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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:
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

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Description
Pricing

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H317

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

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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Mara Perrone et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 115, 168-176 (2017-03-10)
The aim of this study was to synthesize, characterize and evaluate the mucoadhesive properties of the first thiolated hyperbranched natural polysaccharide with biodegradability and biocompatibility features. In detail, glycogen-cysteamine conjugates were synthesized through a first step of oxidative ring opening
Mengdie Shen et al.
Mediators of inflammation, 2020, 3070345-3070345 (2020-10-27)
To explore the treatment effect of mica on 2,4,6-trinitrobenzenesulfonic acid solution- (TNBS-) induced colitis in mice. Thirty male BALB/C mice were randomly divided into the control group, the TNBS group, and the mica group. Control mice were treated with saline
Joel Castro et al.
Gastroenterology, 145(6), 1334-1346 (2013-08-21)
Linaclotide is a minimally absorbed agonist of guanylate cyclase-C (GUCY2C or GC-C) that reduces symptoms associated with irritable bowel syndrome with constipation (IBS-C). Little is known about the mechanism by which linaclotide reduces abdominal pain in patients with IBS-C. We
Elliot Yi-Hsin Lin et al.
Biomedicines, 8(8) (2020-08-09)
Aberrant neutrophil extracellular trap (NET) formation and the loss of barrier integrity in inflamed intestinal tissues have long been associated with inflammatory bowel disease (IBD). However, whether NETs alter intestinal epithelium permeability during colitis remains elusive. Here, we demonstrated that
Wei Jiang et al.
The Journal of experimental medicine, 210(11), 2465-2476 (2013-09-26)
NOD2 functions as an intracellular sensor for microbial pathogen and plays an important role in epithelial defense. The loss-of-function mutation of NOD2 is strongly associated with human Crohn's disease (CD). However, the mechanisms of how NOD2 maintains the intestinal homeostasis
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