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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:
2508-19-2
Molecular Weight:
293.17
Beilstein/REAXYS Number:
572358
MDL number:
MFCD00064382
UNSPSC Code:
12352005
PubChem Substance ID:
329770176
NACRES:
NA.25

form

liquid

Quality Level

200

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

signalword

Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
CDBG1451
BCCJ6010
CDBG2723
BCCF0608
CDBF6027

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Ana Beatriz Albino de Almeida et al.
Journal of ethnopharmacology, 146(1), 300-310 (2013-01-15)
In Brazilian traditional medicine, Arctium lappa (Asteraceae), has been reported to relieve gastrointestinal symptoms. In the present study, we investigated the effects of the lactone sesquiterpene onopordopicrin enriched fraction (ONP fraction) from Arctium lappa in an experimental colitis model induced
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
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
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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