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SML0558

Sigma-Aldrich

BETP

≥98% (HPLC)

Synonym(s):

2-(Ethylsulfinyl)-4-[3-(phenylmethoxy)phenyl]-6-(trifluoromethyl)-pyrimidine

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About This Item

Empirical Formula (Hill Notation):
C20H17F3N2O2S
CAS Number:
1371569-69-5
Molecular Weight:
406.42
MDL number:
MFCD23143626
UNSPSC Code:
51111800
PubChem Substance ID:
329825551

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CCS(=O)c1nc(cc(n1)C(F)(F)F)-c2cccc(OCc3ccccc3)c2

InChI

1S/C20H17F3N2O2S/c1-2-28(26)19-24-17(12-18(25-19)20(21,22)23)15-9-6-10-16(11-15)27-13-14-7-4-3-5-8-14/h3-12H,2,13H2,1H3

InChI key

NTDFYGSSDDMNHI-UHFFFAOYSA-N

Biochem/physiol Actions

BETP is a positive allosteric modulator of the GLP-1 receptor that potentiates cAMP accumulation and glucose-dependent insulin release in pancreatic islet cells, in the presence of the weak GLP-1 metabolite, GLP-1(9-36). BETP has additive effects on the endogenous GLP-1 receptor ligand GLP-1(7-36).
BetP is a trimeric Na+-coupled betaine symporter. BetP belongs to the betaine-choline-carnitine transporter (BCCT) family. It controls transport activity in dependence of the cytoplasmic K+-concentration.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Lipid-protein interactions in the regulated betaine symporter BetP probed by infrared spectroscopy.
Guler G, et al.
The Journal of Biological Chemistry, 291(9), 4295-4307 (2016)
Khyati Girdhar et al.
Journal of biomolecular structure & dynamics, 37(15), 3976-3986 (2018-10-10)
The glucagon-like peptide-1 receptor (GLP-1R) is a well-known target of therapeutics industries for the treatment of various metabolic diseases like type 2 diabetes and obesity. The structural-functional relationships of small molecule agonists and GLP-1R are yet to be understood. Therefore
Locating an extracellular K+-dependent interaction site that modulates betaine-binding of the Na+-coupled betaine symporter BetP.
Ge L, et al.
Proceedings of the National Academy of Sciences of the USA (2011)
C Weston et al.
British journal of pharmacology, 171(15), 3651-3665 (2014-04-10)
The glucagon-like peptide 1 (GLP-1) receptor performs an important role in glycaemic control, stimulating the release of insulin. It is an attractive target for treating type 2 diabetes. Recently, several reports of adverse side effects following prolonged use of GLP-1

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