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Key Documents

SML0921

Sigma-Aldrich

AR7

≥98% (HPLC)

Synonym(s):

7-Chloro-3-(4-methylphenyl)-2H-1,4-benzoxazine; 7-Chloro-3-p-tolyl-2H-benzo[b][1,4]oxazine, Atypical retinoid 7

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About This Item

Empirical Formula (Hill Notation):
C15H12ClNO
CAS Number:
Molecular Weight:
257.71
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

Application

AR7 has been used:
  • as chaperone-mediated autophagy (CMA) activator to study the activity of CMA in rat liver lysosomes
  • as a CMA activator to study its effects on expression of DEAD-box helicase 3 X-linked (DDX3X), eukaryotic translation initiation factor 4A1 (EIF4A1), and eukaryotic translation initiation factor 4H (EIF4H) in cancer cells
  • to study its effects on synuclein α (SNCA) oligomer levels in mature primary cortical neurons

Biochem/physiol Actions

AR7 is an atypical retinoic acid receptor α (RARα) antagonist. There is high interest in retinoic acid receptors for cancer and for differentiation studies. Recently, it has been found that signaling through retinoic acid receptor α (RARα) inhibits chaperone-mediated autophagy (CMA). Disruption of RARα signaling has a stimulatory effect on CMA, but can lead to inhibition of macroautophagy. AR7 antagonizes only the CMA inhibitory effect without affecting macroautophagy, allowing the two RARα effects on autophagy to be studied independently.

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Y R Juste et al.
Methods in molecular biology (Clifton, N.J.), 1880, 703-727 (2019-01-06)
Chaperone-mediated autophagy (CMA) is a selective type of autophagy whereby a specific subset of intracellular proteins is targeted to the lysosome for degradation. These proteins are identified by a chaperone that targets them to lysosomes. There, they are translocated into
Yuqing Hao et al.
Autophagy, 15(9), 1558-1571 (2019-03-02)
Chaperone-mediated autophagy (CMA) is a lysosomal degradation pathway of select soluble proteins. Nearly one-third of the soluble proteins are predicted to be recognized by this pathway, yet only a minor fraction of this proteome has been identified as CMA substrates
Panagiota Mavroeidi et al.
Autophagy, 18(9), 2104-2133 (2022-01-11)
Accumulation of the neuronal protein SNCA/alpha-synuclein and of the oligodendroglial phosphoprotein TPPP/p25A within the glial cytoplasmic inclusions (GCIs) represents the key histophathological hallmark of multiple system atrophy (MSA). Even though the levels/distribution of both oligodendroglial SNCA and TPPP/p25A proteins are
Alba Navarro-Romero et al.
NPJ Parkinson's disease, 8(1), 126-126 (2022-10-07)
Mutations in the GBA gene that encodes the lysosomal enzyme β-glucocerebrosidase (GCase) are a major genetic risk factor for Parkinson's disease (PD). In this study, we generated a set of differentiated and stable human dopaminergic cell lines that express the
Philip Wing-Lok Ho et al.
Autophagy, 16(2), 347-370 (2019-04-16)
Parkinson disease (PD) is an age-related neurodegenerative disorder associated with misfolded SNCA/α-synuclein accumulation in brain. Impaired catabolism of SNCA potentiates formation of its toxic oligomers. LRRK2 (leucine-rich repeat kinase-2) mutations predispose to familial and sporadic PD. Mutant LRRK2 perturbs chaperone-mediated-autophagy

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