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P2297

Sigma-Aldrich

Picrylsulfonic acid solution

5 % (w/v) in H2O, BioReagent, suitable for determination of primary amines

Synonym(s):

2,4,6-Trinitrobenzenesulfonic acid solution, TNBS

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About This Item

Empirical Formula (Hill Notation):
C6H3N3O9S
CAS Number:
2508-19-2
Molecular Weight:
293.17
Beilstein/REAXYS Number:
572358
MDL number:
MFCD00064382
UNSPSC Code:
12352005
PubChem Substance ID:
24898307
NACRES:
NA.25

product line

BioReagent

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

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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

related product

Product No.
Description
Pricing

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H317

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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