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SML2924

Sigma-Aldrich

AZ1729

≥98% (HPLC)

Synonym(e):

AZ 1729, N-[3-(2-carbamimidamido-4-methyl-1,3-thiazol-5-yl)phenyl]-4-fluorobenzamide

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About This Item

Empirische Formel (Hill-System):
C18H16FN5OS
CAS-Nummer:
2016864-46-1
Molekulargewicht:
369.42
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 2 mg/mL, clear

Lagertemp.

−20°C

SMILES String

Fc1ccc(cc1)C(=O)Nc2cc(ccc2)c3[s]c(nc3C)NC(=N)N

InChI

1S/C18H16FN5OS/c1-10-15(26-18(22-10)24-17(20)21)12-3-2-4-14(9-12)23-16(25)11-5-7-13(19)8-6-11/h2-9H,1H3,(H,23,25)(H4,20,21,22,24)

InChIKey

HULFYSCAJVTAAR-UHFFFAOYSA-N

Biochem./physiol. Wirkung

AZ1729 is a short chain fatty acid receptor FFA2 (GPR43) regulator that acts as a direct allosteric agonist and as a positive allosteric modulator (PAM). AZ1729 selectively enhances Gi-mediated signaling (Gi-biased ligand), but not at those transduced by Gq/G11 pathway.
FFA2 (GPR43) regulator that acts as a direct allosteric agonist and as a positive allosteric modulator (PAM); Gi-biased ligand

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

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Analysenzertifikate (COA)

Lot/Batch Number

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Daniele Bolognini et al.
The Journal of biological chemistry, 291(36), 18915-18931 (2016-07-08)
The short chain fatty acid receptor FFA2 is able to stimulate signaling via both Gi- and Gq/G11-promoted pathways. These pathways are believed to control distinct physiological end points but FFA2 receptor ligands appropriate to test this hypothesis have been lacking.
Eugenia Sergeev et al.
Scientific reports, 7(1), 13741-13741 (2017-10-25)
Free Fatty Acid Receptor 2 is a GPCR activated by short chain fatty acids produced in high levels in the lower gut by microbial fermentation of non-digestible carbohydrates. A major challenge in studying this receptor is that the mouse ortholog
Simon Lind et al.
Biochimica et biophysica acta. Molecular cell research, 1867(6), 118689-118689 (2020-02-25)
The non-activating allosteric modulator AZ1729, specific for free fatty acid receptor 2 (FFAR2), transfers the orthosteric FFAR2 agonists propionate and the P2Y2R specific agonist ATP into activating ligands that trigger an assembly of the neutrophil superoxide generating NADPH-oxidase. The homologous

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