95440
2-Ethyl-5-phenylisoxazolium-3′-sulfonate
purum, ≥97.0% (T)
Synonym(s):
Woodwards reagent K
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About This Item
Empirical Formula (Hill Notation):
C11H11NO4S
CAS Number:
Molecular Weight:
253.27
Beilstein/REAXYS Number:
4149224
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
Recommended Products
grade
purum
assay
≥97.0% (T)
mp
216-219 °C (dec.)
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
Other Notes
Modification of carboxylic groups in enzymes; Coupling reagent for peptide synthesis
replaced by
Product No.
Description
Pricing
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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A A Komissarov et al.
The Journal of biological chemistry, 270(17), 10050-10055 (1995-04-28)
Woodward's reagent K (WRK) completely inactivated Escherichia coli uridine phosphorylase by reversible binding in the active site (Ki = 0.07 mM) with subsequent modification of a carboxyl (k2 = 1.2 min-1). Neither substrate alone protected uridine phosphorylase from inactivation. The
M S Saini et al.
Biochimica et biophysica acta, 568(2), 370-376 (1979-06-06)
Treatment of homogenous human prostatic acid phosphatase (orthophosphoric-monoester phosphohydrolase (acid optimum), EC 3.1.3.2) with low concentrations of Woodward's reagent K (N-ethyl-5-phenylisoxazolium-3'-sulfonate) leads to a rapid loss of enzymic activity. The rate of inactivation of the enzyme is reduced in the
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.
Jongchan Woo et al.
Protein science : a publication of the Protein Society, 17(4), 725-735 (2008-03-25)
Renilla luciferase (RLUC) is a versatile tool for gene expression assays and in vivo biosensor applications, but its catalytic mechanism remains to be elucidated. RLUC is evolutionarily related to the alpha/beta hydrolase family. Its closest known homologs are bacterial dehalogenases
P Bustos et al.
Journal of protein chemistry, 15(5), 467-472 (1996-07-01)
The reaction of Woordward's reagent K (WRK) with model amino acids and proteins has been analyzed. Our results indicate that WRK forms 340-nm-absorbing adducts with sulfhydryl- and imidazol-containing compounds, but not with carboxylic acid derivatives, in agreement with Liamas et
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