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Merck

P2297

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
UNSPSC Code:
12352005
NACRES:
NA.25
PubChem Substance ID:
24898307
MDL number:
MFCD00064382
Beilstein/REAXYS Number:
572358
Concentration:
5 % (w/v) in H2O
Form:
liquid

Key Documents

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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)

SMILES string

OS(=O)(=O)c1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O

InChI key

NHJVRSWLHSJWIN-UHFFFAOYSA-N

product line

BioReagent

Quality Level

200

form

liquid

concentration

5 % (w/v) in H2O

solubility

soluble

suitability

suitable for determination of primary amines

storage temp.

2-8°C

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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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

P2297-VAR: + P2297-BULK: + P2297-10ML: + P2297-5X10ML:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCK4178
SLCG2384
SLCD2161
SLBX3263
SLBT1675

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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
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
Florian Bär et al.
Gastroenterology, 145(5), 1055-1063 (2013-07-23)
Dysregulated energy homeostasis in the intestinal mucosa frequently is observed in patients with ulcerative colitis (UC). Intestinal tissues from these patients have reduced activity of the mitochondrial oxidative phosphorylation (OXPHOS) complex, so mitochondrial dysfunction could contribute to the pathogenesis of
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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