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My CartCAS：302-79-4
Storage：Powder:-20℃，2 years;Insolvent(Mother Liquid):-20℃，6 months;-80℃，1 year
Purity：HPLC≥98%
Appearance：Light yellow to yellow Solid
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| CAS | 302-79-4 |
| Name | Retinoic acid |
| Molecular Formula | C20H28O2 |
| Molecular Weight | 300.44 |
| Solubility | Soluble in DMSO |
| Purity | HPLC≥98% |
| Appearance | Light yellow to yellow Solid |
| Storage | Powder:-20℃，2 years;Insolvent(Mother Liquid):-20℃，6 months;-80℃，1 year |
| EC | EINECS 206-129-0 |
| MDL | MFCD00001551 |
| SMILES | CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/C(O)=O)=C(C)CCC1 |
| InChIKey | SHGAZHPCJJPHSC-YCNIQYBTSA-N |
| InChI | InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14+ |
| PubChem CID | 444795 |
| Target Point | RAR/RXR |
| Passage | Metabolic Enzyme&Protease |
| Background | Retinoic acid is an agonist of the RAR nuclear receptor. Retinoic acid is a metabolite of vitamin A that plays an important role in cell growth, differentiation and organogenesis. |
| Biological Activity | Retinoic acid是维生素A的代谢产物，在细胞生长，分化和器官发生中起重要作用。 Retinoic acid是RAR 核受体的天然激动剂，对RARα/β/γ的 IC50 为14 nM。 Retinoic acid与 PPARβ/δ 结合的 Kd 值为17 nM。[1-5] |
| In Vitro | 维甲酸(全反式维甲酸，ATRA)是维生素A的高效衍生物，几乎所有必需的生理过程和功能都需要维生素A，因为它参与了530多种不同基因的转录调控。维甲酸通过作为核视黄酸受体(RARα-γ)的活化配体发挥其作用，其与类视黄醇X受体(RXRα-γ)形成异二聚体[1]。视黄酸(RA)以低亲和力与PPARα和PPARγ结合，由Kd值100-200nM证实。相反，维甲酸与PPARβ/δ结合，Kd为17 nM，显示出高亲和力和同种型选择性[2]。未分化的P19细胞表达视黄酸(RA)受体RARα，RARβ，RARγ和PPARβ/δ，以及视黄酸结合蛋白CRABP-II和FABP5。通过用视黄酸处理细胞诱导分化导致CRABP-II的瞬时上调和FABP5的下调，其在各自的蛋白质和mRNA的水平上观察到。在初始降低后，与未分化的P19细胞相比，成熟神经元中FABP5蛋白和mRNA的水平增加至2-2.5倍。诱导分化不会显著影响RARα或PPARβ/δ的水平。 RARγmRNA的水平在第4天降低约5倍，在成熟神经元中保持低水平[3]。视黄酸(RA)是衍生自视黄醇(维生素A)的形态发生素，其在细胞生长，分化和器官发生中起重要作用。维甲酸与视黄酸受体(RAR)和视黄酸X受体(RXR)相互作用，然后调节靶基因表达[4]。 |
| Cell Experiment | 根据已建立的程序诱导P19细胞经历神经元分化。简言之，将细胞在1％琼脂糖包被的10cm培养皿上以3×10 5细胞/ mL在补充有10％FBS的α-最小必需培养基中培养。通过添加视黄酸(1μM)诱导分化，2天后更换含有视黄酸的培养基。在第4天，通过离心收集细胞聚集体，通过胰蛋白酶/ EDTA处理分离成单细胞，重新铺板到聚-L-赖氨酸包被的平板上，并在补充有10％FBS的α-最小必需培养基中培养。在第6天，用含有B27补充物和2mM GlutaMAX的神经基础培养基替换培养基。培养基每2天更换一次[3]。 |
| Data Literature Source | [1]. 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. [2]. Shaw N，et al. Retinoic acid is a high affinity selective ligand for the peroxisome proliferator-activated receptor beta/delta. J Biol Chem. 2003 Oct 24;278(43):41589-92. [3]. Yu S，et al. Retinoic acid induces neurogenesis by activating both retinoic acid receptors (RARs) and peroxisomeproliferator-activated receptor β/δ (PPARβ/δ). J Biol Chem. 2012 Dec 7;287(50):42195-205. [4]. Kam RK，et al. Retinoic acid synthesis and functions in early embryonic development. Cell Biosci. 2012 Mar 22;2(1):11. [5]. Apfel C，et al. A retinoic acid receptor alpha antagonist selectively counteracts retinoic acid effects. Proc Natl Acad Sci U S A. 1992 Aug 1;89(15):7129-33. |
| Unit | Bottle |
| Specification | 20mg 10mM*1mL in DMSO 100mg |
Retinoic acid是RAR 核受体的激动剂。Retinoic acid是维生素A的代谢产物,在细胞生长,分化和器官发生中起重要作用。可用于诱导胚胎干细胞分化等。
Remark：These protocols are for reference only. Solarbio does not independently validate these methods.
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