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Merck
CN

SML2374

HTS01037

≥98% (HPLC)

Synonym(s):

(E)-4-(5-(Methoxycarbonyl)-2,2′-bithiophen-4-ylamino)-4-oxobut-2-enoic acid, 4-[(3-Carboxy-1-oxo-2-propenyl)amino]-[2,2′-bithiophene]-5-carboxylic acid 5-methyl ester, 4-{[2-(Methoxycarbonyl)-5-(2-thienyl)-3-thienyl]amino}-4-oxo-2-butenoic acid, HTS 01037, HTS-01037

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About This Item

Empirical Formula (Hill Notation):
C14H11NO5S2
CAS Number:
682741-29-3
Molecular Weight:
337.37
UNSPSC Code:
12352200
MDL number:
MFCD02681826
NACRES:
NA.21

Key Documents

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Product Name

HTS01037, ≥98% (HPLC)

SMILES string

[s]1c(cc(c1C(=O)OC)NC(=O)C=CC(=O)O)c2[s]ccc2

InChI

1S/C14H11NO5S2/c1-20-14(19)13-8(15-11(16)4-5-12(17)18)7-10(22-13)9-3-2-6-21-9/h2-7H,1H3,(H,15,16)(H,17,18)

InChI key

GJODSFZNKNHKML-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

HTS01037 is a selective, high-affinity fatty acid-binding protein FABP4 (AFABP; aP2) antagonist (aP2 Ki = 0.67 μM; EFABP/HF/IFABP/LFABP Ki = 3.40/9.07/6.57/8.17 μM) that targets aP2 long-chain fatty acid-binding site. HTS01037 is shown to downregulate basal and fatty acid-stimulated LTC4 levels in primary murine peritoneal macrophages (0.2-20 μM), upregulate murine macrophage RAW 264.7 intracellular free fatty acids and uncoupling protein 2 (UCP2) mRNA levels (30 μM), as well as suppress PPARγ target genes expression in IL-4 polarized human primary macrophages (10-25 μM).
Selective, high-affinity fatty acid-binding protein FABP4 (AFABP; aP2) antagonist that blocks aP2-mediated responses in human and murine macrophages.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000061328
0000061329
0000048997

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Eric K Long et al.
Biochimica et biophysica acta, 1831(7), 1199-1207 (2013-04-16)
Obesity results in increased macrophage recruitment to adipose tissue that promotes a chronic low-grade inflammatory state linked to increased fatty acid efflux from adipocytes. Activated macrophages produce a variety of pro-inflammatory lipids such as leukotriene C4 (LTC4) and 5-, 12-
Kuok Teong Ong et al.
Journal of lipid research, 55(5), 808-815 (2014-03-13)
Adipose TG lipase (ATGL) catalyzes the rate-limiting step in TG hydrolysis in most tissues. We have shown that hepatic ATGL preferentially channels hydrolyzed FAs to β-oxidation and induces PPAR-α signaling. Previous studies have suggested that liver FA binding protein (L-FABP)
Yuta Okamura et al.
Pflugers Archiv : European journal of physiology, 469(9), 1177-1188 (2017-04-14)
Fatty acid-binding protein (FABP) 4 is an adipocytokine mainly expressed in adipocyte and macrophage. Blood FABP4 is related not only to metabolic disorders including insulin resistance and atherosclerosis but also increased blood pressure. We tested the hypothesis that FABP4 plays
Kaylee A Steen et al.
Molecular and cellular biology, 37(2) (2016-11-01)
Obesity-linked metabolic disease is mechanistically associated with the accumulation of proinflammatory macrophages in adipose tissue, leading to increased reactive oxygen species (ROS) production and chronic low-grade inflammation. Previous work has demonstrated that deletion of the adipocyte fatty acid-binding protein (FABP4/aP2)
Cayla M Duffy et al.
Molecular and cellular neurosciences, 80, 52-57 (2017-02-20)
Hypothalamic inflammation contributes to metabolic dysregulation and the onset of obesity. Dietary saturated fats activate microglia via a nuclear factor-kappa B (NFκB) mediated pathway to release pro-inflammatory cytokines resulting in dysfunction or death of surrounding neurons. Fatty acid binding proteins
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