SH internal Ellman's Reagent CO₂H disulfide crosslink O₂N- HO₂C solvent- exposed thiol UV Absorbance at 412 nm O₂N- O₂C TNB2- alkaline pH + O₂N- -SH 2-nitro-5-thiobenzoate (TNB) -NO₂ mixed disulfide CO₂H a) Provide a detailed arrow-pushing mechanism for the reaction of a thiol (you can use R-SH) with Ellman's reagent to produce a mixed disulfide and TNB. Ellman's Reagent CO₂H S -NO2 - R-SH + O₂N- S HO₂Cmo CO₂H S + NO2 O₂N- SH R-S HO₂C Mixed disulfide TNB

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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R-SH
+
SH
Ellman's Reagent
CO₂H
-NO2
internal
disulfide
crosslink
O₂N-
HO₂C
solvent-
exposed
thiol
UV Absorbance
at 412 nm
O₂N-
TNB2-
alkaline pH
+
O₂N-
-SH
2-nitro-5-thiobenzoate (TNB)
-NO₂
mixed disulfide CO₂H
a) Provide a detailed arrow-pushing mechanism for the reaction of a thiol (you
can use R-SH) with Ellman's reagent to produce a mixed disulfide and TNB.
Ellman's Reagent
O₂N-
CO₂H
-NO2
S
CO₂H
།་,་༼་་
HO2Cmos
R-S
+
-NO2
O₂N-
SH
HO₂C
TNB
Mixed disulfide
Transcribed Image Text:R-SH + SH Ellman's Reagent CO₂H -NO2 internal disulfide crosslink O₂N- HO₂C solvent- exposed thiol UV Absorbance at 412 nm O₂N- TNB2- alkaline pH + O₂N- -SH 2-nitro-5-thiobenzoate (TNB) -NO₂ mixed disulfide CO₂H a) Provide a detailed arrow-pushing mechanism for the reaction of a thiol (you can use R-SH) with Ellman's reagent to produce a mixed disulfide and TNB. Ellman's Reagent O₂N- CO₂H -NO2 S CO₂H །་,་༼་་ HO2Cmos R-S + -NO2 O₂N- SH HO₂C TNB Mixed disulfide
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