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Merck
CN

R2625

Sigma-Aldrich

视黄酸

≥98% (HPLC), powder, RAR and RXR ligand

别名:

ATRA, 全反式维甲酸, 维生素A酸, 维甲酸

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About This Item

经验公式(希尔记法):
C20H28O2
CAS号:
分子量:
300.44
Beilstein:
2057223
EC 号:
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.77

product name

视黄酸, ≥98% (HPLC), powder

生物来源

synthetic (organic)

质量水平

检测方案

≥98% (HPLC)

形式

powder

技术

cell culture | mammalian: suitable

颜色

yellow

mp

180-181 °C (lit.)

溶解性

chloroform: 50 mg/mL

储存温度

−20°C

SMILES字符串

CC1=C(\C=C\C(C)=C\C=C\C(C)=C\C(O)=O)C(C)(C)CCC1

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+

InChI key

SHGAZHPCJJPHSC-YCNIQYBTSA-N

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一般描述

视黄酸(RA)是一种类视黄醇,具有广泛的生物学作用。可调节正常和转化细胞的分化和增殖,可能会影响癌基因。全反式视黄酸(ATRA)是维生素A最直接相关的活性代谢产品。视黄酸可作为一种信号分子,经由核受体调节中枢神经系统的区域分化。1 nm浓度(1 µM带来最大分化)的视黄酸可诱导一种人早幼粒细胞白血病细胞系形态和功能上的终末分化,代表其可能参与特定造血细胞的分化。视黄酸还可通过调节神经元细胞表面肽生长因子受体的表达,间接影响神经元分化。

此外,视黄酸等类视黄醇可抑制人黑素瘤细胞的增殖并刺激酪氨酸酶活性,还抑制黑色素细胞的细胞基底黏附和迁移。ATRA在哺乳动物血管系统形成中起重要作用,尤其是可以调节组织血管生成过程中的内皮细胞增殖和血管重塑。

应用

  • 视黄酸(RA)已用于胚胎干细胞至运动神经元的分化。
  • 它已用于非洲爪蟾外胚层至胰腺的分化。
  • 它还用于研究由RARα (视黄酸受体α)引起的表观遗传学调控。
  • 它已用于研究原初精原细胞向精母细胞转化的RA信号转导。

生化/生理作用

全−反式−视黄酸(ATRA)是视黄酸受体(RAR)和视黄醇类 X 受体(RXR)的配体。所结合的RAR和RXR可作为调节正常细胞和恶性细胞的生长和分化的转录因子。细胞色素P450(CYP)可催化ATRA的4-羟基化。视黄酸可使胚胎干细胞成为神经元。

特点和优势

该化合物在受体分类和信号转导手册中 核受体(非甾体化合物) 页面中进行了详细介绍。欲浏览其他手册页面,请 点击这里

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 1B - Skin Irrit. 2

WGK

WGK 2

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


分析证书(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ (Lot或Batch)字后找到。

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  1. What are the I.U. for Product R2625, Retinoic acid?

    This product is not characterized by the activity in I.U. The purity specification, however, is not less than 98% by HPLC.

  2. How should I store the solutions of Product R2625, Retinoic acid?

    Retinoic acid is sensitive to air and light. Solutions should be stored under argon gas, preferably as aliquots at -70°C.

  3. What is the shelf life of Product R2625, Retinoic acid?

    R2625 has a shelf-life of two years. Shelf-life dates are found on Specification sheet on our website.

  4. Why is Product R2625, Retinoic acid not shipped on dry ice?

    Dry ice is not necessary for shipment, since Product No. R2625 is stable to ship at ambient temperature for up to two weeks. Once received, it should be stored at -20°C.

  5. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  6. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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