All Photos(1)

92822

Sigma-Aldrich

Picrylsulfonic acid solution

1 M in H2O

Synonym(s):
TNBS, 2,4,6-Trinitrobenzenesulfonic acid solution
Empirical Formula (Hill Notation):
C6H3N3O9S
CAS Number:
Molecular Weight:
293.17
Beilstein:
572358
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

concentration

1 M in H2O

density

1.14 g/mL at 20 °C

ε (extinction coefficient)

≤6.5 × 102 M-1cm-1 at 340 nm

shipped in

dry ice

storage temp.

−20°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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Application

Picrylsulfonic acid (2,4,6-Trinitrobenzenesulfonic acid solution, TNBS) may be used in studies on the mechanisms of intracellular pH regulation. TNBS is used to induce inflammatory bowel disease (IBD)/colonic inflammation for studies on its mechanism and treatment.
Hydrophilic modifying reagent. Derivatives with amino compounds can be regenerated with hydrazine.

Caution

decomposes when stored at temperatures ≥0°C with precipitate formation (picric acid)

Other Notes

Sales restrictions may apply

Signal Word

Danger

Hazard Statements

Hazard Classifications

3 - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
Øystein Brenna et al.
PloS one, 8(1), e54543-e54543 (2013-02-06)
Rectal instillation of trinitrobenzene sulphonic acid (TNBS) in ethanol is an established model for inflammatory bowel disease (IBD). We aimed to 1) set up a TNBS-colitis protocol resulting in an endoscopic and histologic picture resembling IBD, 2) study the correlation...
A Arranz et al.
Journal of controlled release : official journal of the Controlled Release Society, 165(3), 163-172 (2012-11-28)
CD40-CD40L interactions appear to play an important role in the pathogenesis of experimental colitis. We tested the effect and investigated the underlying mechanism of action of systemically administered antisense oligonucleotide (ASO) targeting CD40 formulated in amphoteric liposomes (nov038/CD40). The charge...
Zhen Huang et al.
Gut, 63(8), 1247-1257 (2013-09-04)
Emerging evidence suggests that microRNA (miRNA)-mediated gene regulation influences a variety of autoimmune disease processes, including Crohn's disease (CD), but the biological function of miRNAs in CD remains unclear. We examine miRNA level in colon tissues and study the potential...
Bas Kremer et al.
PloS one, 7(11), e50388-e50388 (2012-12-12)
The recurrent TNBS-colitis model in BALB/c mice has been proposed as a model of Inflammatory Bowel Disease with a shifting pattern of local cytokines with the expression of Th1 cytokines during the early phase, Th17 cytokines during the intermediate phase...

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