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A3111

Sigma-Aldrich

A1120

≥98% (HPLC), powder

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Synonym(s):
2-(4-(2-(trifluoromethyl)phenyl)piperidine-1-carboxamido)benzoic acid
Empirical Formula (Hill Notation):
C20H19F3N2O3
Molecular Weight:
392.37
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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SML0662SML1739SML1602
A1120 ≥98% (HPLC), powder

A3111

A1120

UNC1215 ≥98% (HPLC)

SML0662

UNC1215

CX08005 ≥98% (HPLC)

SML1739

CX08005

RQ-00203078 ≥98% (HPLC)

SML1602

RQ-00203078

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

solubility

DMSO: ≥10 mg/mL

solubility

DMSO: 5 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 25 mg/mL, clear

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

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


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Rebecca Ward et al.
The Journal of biological chemistry, 295(19), 6482-6497 (2020-04-03)
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Infection, genetics and evolution : journal of molecular epidemiology and evolutionary genetics in infectious diseases, 28, 339-348 (2014-12-03)
European (E) variants of HPV 16 are evenly distributed among world regions, meanwhile Non-European variants such as European-Asian (EAs), Asian American (AA) and African (Af) are mostly confined to Eastern Asia, The Americas and African regions respectively. Several studies have
Astrid M Bedoya et al.
Gynecologic oncology, 135(1), 74-80 (2014-08-02)
Cervical cancer is characterized by an immunosuppressive microenvironment and a Th2-type cytokine profile. Expression of arginase (ASE), the enzyme that converts L-arginine into L-ornithine and urea, is stimulated by Th2-type cytokines. To assess the association of ASE activity and L-Arg
Jaume Amengual et al.
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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