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Retinoic acid

Retinoic acid

产品编号 T1051   CAS 302-79-4
别名: ATRA, 维生素A酸, 维A酸, all-trans-Retinoic acid, Tretinoin, Vitamin A acid

Tretinoin 是维生素 A 的代谢产物,结合并激活视黄酸受体,从而诱导基因表达的变化,导致细胞分化、细胞增殖减少和肿瘤发生的抑制。它是 RAR 核受体的天然激动剂,对 RARα/β/γ的 IC50为14 nM,与 PPARβ/δ结合的Kd 值为17 nM。

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Retinoic acid, CAS 302-79-4
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其他形式的 Retinoic acid:
产品目录号及名称: Retinoic acid (T1051)
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纯度: 99.52%
纯度: 97.21%
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天然产物信息
生物活性
化学信息
存储 & 溶解度
参考文献
结构类型
产品描述 Tretinoin binds to and activates retinoic acid receptors (RARs), thereby inducing changes in gene expression that lead to cell differentiation, decreased cell proliferation, and inhibition of tumorigenesis. This agent also inhibits telomerase, resulting in telomere shortening and eventual apoptosis of some tumor cell types. Tretinoin is a naturally-occurring acid of retinol. The oral form of tretinoin has teratogenic and embryotoxic properties.
靶点活性 RARβ:14 nM, RARγ:14 nM, RARα:14 nM
体外活性 Tretinoin可以防止皮质类固醇诱导的无毛小鼠皮肤萎缩.在豚鼠体内,Tretinoin与咪喹莫特联用可使之出现组织病理学上的纹身褪色和中度的色素清除.在45 CD-1小鼠的皮肤切口上,Tretinoin使成纤维细胞分化增加,胶原蛋白产生量减少.与对照组老年大鼠相比,Tretinoin处理的老年雄性Fischer 344大鼠肾皮质中蛋白质含量低30%,这可能是因为其抑制了肿瘤坏死因子-β1和骨桥蛋白的表达.
体内活性 在对谷胱甘肽含量和过氧化氢酶活性影响的研究中,Tretinoin以时间和剂量依赖的方式增加对应含量和活性,对人肾小球系膜细胞中的H2O2细胞毒性具有预防和降低作用。用Tretinoin培育系膜细胞,可使过氧化氢酶以及γ-谷酰基-半胱氨酸合成酶(催化亚基,还原型谷胱甘肽合成的限速步骤)mRNA水平的增加。此外,Tretinoin可使人瘢痕疙瘩衍生的成纤维细胞中基质金属蛋白酶-8/13上调。
细胞实验 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].
别名 ATRA, 维生素A酸, 维A酸, all-trans-Retinoic acid, Tretinoin, Vitamin A acid
分子量 300.44
分子式 C20H28O2
CAS No. 302-79-4

存储

Powder: -20°C for 3 years | In solvent: -80°C for 2 years

溶解度

DMSO: 56 mg/mL (186.4 mM)

Ethanol: 6 mg/mL (19.97 mM)

H2O: <1 mg/mL

( < 1 mg/mL refers to the product slightly soluble or insoluble )

参考文献

1. Manzano VM, et al. J Pharmacol Exp Ther, 1999, 289(1), 123-132. 2. Uchida G, et al. Exp Dermatol, 2003, 12 ,Suppl 2, 35-42. 3. Schwartz E, et al. J Invest Dermatol, 1994, 102(2), 241-246. 4. Solis RR, et al. Dermatol Surg, 2002, 28(1), 83-6, discussion 86-87. 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.

文献引用

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.
ER 50891 Mofarotene MSU-42011 K-8012 CD3254 BMS493 Retinoic acid-d5 AGN 194310

相关化合物库

该产品包含在如下化合物库中:
FDA 上市药物库 干细胞分化化合物库 抗感染天然产物库 NO PAINS 化合物库 FDA上市及药典收录分子库 萜类天然产物库 抗感染化合物库 临床期小分子药物库 抗癌药物库 天然产物库

剂量换算

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体内实验配液计算器

请在以下方框中输入您的动物实验信息后点击计算,可以得到母液配置方法和体内配方的制备方法: 比如您的给药剂量是10 mg/kg,每只动物体重20 g,给药体积100 μL,一共给药动物10 只,您使用的配方为5% DMSO+30% PEG300+5% Tween 80+60% ddH2O。那么您的工作液浓度为2 mg/mL。

母液配置方法:2 mg 药物溶于 50 μL DMSO (母液浓度为 40 mg/mL), 如您需要配置的浓度超过该产品的溶解度,请先与我们联系。

体内配方的制备方法:取 50 μL DMSO 主液,加入 300 μL PEG300, 混匀澄清,再加 50 μL Tween 80,混匀澄清,再加 600 μL ddH2O, 混匀澄清。

第一步:请输入动物实验的基本信息
剂量
mg/kg
每只动物体重
g
给药体积
μL
动物数量
第二步:请输入动物体内配方组成,不同的产品配方组成不同,如有配方需求,可先联系我们提供正确的体内配方。
% DMSO
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% Tween 80
% ddH2O
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技术支持

您可能有的问题的答案可以在抑制剂处理说明中找到,包括如何准备库存溶液,如何存储产品,以及基于细胞的分析和动物实验需要特别注意的问题。

Keywords

Retinoic acid 302-79-4 Autophagy DNA Damage/DNA Repair Metabolism Retinoid Receptor Endogenous Metabolite PPAR ATRA Retinoid X receptors Inhibitor Peroxisome proliferator-activated receptors 维生素A酸 inhibit RAR/RXR 维A酸 all-trans-Retinoic acid Retinoic acid receptors Tretinoin Vitamin A acid inhibitor

 

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