Retinoic acid

Pricing Availability Delivery Time Qty
Cat.No. 0695 - Retinoic acid | C20H28O2 | CAS No. 302-79-4
Description: Endogenous retinoic acid receptor agonist
Alternative Names: Tretinoin, ATRA
Chemical Name: 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2E,4E,6E,8E,-nonatetraenoic acid
Purity: ≥99% (HPLC)
Datasheet
Citations (3)
Literature

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.

Compound Libraries

Retinoic acid is also offered as part of the Tocriscreen Epigenetics Toolbox and Tocriscreen Stem Cell Toolbox. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 300.44
Formula C20H28O2
Storage Store at -20°C
Purity ≥99% (HPLC)
CAS Number 302-79-4
PubChem ID 444795
InChI Key SHGAZHPCJJPHSC-YCNIQYBTSA-N
Smiles CC(/C=C/C1=C(C)CCCC1(C)C)=C\C=C\C(C)=C\C(O)=O

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.

Solubility Data

SolubilitySoluble to 25 mM in DMSO and to 10 mM in ethanol

Preparing Stock Solutions

The following data is based on the product molecular weight 300.44. Batch specific molecular weights may vary from batch to batch due to solvent 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
1 mM 3.33 mL 16.64 mL 33.28 mL
5 mM 0.67 mL 3.33 mL 6.66 mL
10 mM 0.33 mL 1.66 mL 3.33 mL
50 mM 0.07 mL 0.33 mL 0.67 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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

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

Merck Index 12 8333 PMID:

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

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


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View all Retinoic Acid Receptor Agonists

Keywords: 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 Tretinoin ATRA Retinoic Acid Receptors

3 Citations for Retinoic acid

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.

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Reviews

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Retinoid Receptors Scientific Review

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Pathways for Retinoic acid

Protocols

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