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Sigma-Aldrich

Picrylsulfonic acid solution

1 M in H2O

Synonym(s):

2,4,6-Trinitrobenzenesulfonic acid solution, TNBS

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About This Item

Empirical Formula (Hill Notation):
C6H3N3O9S
CAS Number:
Molecular Weight:
293.17
Beilstein:
572358
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.25

form

liquid

Quality Level

concentration

1 M in H2O

density

1.14 g/mL at 20 °C

ε (extinction coefficient)

≤0.85 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

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

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

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Weicheng Liu et al.
The Journal of clinical investigation, 123(9), 3983-3996 (2013-08-16)
The inhibitory effects of vitamin D on colitis have been previously documented. Global vitamin D receptor (VDR) deletion exaggerates colitis, but the relative anticolitic contribution of epithelial and nonepithelial VDR signaling is unknown. Here, we showed that colonic epithelial VDR
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
Carla Petrella et al.
Pharmacological research, 70(1), 72-79 (2013-01-29)
Nociceptin/orphanin FQ (N/OFQ) and nociceptin orphanin peptide (NOP) receptors represent an endogenous system modulating gastrointestinal functions and inflammation. We investigated the peripheral effect of N/OFQ and of UFP-101, the NOP antagonist, in a model of colitis induced by TNBS (2,4,6
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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