journal article Dec 04, 2007

Mechanism of Thiolate−Disulfide Interchange Reactions in Biochemistry

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References
61
[1]
Shaik S. S. (1992)
[2]
Lowry T. H. (1987)
[3]
Parker A. J. Chem. Rev. (1959) 10.1021/cr50028a003
[4]
Williams C. H., Jr. (1992)
[5]
Holmgren A. Structure (1995) 10.1016/s0969-2126(01)00153-8
[6]
Ferrari D. M. Biochem. J. (1999) 10.1042/bj3390001
[7]
Ellgaard L. EMBO J. (2005) 10.1038/sj.embor.7400311
[8]
Wilkinson B. Biochim. Biophys. Acta (2004) 10.1016/s1570-9639(04)00063-9
[9]
Coppock D. L. Antioxid. Redox Signaling (2006) 10.1089/ars.2006.8.300
[10]
Gross F. Nat. Struct. Biol. (2002) 10.1038/nsb740
[11]
Sevier C. S. Antioxid. Redox Signaling (2006) 10.1089/ars.2006.8.797
[12]
Kinetics of the Thiol-Disulfide Exchange

Antonino Fava, Antonio Iliceto, Ettore Camera

Journal of the American Chemical Society 1957 10.1021/ja01561a014
[13]
Nucleophilic substitution at sulfur. Effect of nucleophile and leaving group basicity as probe of bond formation and breaking

L. Senatore, E. Ciuffarin, A. Fava et al.

Journal of the American Chemical Society 1973 10.1021/ja00790a031
[14]
Houk J. J. Am. Chem. Soc. (1987) 10.1021/ja00256a040
[15]
Singh R. J. Am. Chem. Soc. (1990) 10.1021/ja00159a046
[16]
Singh R. J. Am. Chem. Soc. (1990) 10.1021/ja00173a018
[17]
Keire D. A. J. Org. Chem. (1992) 10.1021/jo00027a023
[18]
Nucleophilic Substitution at Sulfur:  SN2 or Addition−Elimination?

Steven M. Bachrach, Debbie C. Mulhearn

The Journal of Physical Chemistry 1996 10.1021/jp953335p
[19]
Bachrach S. M. Theor. Chem. Acc. (2002) 10.1007/s00214-002-0323-4
[20]
Effect of Micro and Bulk Solvation on the Mechanism of Nucleophilic Substitution at Sulfur in Disulfides

Joseph M. Hayes, Steven M. Bachrach

The Journal of Physical Chemistry A 2003 10.1021/jp035407f
[21]
Bachrach S. M. Org. Biomol. Chem. (2005) 10.1039/b501370d
[22]
Bachrach S. M. J. Org. Chem. (2001) 10.1021/jo001463q
[23]
Effect of Ring Strain on the Thiolate−Disulfide Exchange. A Computational Study

Steven M. Bachrach, Joshua T. Woody, Debbie C. Mulhearn

The Journal of Organic Chemistry 2002 10.1021/jo026223k
[24]
Bachrach S. M. J. Org. Chem. (2003) 10.1021/jo034046x
[25]
Pappas J. A. J. Am. Chem. Soc. (1977) 10.1021/ja00451a013
[26]
Pappas J. A. J. Chem. Soc., Perkin Trans. (1979) 10.1039/p29790000067
[27]
Csaszar P. J. Mol. Struct. (1998) 10.1016/s0166-1280(98)00217-6
[28]
Theoretical Insights into the Mechanism for Thiol/Disulfide Exchange

Pedro Alexandrino Fernandes, Maria João Ramos

Chemistry – A European Journal 2004 10.1002/chem.200305343
[29]
Frisch M. J. (1998)
[30]
Frisch M. J. (2003)
[31]
Quantum Calculation of Molecular Energies and Energy Gradients in Solution by a Conductor Solvent Model

Vincenzo Barone, Maurizio Cossi

The Journal of Physical Chemistry A 1998 10.1021/jp9716997
[32]
[33]
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density

Chengteh Lee, Weitao Yang, Robert G. Parr

Physical Review B 10.1103/physrevb.37.785
[34]
Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density

Chengteh Lee, Weitao Yang, Robert G. Parr

Physical Review B 10.1103/physrevb.37.785
[35]
Density-functional thermochemistry. III. The role of exact exchange

Axel D. Becke

The Journal of Chemical Physics 1993 10.1063/1.464913
[36]
Stevens P. J. J. Phys. Chem. (1994) 10.1021/j100096a001
[37]
Zhao Y. J. Phys. Chem. A (2004) 10.1021/jp048147q
[38]
McLean A. D. J. Chem. Phys. (1980) 10.1063/1.438980
[39]
Krishnan R. J. Chem. Phys. (1980) 10.1063/1.438955
[40]
Gonzalez C. J. Chem. Phys. (1989) 10.1063/1.456010
[41]
Glukhovtsev M. N. Chem. Phys. Lett. (1996) 10.1016/0009-2614(96)00923-2
[42]
Carpenter J. E. THEOCHEM (1988) 10.1016/0166-1280(88)80248-3
[43]
Foster J. P. J. Am. Chem. Soc. (1980) 10.1021/ja00544a007
[44]
Reed A. E. Chem. Rev. (1988) 10.1021/cr00088a005
[45]
Curtiss L. A. J. Chem. Phys. (1998) 10.1063/1.477422
[46]
Curtiss L. A. J. Chem. Phys. (1991) 10.1063/1.460205
[47]
Bach R. D. J. Phys. Chem. A (2002) 10.1021/jp020029k
[48]
Milfeld K.
[49]
Dooley R. (2005)
[50]
For J. Am. Chem. Soc. (1990) 10.1021/ja00160a022

Showing 50 of 61 references

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Metrics
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Citations
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References
Details
Published
Dec 04, 2007
Vol/Issue
73(1)
Pages
12-21
Cite This Article
Robert D. Bach, Olga Dmitrenko, Colin Thorpe (2007). Mechanism of Thiolate−Disulfide Interchange Reactions in Biochemistry. The Journal of Organic Chemistry, 73(1), 12-21. https://doi.org/10.1021/jo702051f