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Retinoic acid [302-79-4]
Katalog-Nummer T1051-50mg
Size : 50mg
Marke : TargetMol
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Retinoic acid
Catalog No. T1051 CAS 302-79-4
Synonyms: Vitamin A acid, ATRA, all-trans-Retinoic acid, Tretinoin
Retinoic acid (Tretinoin), a metabolite of vitamin A, is a natural agonist of the retinoic acid receptor RAR and inhibits RARα/β/γ (IC50=14 nM). Retinoic acid induces cellular differentiation, reduces cellular proliferation, and inhibits tumorigenesis.
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Retinoic acid, CAS 302-79-4
| Description | Retinoic acid (Tretinoin), a metabolite of vitamin A, is a natural agonist of the retinoic acid receptor RAR and inhibits RARα/β/γ (IC50=14 nM). Retinoic acid induces cellular differentiation, reduces cellular proliferation, and inhibits tumorigenesis. |
| Targets&IC50 | RARβ:14 nM, RARγ:14 nM, RARα:14 nM |
| In vitro | Tretinoin prevents skin atrophy induced by corticosteroids in hairless mice. When co-administered with miquimod in guinea pigs, tretinoin induces tattoo fading and moderate pigment clearance histopathologically. Applications of tretinoin on incisions in the skin of 45 CD-1 mice increase fibroblast differentiation and reduce collagen production. In aged male Fischer 344 rats treated with tretinoin, renal cortex protein content is 30% lower compared to controls, potentially due to suppressed expression of tumor necrosis factor-β1 and osteopontin. |
| In vivo | In studies evaluating the impact on glutathione levels and catalase activity, Tretinoin increased both metrics in a time- and dose-dependent manner, offering protective and mitigating effects against H2O2 cytotoxicity in human renal mesangial cells. Treatment with Tretinoin resulted in elevated mRNA levels of catalase and γ-glutamylcysteine synthetase (the catalytic subunit responsible for the rate-limiting step in reduced glutathione synthesis) in cultured mesangial cells. Additionally, Tretinoin upregulated matrix metalloproteinase-8/13 in human keloid-derived fibroblasts. |
| Cell Research | Retinoic acid is dissolved in DMSO and stored, and then diluted with appropriate medium before use[3]. P19 cell are induced to undergo neuronal differentiation according to established procedures. Briefly, cells are cultured on 1% agarose-coated 10 cm dishes at 3×10 5 cells/mL in α-minimal essential medium supplemented with 10% FBS. Differentiation is induced by addition of Retinoic acid (1 μM) and medium containing Retinoic acid replaced 2 days later. On day 4, cell aggregates are collected by centrifugation, separated to single cells by trypsin/EDTA treatment, replated onto poly-L-lysine-coated plates, and cultured in α-minimal essential medium supplemented with 10% FBS. On day 6, medium is replaced with neurobasal medium containing B27 supplement and 2 mM GlutaMAX. Medium is replaced every 2 days for an additional week[3]. |
| Synonyms | Vitamin A acid, ATRA, all-trans-Retinoic acid, Tretinoin |
| Molecular Weight | 300.44 |
| Formula | C20H28O2 |
| CAS No. | 302-79-4 |
Storage
Solubility Information
DMSO: 45 mg/mL (149.78 mM)
Ethanol: 6 mg/mL (19.97 mM)
H2O: < 1 mg/mL (insoluble or slightly soluble)
References and Literature
1. Chen Q, et al. Retinoic acid regulates cell cycle progression and cell differentiation in human monocytic THP-1 cells. Exp Cell Res. 2004 Jul 1;297(1):68-81. 2. Zhang J, et al. Retinoic Acid Induces Embryonic Stem Cell Differentiation by Altering Both Encoding RNA and microRNA Expression. PLoS One. 2015 Jul 10;10(7):e0132566. 3. Lenz M, et al. All-trans retinoic acid induces synaptopodin-dependent metaplasticity in mouse dentate granule cells. Elife. 2021 Nov 1;10:e71983. 4. Amengual J, et al. Retinoic acid treatment enhances lipid oxidation and inhibits lipid biosynthesis capacities in the liver of mice. Cell Physiol Biochem. 2010;25(6):657-66. 5. Muehlberger T, et al. J Am Acad Dermatol, 2005, 52(4), 583-588. 6. Wu L, et al. Retinoid X Receptor Agonists Upregulate Genes Responsible for the Biosynthesis of All-Trans-Retinoic Acid in Human Epidermis. PLoS One. 2016 Apr 14;11(4):e0153556. 7. Wan X Q, Cai J Y, Zhu Y, et al. SENP1 has an important role in lung development and influences the differentiation of alveolar type 2 cells[J]. International journal of molecular medicine. 2019 Jan;43(1):371-381. 8. Wei Z, Li T, Sun Y, et al. Daturataturin A, a withanolide in Datura metel L., induces HaCaT autophagy through the PI3K‐Akt‐mTOR signaling pathway[J] . Phytotherapy Research. 2021 9. Yanxing Wang, Xiaodong Dou, Lan Jiang, Hongwei Jin, Lihe Zhang, Liangren Zhang, and Zhenming Liu. Discovery of novel glycogen synthase kinase-3α inhibitors: Structurebased virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia [J]. European Journal of Medicinal Chemistry. 2019 Jun 1;171:221-234. 10. Qiu Y, Sun Y, Xu D, et al. Screening of FDA-approved drugs identifies sutent as a modulator of UCP1 expression in brown adipose tissue[J]. EBioMedicine. 2018, 37: 344-355.
Citations
1. Qiu Y, Sun Y, Xu D, et al. Screening of FDA-approved drugs identifies sutent as a modulator of UCP1 expression in brown adipose tissue. EBioMedicine. 2018, 37: 344-355. 2. Wang Y, Dou X, Jiang L, et al. Discovery of novel glycogen synthase kinase-3α inhibitors: Structurebased virtual screening, preliminary SAR and biological evaluation for treatment of acute myeloid leukemia. European Journal of Medicinal Chemistry. 2019, 171: 221-234 3. Wei Z, Li T, Sun Y, et al. Daturataturin A, a withanolide in Datura metel L., induces HaCaT autophagy through the PI3K‐Akt‐mTOR signaling pathway. Phytotherapy Research. 2021 Mar;35(3):1546-1558. doi: 10.1002/ptr.6921. Epub 2021 Feb 9. 4. Wan X Q, Cai J Y, Zhu Y, et al. SENP1 has an important role in lung development and influences the differentiation of alveolar type 2 cells. International journal of molecular medicine. 2019 Jan;43(1):371-381. 5. Zhu Y, Gu X, Wang L, et al.All-Trans Retinoic Acid Promotes M2 Macrophage Polarization in Vitro by Activating the p38MAPK/STAT6 Signaling Pathway.Immunological Investigations.2023: 1-21. 6. Dou X, Huo T, Liu Y, et al.Discovery of novel and selective farnesoid X receptor antagonists through structure-based virtual screening, preliminary structure-activity relationship study, and biological evaluation.European Journal of Medicinal Chemistry.2024: 116323.