Revision 2

#38255Store at -20C

50 mg

Cell Signaling Technology

Orders: 877-616-CELL (2355) [email protected]

Support: 877-678-TECH (8324)

Web: [email protected] cellsignal.com

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For Research Use Only. Not for Use in Diagnostic Procedures.

Background

The ligand Retinoic Acid (Tretinoin) binds retinoic acid receptors (RARα, RARβ, and RARγ) and retinoid X receptors (RXRα, RXRβ, and RXRγ). RAR-RXR heterodimers and RXR homodimers control gene expression by binding to specific Retinoic Acid response elements, by recruiting cofactors and the transcriptional machinery, and by indirectly regulating chromatin structure (1). Signaling pathways controlled by Retinoic Acid coordinate cell proliferation, differentiation, apoptosis, and development of many organs and tissues (2). Oxidation of vitamin A creates a retinal intermediate which is subsequently oxidized to form Retinoic Acid (3). All-trans retinoic acid (ATRA) is an active metabolite of vitamin A that is used in the treatment of several cancers, including ovarian carcinoma, bladder cancer, neuroblastoma, and Kaposi's sarcoma. ATRA inhibits inflammation in rheumatoid arthritis and inhibits proliferation in vascular smooth muscle cells (4). A topical version of Retinoic Acid (Tretinoin) has long been used to treat acne and the effects of photoaging of the skin (5).

  1. Leid, M. et al. (1992) Trends Biochem Sci 17, 427-33.
  2. Ghyselinck, N.B. and Duester, G. (2019) Development 146, dev167502. doi: 10.1242/dev.167502.
  3. Kam, R.K. et al. (2012) Cell Biosci 2, 11.
  4. Siddikuzzaman et al. (2011) Immunopharmacol Immunotoxicol 33, 241-9.
  5. Szymański, Ł. et al. (2020) Cells 9, 2660. doi: 10.3390/cells9122660.

Molecular Formula

C20H28O2

Molecular Weight

300.4 g/mol

Purity

>98%

CAS

302-79-4

Solubility

Soluble in DMSO at 25 mg/mL or ethanol at 10 mg/mL.

Storage

Store lyophilized at -20ºC, desiccated. In lyophilized form, the chemical is stable for 24 months. Once in solution, store at -20ºC and use within 1 month to prevent loss of potency. Aliquot to avoid multiple freeze/thaw cycles.

Directions for Use

Retinoic Acid (Tretinoin) is supplied as a lyophilized powder. For a 15 mM stock, reconstitute 5 mg of powder in 1.11 mL of DMSO. Working concentrations and length of treatment can vary depending on the desired effect.

Background References

    Cross-Reactivity Key

    H: human M: mouse R: rat Hm: hamster Mk: monkey Vir: virus Mi: mink C: chicken Dm: D. melanogaster X: Xenopus Z: zebrafish B: bovine Dg: dog Pg: pig Sc: S. cerevisiae Ce: C. elegans Hr: horse GP: Guinea Pig Rab: rabbit All: all species expected

    Trademarks and Patents

    Cell Signaling Technology is a trademark of Cell Signaling Technology, Inc.
    All other trademarks are the property of their respective owners. Visit cellsignal.com/trademarks for more information.

    Limited Uses

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    Products are labeled with For Research Use Only or a similar labeling statement and have not been approved, cleared, or licensed by the FDA or other regulatory foreign or domestic entity, for any purpose. Customer shall not use any Product for any diagnostic or therapeutic purpose, or otherwise in any manner that conflicts with its labeling statement. Products sold or licensed by CST are provided for Customer as the end-user and solely for research and development uses. Any use of Product for diagnostic, prophylactic or therapeutic purposes, or any purchase of Product for resale (alone or as a component) or other commercial purpose, requires a separate license from CST. Customer shall (a) not sell, license, loan, donate or otherwise transfer or make available any Product to any third party, whether alone or in combination with other materials, or use the Products to manufacture any commercial products, (b) not copy, modify, reverse engineer, decompile, disassemble or otherwise attempt to discover the underlying structure or technology of the Products, or use the Products for the purpose of developing any products or services that would compete with CST products or services, (c) not alter or remove from the Products any trademarks, trade names, logos, patent or copyright notices or markings, (d) use the Products solely in accordance with CST Product Terms of Sale and any applicable documentation, and (e) comply with any license, terms of service or similar agreement with respect to any third party products or services used by Customer in connection with the Products.

    Revision 2
    #38255

    Retinoic Acid (Tretinoin)

    Retinoic Acid (Tretinoin): Image 1 Expand Image
    Chemical structure of Retinoic Acid (Tretinoin).