Retinoic acid

Cat. No. 0695

Retinoic acid C20H28O2 [302-79-4]

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Alternative Names: Tretinoin, ATRA

Chemical Name: 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2E,4E,6E,8E,-nonatetraenoic acid

Biological Activity

Endogenous agonist for retinoic acid receptors (IC50 = 14 nM for RARα, RARβ and RARγ receptors). Also promotes differentiation of mouse embryonic stem cells (ESCs) into adipocytes, neurons and glia in vitro. Proposed ligand of RORβ (Kd = 280 nM). Activates autophagy.

Technical Data

M.Wt:
300.44
Formula:
C20H28O2
Solubility:
Soluble to 25 mM in DMSO and to 10 mM in ethanol
Purity:
>99 %
Storage:
Store at -20°C
CAS No:
302-79-4

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Datasheet

References are publications that support the products' biological activity.

Galluzzi et al (2017) Pharmacological modulation of autophagy: therapeutic potential and persisting obstacles. Nat.Rev.Drug.Discov.. PMID: 28529316.

Stehlin-Gaon et al (2003) All-trans retinoic acid is a ligand for the orphan nuclear receptor RORβ. Nat.Struct.Biol. 10 820. PMID: 12958591.

Dani et al (1997) Differentiation of embryonic stem cells into adipocytes in vitro. J. Cell Sci. 110 1279. PMID: 9202388.

Sanquer and Gilchrest (1994) Characterisation of human cellular retinoic acid binding proteins-1 and -2: ligand binding affinities and distribution in skin. Arch.Biochem.Biophys. 311 86. PMID: 8185324.

Apfel et al (1992) A retinoic acid receptor alpha antagonist selectively counteracts retinoic acid effects. Proc.Natl.Acad.Sci.U.S.A. 89 7129. PMID: 1323127.

Merck Index 12 8333.

If you know of a relevant reference for Retinoic acid please let us know.

Citations are publications that use Tocris products. Selected citations for Retinoic acid include:

Lewis et al (2015) Inhibition of PAD4 activity is sufficient to disrupt mouse and human NET formation. J Med Food 11 189. PMID: 25622091.

Davies et al (2012) Evolution and functional characterisation of melanopsins in a deep-sea chimaera (elephant shark, Callorhinchus milii). PLoS One 7 e51276. PMID: 23251480.

Han et al (2012) Berberine promotes axonal regeneration in injured nerves of the peripheral nervous system. Physiol Behav 15 413. PMID: 22316297.

Do you know of a great paper that uses Retinoic acid from Tocris? If so please let us know.

View Related Products by Product Action

Keywords: Retinoic acid, supplier, Endogenous, retinoic, acid, receptor, agonists, modulates, PPARδ, PPARdelta, Positive, modulators, RAR, Retinoic, Acid, Receptors, RXR, Retinoid, X, Peroxisome, Proliferator-activating, PPAR, stem, cells, ATRA, all, trans, retinoic, acid, trans-retinoic, organoids, Tocris Bioscience, Retinoic Acid Receptor Agonist products

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