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A3111

Sigma-Aldrich

A1120

≥98% (HPLC), powder

Synonym(s):

2-(4-(2-(trifluoromethyl)phenyl)piperidine-1-carboxamido)benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C20H19F3N2O3
CAS Number:
1152782-19-8
Molecular Weight:
392.37
MDL number:
MFCD12912393
UNSPSC Code:
12352200
PubChem Substance ID:
329770816
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

off-white

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

OC(=O)c1ccccc1NC(=O)N2CCC(CC2)c3ccccc3C(F)(F)F

InChI

1S/C20H19F3N2O3/c21-20(22,23)16-7-3-1-5-14(16)13-9-11-25(12-10-13)19(28)24-17-8-4-2-6-15(17)18(26)27/h1-8,13H,9-12H2,(H,24,28)(H,26,27)

InChI key

MEAQCLPMSVEOQF-UHFFFAOYSA-N

Biochem/physiol Actions

A1120 is a selective non-retinoid ligand for retinol-binding protein 4 (RBP4). RBP4 transports retinol from the liver to extrahepatic tissues and RBP4 lowering is reported to improve insulin sensitivity in mice. A1120 is a high affinity non-retinoid ligand for RBP4 which disrupts the interaction between RBP4 and its binding partner transthyretin (TTR). It binds to the same site as retinol and induces changes in the orientation (compared to the retinol bound form) of loops at the RBP4-TTR interaction interface.A1120 lowers RBP4 and retinol levels in a dose-dependent manner, to a similar extent as seen with fenretinide. However, unlike fenretinide (Sigma# H7779), A1120 does not have beneficial effects on insulin resistance.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

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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Rebecca Ward et al.
The Journal of biological chemistry, 295(19), 6482-6497 (2020-04-03)
Cone photoreceptors in the retina enable vision over a wide range of light intensities. However, the processes enabling cone vision in bright light (i.e. photopic vision) are not adequately understood. Chromophore regeneration of cone photopigments may require the retinal pigment
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Human molecular genetics, 23(20), 5402-5417 (2014-05-24)
Vitamin A must be adequately distributed within the body to maintain the functions of retinoids in the periphery and chromophore production in the eyes. Blood transport of the lipophilic vitamin is mediated by the retinol-binding protein, RBP4. Biochemical evidence suggests
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