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Merck

P2297

Ácido picrilsulfónico solution

5 % (w/v) in H2O, BioReagent, suitable for determination of primary amines

Sinónimos:

TNBS, Ácido 2,4,6-trinitrobencenosulfónico solution

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Fórmula empírica (notación de Hill):
C6H3N3O9S
Número CAS:
Peso molecular:
293.17
UNSPSC Code:
12352005
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
572358
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Nombre del producto

Ácido picrilsulfónico solution, 5 % (w/v) in H2O, BioReagent, suitable for determination of primary amines

InChI key

NHJVRSWLHSJWIN-UHFFFAOYSA-N

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)

product line

BioReagent

Quality Level

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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Application

La disolución de ácido picrilsulfónico se ha utilizado:
  • para evaluar la eficiencia de las modificaciones carboximetillisínicas (LMC) de aminas primarias expuestas
  • para incubar embriones bovinos de zona intactos para la tinción diferencial de blastocistos
  • para inducir el síndrome de intestino irritable (SII) en ratones y para estudiar sus efectos sobre Clostridium butyricum

Reactivo modificador hidrófilo. Pueden regenerarse derivados con compuestos amino con la hidracina.

General description

La disolución de ácido picrilsulfónico es un hapteno, que puede unirse a las proteínas del tejido y convertirse en antígeno. Esto induce varias respuestas inmunológicas. La colitis inducida por un ácido 2,4,6-trinitrobenceno sulfónico (TNBS) es un tipo de reacción de hipersensibilidad retardada a proteínas haptenizadas. El leucotrieno B4 (LTB4) y los ácidos grasos monhidroxílicos ácido 5-hidroxieicosatetraenoico (5-HETE), 12-HETE y 15-HETE son los principales mediadores inflamatorios involucrados en esta colitis inducida por TNBS. El etanol cuando se utiliza a concentraciones elevadas actúa como vehículo para la administración de TNBS.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

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

Clase de almacenamiento

8B - Non-combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Certificados de análisis (COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. Is Product P2297, Picrylsulfonic acid solution, supposed to be yellow?

    Yes. This product is a clear to slightly hazy yellow solution at room temperature. The solution has a concentration of 5 w/v % in H2O (5g per 100 mL).

  4. In general, what is Product P2297, Picrylsulfonic acid solution, used for?

    Picrylsulfonic acid has been used 1) As a hydrophilic modifying reagent[1]; 2) To make derivatives with amino compounds, which can be regenerated with hydrazine [2].

  5. How is Product P2297, Picrylsulfonic acid solution, tested? Do you have any references for its use besides Sigma's method?

    Sigma's suitability assay is based on a published method.1 We use a 500-fold dilution as a working solution, with glycine as a standard. Hydrochloric acid is used to stop the reaction, and to reduce yellow background due to picric acid.  Sodium phosphate is used as a buffer in place of sodium bicarbonate to avoid formation of CO2 when HCl is added.  Absorbance is read at 420 nm.Other procedures have been published. For example:---Twenty-five mL of 0.03 M TNBS is added to 1 mL of sample (in borate buffer), agitated to ensure complete mixing, and allowed to stand for 30 minutes at room temperature (25±1°C).  No quenching step is used.  In the blank, buffer replaces sample.  Absorbance is read at 420 nm.2---Protocols using a more concentrated solution of picric acid (1.1 M) have been published.3Note: TNBS forms an orange complex with amines, monitored at 420 nm, but the EmM of the complexes will vary with the reacting group:  for alpha-amino groups, 22.0; for epsilon-amino groups, somewhat lower; and for thiol groups, 2.25.3References:1. Satake, K. et al., J. Biochem., 47, 654 (1960).2. Snyder, S.L. and Sobocinski P.Z., Anal. Biochem., 64, 284-288 (1975).3. Fields, R., Methods in Enzymology, 25, 464-468 (1972).

  6. What are the suggested storage conditions for Product P2297, Picrylsulfonic acid solution?

    Store Product No. P2297 at 2-8°C in the dark.

  7. Is Product P2297, Picrylsulfonic acid solution, considered to be stable?

    It is explosive when it is dry. The solution should be stored at 2-8°C in the dark. Under these conditions less than 5% decomposition will occur over five months. At 37°C, 50% decomposition occurred in 60 days.  Picrylsulfonic acid decomposes to picric acid, crystals of which may form in the solution, but this impurity causes no interference in usage. The solution may also contain a trace amount of 2,4-dinitrophenol (typically <0.5%).  Storage at -20°C may enhance shelf-life of stock solutions.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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
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
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

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