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N7251

Sigma-Aldrich

4-Nitrocatechol sulfate dipotassium salt

crystalline

Synonym(s):

2-Hydroxy-5-nitrophenyl sulfate, 2-Hydroxy-5-nitrophenyl sulfate dipotassium salt monohydrate, p-Nitrocatechol sulfate dipotassium salt

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About This Item

Linear Formula:
C6H3NO7SK2
CAS Number:
14528-64-4
Molecular Weight:
311.35
Beilstein/REAXYS Number:
3805018
EC Number:
238-550-0
MDL number:
MFCD00007465
UNSPSC Code:
12352200
PubChem Substance ID:
24897816
NACRES:
NA.77

form

crystalline

Quality Level

100

color

yellow

storage temp.

−20°C

SMILES string

[K+].[K+].[O-]c1ccc(cc1OS([O-])(=O)=O)[N+]([O-])=O

InChI

1S/C6H5NO7S.2K/c8-5-2-1-4(7(9)10)3-6(5)14-15(11,12)13;;/h1-3,8H,(H,11,12,13);;/q;2*+1/p-2

InChI key

CKWWBDCAYRJAJB-UHFFFAOYSA-L

General description

4-Nitrocatechol sulfate is an aromatic sulfate.

Application

4-Nitrocatechol sulfate dipotassium salt has been used as a substrate in mucopolysaccharidoses VI (MPS VI) analysis. It has also been used to measure the activity of glycosaminoglycan (GAG)-degrading enzymes-arylsulfatase B, and exoglycosidases.

Substrates

Chromogenic sulfatase substrate.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Recksiek et al.
The Journal of biological chemistry, 273(11), 6096-6103 (1998-04-16)
Sulfatases contain an active site formylglycine residue that is generated by post-translational modification. Crystal structures of two lysosomal sulfatases revealed significant similarity to the catalytic site of alkaline phosphatase containing a serine at the position of formylglycine. To elucidate the
Mazdak Khajehpour et al.
Biochemistry, 46(14), 4370-4378 (2007-03-14)
The Yersinia protein tyrosine phosphatase (YopH) contains a loop of ten amino acids (the WPD loop) that covers the entrance of the active site of the enzyme during substrate binding. In this work the substrate mimicking competitive inhibitor p-nitrocatechol sulfate
C O'Fagain et al.
The Biochemical journal, 201(2), 345-352 (1982-02-01)
A simple model is described to account for the anomalous time course of arylsulphatase A. In the case of the ox liver and human placental enzymes the enzyme-nitrocatechol sulphate complex can, in addition to forming products, slowly break down to
M Lee-Vaupel et al.
Clinica chimica acta; international journal of clinical chemistry, 164(2), 171-180 (1987-04-30)
Arylsulfatase A hydrolyzes the artificial chromogenic substrate 4-nitrocatechol-sulfate at 0 degree C at a rate of 24% of that at 37 degrees C whereas arylsulfatase B is almost inactive at 0 degree C. Based on this observation, a simple assay
Jin-Peng Sun et al.
The Journal of biological chemistry, 278(35), 33392-33399 (2003-06-18)
The pathogenic bacteria Yersinia are causative agents in human diseases ranging from gastrointestinal syndromes to bubonic plague. There is increasing risk of misuse of infectious agents, such as Yersinia pestis, as weapons of terror as well as instruments of warfare
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Enzymatic Assay of Sulfatase (EC 3.1.6.1.)

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