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DC 271

Cat. No. 6873 Submit a Review Datasheet / COA / SDS
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Cat.No. 6873 - DC 271 | C23H25NO2 | CAS No. 198696-03-6
Description: Fluorescent retinoic acid analog; solvochromatic probe
Chemical Name: 4-[2-[1,2,3,4-Tetrahydro-4,4-dimethyl-1-(1-methylethyl)-6-quinolinyl]ethynyl]benzoic acid
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature (3)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

Fluorescent retinoic acid analog (retinoid all-trans-retinoic acid; ATRA) (Kd = 42 nM at cellular retinoid binding protein II (CRABPII)). Solvochromatic probe: fluorescent λex, λem, and quantum yield affected by solvent type. Activates same genes as endogenous retinoic acid in human keratinocyte cells (HaCaT) when incubated for 72 h at 1 μM. Also elicits cellular responses consistent with those of retinoic acid. Excitation λ = 351, 350, 382 and 378 nm in DMSO, EtOH, DCM and Toluene, respectively; emission λ = 442, 461, 572 and 447 nm in DMSO, EtOH, DCM and Toluene, respectively. Quantum yield = 19.3, 1.14, 71.45, 80.21 % in DMSO, EtOH, DCM and Toluene, respectively

Technical Data

M. Wt 347.46
Formula C23H25NO2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 198696-03-6
PubChem ID 22971725
InChI Key OCMSZODRCJAGHL-UHFFFAOYSA-N
Smiles CC(N1CCC(C)(C2=CC(C#CC3=CC=C(C(O)=O)C=C3)=CC=C12)C)C

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 17.37 50
ethanol 3.47 10

Preparing Stock Solutions

The following data is based on the product molecular weight 347.46. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 5.76 mL 28.78 mL 57.56 mL
2.5 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.58 mL 2.88 mL 5.76 mL
25 mM 0.12 mL 0.58 mL 1.15 mL

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References

References are publications that support the biological activity of the product.

Chisholm et al (2019) Fluorescent retinoic acid analogues as probes for biochemical and intracellular characterization of retinoid signaling pathways. ACS.Chem.Biol. 14 369 PMID: 30707838

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Citations for DC 271

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