of protein folding by protein disulfide isomerase and small-molecule mimics
    • Kersteen, E.A., Raines, R.T.: Catalysis of protein folding by protein disulfide isomerase and small-molecule mimics. Antioxidants and Redox Signaling 5,413-424 (2003)
    • (2003) Antioxidants and Redox Signaling , vol.5 , pp. 413-424
    • Kersteen, E.A.1    Raines, R.T.2
  • 18
    • 0033485854 scopus 로고    scopus 로고
    • A small molecule catalyst of protein folding in vitro and in vivo
    • Woycechowsky, K.J., Wittrup, K.D., Raines, R.T.: A small molecule catalyst of protein folding in vitro and in vivo. Chem. Biol. 6, 871-879 (1999)
    • (1999) Chem. Biol , vol.6 , pp. 871-879
    • Woycechowsky, K.J.1    Wittrup, K.D.2    Raines, R.T.3
  • 19
    • 0001658437 scopus 로고
    • The contribution of hydrogen bonds to bulk and surface thermodynamic properties of dimethylsulfoxide-water mixtures
    • Luzar, A.: The contribution of hydrogen bonds to bulk and surface thermodynamic properties of dimethylsulfoxide-water mixtures. J. Chem. Phys. 91, 3603-3613 (1989)
    • (1989) J. Chem. Phys , vol.91 , pp. 3603-3613
    • Luzar, A.1
  • 20
    • 0012059255 scopus 로고    scopus 로고
    • Molecular association between water and dimethyl sulfoxide in solution: A molecular dynamics simulation study
    • Borin, I.A., Skaf, M.S.: Molecular association between water and dimethyl sulfoxide in solution: A molecular dynamics simulation study. J. Chem. Phys. 110, 6412-6420 (1999)
    • (1999) J. Chem. Phys , vol.110 , pp. 6412-6420
    • Borin, I.A.1    Skaf, M.S.2
  • 21
    • 0000962345 scopus 로고
    • Acid-base equilibriums in dipolar aprotic solvents
    • Kolthoft, I.M.: Acid-base equilibriums in dipolar aprotic solvents. Anal. Chem. 46, 1992-2003 (1974)
    • (1974) Anal. Chem , vol.46 , pp. 1992-2003
    • Kolthoft, I.M.1
  • 22
    • 0009261023 scopus 로고
    • Determination of acidity in 80% dimethyl sulfoxide-20% water
    • Baughman, E.H., Kreevoy, M.M.: Determination of acidity in 80% dimethyl sulfoxide-20% water. J. Phys. Chem. 78, 421-423 (1974)
    • (1974) J. Phys. Chem , vol.78 , pp. 421-423
    • Baughman, E.H.1    Kreevoy, M.M.2
  • 23
    • 0004099201 scopus 로고    scopus 로고
    • Electrochemistry in nonaqueous solvents
    • Wiley-VCH, Weinheim
    • Izutsu, K.: Electrochemistry in nonaqueous solvents. 1ST Reprint, Wiley-VCH, Weinheim (2003)
    • (2003) 1ST Reprint
    • Izutsu, K.1
  • 25
    • 0344887064 scopus 로고
    • Equilibrium acidities in dimethyl sulfoxide solution
    • Bordwell, F.G.: Equilibrium acidities in dimethyl sulfoxide solution. Accts. Chem. Res. 21, 456-463 (1988)
    • (1988) Accts. Chem. Res , vol.21 , pp. 456-463
    • Bordwell, F.G.1
  • 26
    • 0025970163 scopus 로고
    • Studies of virus structure by Raman spectroscopy. Cysteine conformation and sulfhydryl interactions in proteins and viruses. 1. Correlation of the Raman sulfur-hydrogen band with hydrogen bonding and intramolecular geometry in model compounds
    • Li., H., Thomas, Jr., G.J.: Studies of virus structure by Raman spectroscopy. Cysteine conformation and sulfhydryl interactions in proteins and viruses. 1. Correlation of the Raman sulfur-hydrogen band with hydrogen bonding and intramolecular geometry in model compounds. J. Am. Chem. Soc. 113, 456-462 (1991)
    • (1991) J. Am. Chem. Soc , vol.113 , pp. 456-462
    • Li, H.1    Thomas Jr., G.J.2
  • 27
    • 0015072361 scopus 로고
    • Determination of the microscopic ionization constants of cysteine
    • Clement, G.E., Hartz, T.P.: Determination of the microscopic ionization constants of cysteine. J. Chem. Ed. 48, 395-397 (1971)
    • (1971) J. Chem. Ed , vol.48 , pp. 395-397
    • Clement, G.E.1    Hartz, T.P.2
  • 28
    • 0001106718 scopus 로고
    • Reaction of thiol anions with benzene oxide and malachite green
    • Reuben, D.M.E., Bruice, T.C.: Reaction of thiol anions with benzene oxide and malachite green. J. Am. Chem. Soc. 98, 114-121 (1976)
    • (1976) J. Am. Chem. Soc , vol.98 , pp. 114-121
    • Reuben, D.M.E.1    Bruice, T.C.2
  • 30
    • 2542617024 scopus 로고    scopus 로고
    • Acidities of some substituted ammonium ions in dimethyl sulfoxide
    • Crampton, M.R., Robotham, I.A.: Acidities of some substituted ammonium ions in dimethyl sulfoxide. J. Chem. Res. 1, 22-23 (1997)
    • (1997) J. Chem. Res , vol.1 , pp. 22-23
    • Crampton, M.R.1    Robotham, I.A.2
  • 31
    • 34247600463 scopus 로고    scopus 로고
    • http://www.chem.wisc.edu/areas/reich/pkatable/
  • 32
    • 0009261023 scopus 로고
    • Determination of acidity in 80% dimethyl sultbxide-20% water
    • Baughman, E.H., Kreevoy, M. M.: Determination of acidity in 80% dimethyl sultbxide-20% water. J. Phys. Chem. 78, 421-423 (1974)
    • (1974) J. Phys. Chem , vol.78 , pp. 421-423
    • Baughman, E.H.1    Kreevoy, M.M.2
  • 33
    • 36449000104 scopus 로고
    • Structure and hydrogen bonding dynamics of water-dimethyl sulfoxide mixtures by computer simulations
    • Luzar, A., Chandler,: Structure and hydrogen bonding dynamics of water-dimethyl sulfoxide mixtures by computer simulations. J. Chem. Phys. 98, 8160-8173 (1993)
    • (1993) J. Chem. Phys , vol.98 , pp. 8160-8173
    • Luzar, A.1    Chandler2
  • 34
    • 34247568800 scopus 로고    scopus 로고
    • Know-it-All informatics System, BioRad Laboratories, US
    • Know-it-All informatics System, BioRad Laboratories, US.
  • 36
    • 2542617024 scopus 로고    scopus 로고
    • Acidities of some substituted ammonium ions in dimethyl sulfoxide
    • Crampton, M.R., Robotham, I.A.: Acidities of some substituted ammonium ions in dimethyl sulfoxide. J. Chem. Res. 1, 22-23 (1997)
    • (1997) J. Chem. Res , vol.1 , pp. 22-23
    • Crampton, M.R.1    Robotham, I.A.2
  • 37
    • 34247569818 scopus 로고    scopus 로고
    • http://www.chem.wisc.edu/areas/reich/pkatable/


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.