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Merck

A3537

Sigma-Aldrich

5-Aminosalicylsäure

powder, ≥99%

Synonym(e):

5-AS, 5-Amino-2-hydroxy-benzoesäure, Mesalazin

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About This Item

Lineare Formel:
H2NC6H3-2-(OH)CO2H
CAS-Nummer:
Molekulargewicht:
153.14
Beilstein:
2090421
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352204
PubChem Substanz-ID:
NACRES:
NA.83

product name

5-Aminosalicylsäure, ≥99%

Assay

≥99%

Form

powder

Farbe

off-white to gray

mp (Schmelzpunkt)

275-280 °C (dec.) (lit.)

Löslichkeit

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

Lagertemp.

2-8°C

SMILES String

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)

InChIKey

KBOPZPXVLCULAV-UHFFFAOYSA-N

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Anwendung

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-Aminosalicylsäure ist ein Peroxidasesubstrat, geeignet für den Einsatz in ELISA-Verfahren. Dieses Substrat bildet ein lösliches braunes Endprodukt, das spektralphotometrisch bei 450 nm ausgelesen werden kann. Die Reaktion kann mit 3 N NaOH gestoppt und bei 550 nm ausgelesen werden.

Biochem./physiol. Wirkung

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.

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Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

No data available

Flammpunkt (°C)

No data available

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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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.
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