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P2297

Sigma-Aldrich

Acide picrylsulfonique solution

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

Synonyme(s) :

Acide 2,4,6-trinitrobenzènesulfonique solution, TNBS

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10 ML
189,00 €
5 X 10 ML
786,00 €

About This Item

Formule empirique (notation de Hill):
C6H3N3O9S
Numéro CAS:
2508-19-2
Poids moléculaire :
293.17
Beilstein:
572358
Numéro MDL:
MFCD00064382
Code UNSPSC :
12352005
ID de substance PubChem :
24898307
Nomenclature NACRES :
NA.25

189,00 €

Veuillez contacter notre Service Clients pour connaître la disponibilité de ce produit.
Devis pour commande en gros

Gamme de produits

BioReagent

Niveau de qualité

200

Concentration

5 % (w/v) in H2O

Adéquation

suitable for determination of primary amines

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

NHJVRSWLHSJWIN-UHFFFAOYSA-N

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Catégories apparentées

Description générale

L'acide picrylsulfonique en solution est un haptène capable de se lier aux protéines tissulaires et de se transformer en antigène. Cette transformation provoque plusieurs réponses immunologiques. La colite induite par l'acide 2,4,6-trinitrobenzènesulfonique (TNBS) est un type de réaction d'hypersensibilité retardée face aux protéines hapténisées. Le leucotriène B4 (LTB4) et les acides gras monohydroxylés que sont l'acide 5-hydroxyeicosatétraénoïque (5-HETE), le 12-HETE et le 15-HETE sont les principaux médiateurs inflammatoires impliqués dans cette colite induite par le TNBS. L'éthanol à forte concentration sert de véhicule pour l'administration du TNBS.

Application

L'acide picrylsulfonique en solution a été utilisé :
  • pour évaluer l'efficacité de modifications par la carboxyméthyl-lysine (CML) d'amines primaires exposées.
  • pour incuber des embryons de bovin à zone pellucide intacte en vue du marquage différentiel de blastocystes.
  • pour induire le syndrome du côlon irritable (IBS) chez des souris et étudier ses effets sur Clostridium butyricum.

Réactif de modification hydrophile. Les dérivés contenant des composés amino peuvent être régénérés avec de l′hydrazine.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

08168

Timestrip Plus™ 8 °C

Pictogrammes

CorrosionExclamation mark
GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H314,H317

Classification des risques

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

Code de la classe de stockage

8B - Non-combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000389169
0000389170
0000385519
0000366499
0000361077

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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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Questions

1–10 of 10 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. この製品は水とTNBS以外に何かが含まれていますか？

    1 answer

    1. The exact composition of this product is proprietary. No preservatives or stabilizers have been added.

      Helpful?

  4. Is this product suitable for IBD induction in mouse models?

    1 answer

    1. As listed on the website, this product, picrylsulfonic acid solution, has been used in the following:
      -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

      It has not been validated in the use for IBD induction in mouse models.

      Helpful?

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

    1 answer

    1. 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).

      Helpful?

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

    1 answer

    1. 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).

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

    1 answer

    1. 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.

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

    1 answer

    1. 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 °C may enhance shelf-life of stock solutions.

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

    1 answer

    1. 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].

      Helpful?

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

    1 answer

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

      Helpful?

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