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A3537

Sigma-Aldrich

5-Aminosalicylic acid

powder, ≥99%

Synonyme(s) :

5-AS, 5-Amino-2-hydroxybenzoic acid, Mesalamine

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About This Item

Formule linéaire :
H2NC6H3-2-(OH)CO2H
Numéro CAS:
89-57-6
Poids moléculaire :
153.14
Numéro Beilstein :
2090421
Numéro CE :
201-919-1
Numéro MDL:
MFCD00007877
Code UNSPSC :
12352204
ID de substance PubChem :
24890780
Nomenclature NACRES :
NA.83

product name

5-Aminosalicylic acid, ≥99%

Pureté

≥99%

Forme

powder

Couleur

off-white to gray

Pf

275-280 °C (dec.) (lit.)

Solubilité

1 M HCl: 50 mg/mL, clear, yellow to brown

Température de stockage

2-8°C

Chaîne SMILES 

Nc1ccc(O)c(c1)C(O)=O

InChI

1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)

Clé InChI

KBOPZPXVLCULAV-UHFFFAOYSA-N

Informations sur le gène

human ... ALOX5(240) , PPARG(5468) , PTGS1(5742) , PTGS2(5743)

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Catégories apparentées

Application

5-Aminosalicylic acid (5-ASA) has been used:
  • to synthesize 5-formyl-aminosalicylate-inulin to quantify its release during in vitro digestion and fermentation and compare the in vitro fermentation properties of the conjugated inulin to native inulin
  • in cell adhesion assay to study its effects on E-cadherin glycosylation and membranous turnover
  • to evaluate its effects on the neutrophilic inflammation index (NII) phenotype to study the effectiveness of the high cholesterol diet-gut inflammation (HCD-GI) platform

5-Aminosalicylic acid is a peroxidase substrate suitable for use in ELISA procedures. This substrate produces a soluble end product that is brown in color and can be read spectrophotometrically at 450 nm. The reaction may be stopped with 3 N NaOH and read at 550 nm.

Actions biochimiques/physiologiques

5-Aminosalicylic acid (5-ASA) is a first-line medicine, used to treat inflammatory bowel diseases like ulcerative colitis (UC). It has a high-efficiency rate in maintenance and induction of remission. 5-ASA is an active component of sulfasalazine and also consists of the carbohydrate polymer, inulin. It might exhibit anti-oxidant activity to lessen tissue injury. 5-ASA is vital for the prevention of T cell activation and proliferation. It negatively regulates cyclooxygenase and lipoxygenase pathways and lowers the formation of prostaglandins and leukotrienes. 5-ASA stimulates the membranous expression of E-cadherin and boosts intercellular adhesion.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H317,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

No data available

Point d'éclair (°C)

No data available

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Cheng Xie et al.
BMC gastroenterology, 19(1), 138-138 (2019-08-02)
Mesalamine is a first-line drug in the treatment of inflammatory bowel diseases, while its intolerance occasionally occurs in clinical practice. Most of adverse reactions are due to the active components, which may lead to step-up treatment, but excipients are sometimes
Vineeta Khare et al.
Biochemical pharmacology, 87(2), 312-320 (2013-11-05)
Genome wide association studies have implicated intestinal barrier function genes in the pathogenesis of ulcerative colitis. One of such loci CDH1, encoding E-cadherin, a transmembrane glycoprotein with known tumor suppressor functions, is also linked to the susceptibility to colorectal cancer.
Maximilian Hoffmann et al.
Naunyn-Schmiedeberg's archives of pharmacology, 394(3), 533-543 (2020-10-17)
Cardiovascular diseases are exacerbated and driven by cardiac fibrosis. TGFβ induces fibroblast activation and differentiation into myofibroblasts that secrete excessive extracellular matrix proteins leading to stiffening of the heart, concomitant cardiac dysfunction, and arrhythmias. However, effective pharmacotherapy for preventing or
In vitro digestion and fermentation of 5-formyl-aminosailcylate-inulin: A potential prodrug of 5-aminosalicylic acid
Hartzell AL, et al.
Bioactive Carbohydrates and Dietary Fibre (2013)
Raffi Karagozian et al.
Therapeutics and clinical risk management, 3(5), 893-903 (2008-05-14)
Ulcerative colitis (UC) is a chronic inflammatory condition of unclear etiology affecting the large bowel, most commonly the rectum and extending proximally in a continuous fashion. The overall principle in the pathophysiolgy of ulcerative colitis is the dysregulation of the
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