DC 271

Name: DC 271
Brand: Tocris Bioscience
SKU: 6873

Tocris Bioscience, part of Bio-Techne | Catalog # 6873

COA / SDS

Fluorescent retinoic acid analog; solvochromatic probe

Key Product Details

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)
Molecular Weight:	347.46

View Full Technical Details for DC 271

Technical Data
Citations

Biological Activity for DC 271

DC 271 is a fluorescent retinoic acid analog (retinoid all-trans-retinoic acid; ATRA) (K_d = 42 nM at cellular retinoid binding protein II (CRABPII)). Solvochromatic probe: fluorescent λ_ex, λ_em, and quantum yield affected by solvent type. DC 271 can be used in retinoids assays. 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.

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Technical Data for DC 271

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 for DC 271

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

Preparing Stock Solutions for DC 271

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.

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 for DC 271

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

Tomlinson Structure-functional relationship of cellular retinoic acid-binding proteins I and II interacting with natural and synthetic ligands. Acta Crystallogr. D Struct. Biol. 2021 PMID: 33559606
Tomlinson Novel Fluorescence Competition Assay for Retinoic Acid Binding Proteins ACS.Med.Chem.Lett.
Chisholm Fluorescent retinoic acid analogues as probes for biochemical and intracellular characterization of retinoid signaling pathways. ACS.Chem.Biol. 2019 PMID: 30707838