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E45260

Sigma-Aldrich

Woodward′s reagent K

95%

Synonym(s):

2-Ethyl-5-phenylisoxazolium-3′-sulfonate, NEPIS

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About This Item

Empirical Formula (Hill Notation):
C11H11NO4S
CAS Number:
Molecular Weight:
253.27
Beilstein:
4149224
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

reaction suitability

reaction type: Coupling Reactions

mp

220 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

CC[n+]1ccc(o1)-c2cccc(c2)S([O-])(=O)=O

InChI

1S/C11H11NO4S/c1-2-12-7-6-11(16-12)9-4-3-5-10(8-9)17(13,14)15/h3-8H,2H2,1H3

InChI key

MWOOKDULMBMMPN-UHFFFAOYSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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A R Johnson et al.
Protein science : a publication of the Protein Society, 5(2), 382-390 (1996-02-01)
L-Threonine dehydrogenase (TDH) from Escherichia coli is rapidly inactivated and develops a new absorbance peak at 347 nm when incubated with N-ethyl-5-phenylisoxazolium-3'-sulfonate (Woodward's reagent K, WRK). The cofactors, NAD+ or NADH (1.5 mM), provide complete protection against inactivation; L-threonine (60
P Paoli et al.
The Biochemical journal, 328 ( Pt 3), 855-861 (1998-02-07)
The organ common-type (CT) isoenzyme of acylphosphatase is inactivated by Woodward's reagent K (WRK) (N-ethyl-5-phenylisoxazolium-3'-sulphonate) at pH6.0. The inactivation reaction follows apparent pseudo first-order kinetics. The dependence of the reciprocal of the pseudo first-order kinetic constant (kobs) on the reciprocal
E Winkler et al.
Biochemistry, 36(1), 148-155 (1997-01-07)
The transport inhibiting nucleotide binding to the uncoupling protein (UCP) has a unique pH dependence and has been postulated to be controlled by the dissociation state of a carboxyl group in UCP with pK 4.5 and, in addition only for
Hassan Faridnouri et al.
Bioelectrochemistry (Amsterdam, Netherlands), 82(1), 1-9 (2011-07-01)
This work describes the reaction mechanism for chemical modification of tyrosinase by Woodward's Reagent K and its covalent attachment to a glassy carbon electrode. The spectrophotometric studies revealed that the modification does not cause a significant structural change to tyrosinase.
Nelson Carvajal et al.
The protein journal, 23(3), 179-183 (2004-06-18)
Human liver arginase (EC 3.5.3.1) was totally inactivated by incubation with Woodward's reagent K (WRK). The inactivation followed pseudo-first-order kinetics, and the order of the inactivation was close to 1, consistent with reaction of one molecule of WRK with one

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