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Key Documents

G9797

Sigma-Aldrich

GW9508

≥98% (HPLC)

Synonym(s):

4-(3-Phenoxybenzylamino)phenylpropionic acid

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About This Item

Empirical Formula (Hill Notation):
C22H21NO3
CAS Number:
Molecular Weight:
347.41
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.25

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >20 mg/mL

storage temp.

2-8°C

SMILES string

OC(=O)CCc1ccc(NCc2cccc(Oc3ccccc3)c2)cc1

InChI

1S/C22H21NO3/c24-22(25)14-11-17-9-12-19(13-10-17)23-16-18-5-4-8-21(15-18)26-20-6-2-1-3-7-20/h1-10,12-13,15,23H,11,14,16H2,(H,24,25)

InChI key

DGENZVKCTGIDRZ-UHFFFAOYSA-N

Application

GW9508 has been used in:
  • cell proliferation assay in pancreatic cancer cells
  • in motility assay in melanoma cells
  • cell invasion assay in colon cancer cells

GW9508, a selective FFA1/GPR40 agonist, may be used to differentiate and characterize the free fatty acid receptor FFA1/GPR40. GW9508 is used to study the role of FFA1/GPR40 receptors in processes such as the free fatty acid enhancement of glucose-stimulated insulin release and type 2 diabetes. GW9508 is used to study the process by which FFA1/GPR40 receptors protect from ovariectomy-induced bone loss in vivo though inhibition of osteoclast differentiation and suppress complete Freund′s adjuvant (CFA)-Induced inflammatory chronic pain.

Biochem/physiol Actions

GW9508 is a selective FFA1/GPR40 agonist. GPR40 was formerly an orphan G protein-coupled receptor whose endogenous ligands have now been identified as free fatty acids (FFAs). The receptor, named FFA receptor 1, has been implicated in the pathophysiology of type 2 diabetes and is a drug target because of its role in FFA-mediated enhancement of glucose-stimulated insulin release. GW9508 showed greater than 500-fold selectivity for GPR40 over GPR41 and GPR43 and possessed a good in vitro and in vivo profile with excellent bioavailability. GW9508 stimulated intracellular Ca2+ mobilization in human embryonic kidney HEK-293 cells expressing GPR40 or GPR120, but not in the parent HEK-293 cell line. GW9508 dose dependently potentiated glucose-stimulated insulin secretion in MIN6 cells, but not in primary rat or mouse islets. GW9508 potentiates the KCl-mediated increase in insulin secretion in MIN6 cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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