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P2297

Sigma-Aldrich

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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10 ML
1 320,00 kr
5 X 10 ML
8 260,00 kr

1 320,00 kr

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10 ML
1 320,00 kr
5 X 10 ML
8 260,00 kr

About This Item

Empirical Formula (Hill Notation):
C6H3N3O9S
CAS Number:
2508-19-2
Molecular Weight:
293.17
Beilstein:
572358
MDL number:
MFCD00064382
UNSPSC Code:
12352005
PubChem Substance ID:
24898307
NACRES:
NA.25

1 320,00 kr

Please contact Customer Service for Availability
Request a Bulk Order

product line

BioReagent

Quality Level

200

concentration

5 % (w/v) in H2O

suitability

suitable for determination of primary amines

storage temp.

2-8°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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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

related product

Product No.
Description
Pricing

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H317

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000389169
0000389170
0000385519
0000366499
0000361077

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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
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
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
View All Related Papers

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).

      Helpful?

  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.

      Helpful?

  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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