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Sigma-Aldrich® Picrylsulfonic acid solution

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MT-CM-P2297-10ML

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Empirical Formula (Hill Notation):  C6H3N3O9S

CAS Number:  2508-19-2

Molecular Weight:  293.17

Beilstein:  572358

MDL number:  MFCD00064382

UNSPSC Code:  12352005

PubChem Substance ID:  24898307

NACRES:  NA.25

product line:  BioReagent

Quality Level:  200

Concentration:  5 % (w/v) in H2O

Suitability:  suitable for determination of primary amines

storage temp.:  2-8°C

SMILES string:  OS(=O)(=O)c1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O

InChI:  1S/C6H3N3O9S/c10-7(11)3-1-4(8(12)13)6(19(16,17)18)5(2-3)9(14)15/h1-2H,(H,16,17,18)

InChI key:  NHJVRSWLHSJWIN-UHFFFAOYSA-N

General description

Picrylsulfonic acid solution is a hapten, which can bind to tissue proteins and turn into an antigen. This leads to several immunologic responses. Colitis induced by a 2,4,6-trinitrobenzene sulfonic acid (TNBS) is a type of delayed hypersensitivity reaction to haptenized proteins. Leukotriene B4 (LTB4) and the monhydroxyl fatty acids 5-hydroxyeicosatetraenoic acid (5-HETE), 12-HETE, and 15-HETE are the major inflammatory mediators involved in this TNBS-induced colitis. Ethanol when used in high concentration act as a vehicle for the TNBS administration.

Application

Hydrophilic modifying reagent. Derivatives with amino compounds can be regenerated with hydrazine.

Picrylsulfonic acid solution has been used:


  • to assess the efficiency of carboxymethyl lysine (CML) modifications of exposed primary amines
  • to incubate zona intact bovine embryos for the differential staining of blastocysts
  • to induce irritable bowel syndrome (IBS) in mice and to study its effects on Clostridium butyricum