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Merck

R3255

Sigma-Aldrich

13-顺式-维甲酸

≥98% (HPLC)

别名:

异维甲酸

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About This Item

经验公式(希尔记法):
C20H28O2
CAS号:
分子量:
300.44
EC號碼:
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.77

化驗

≥98% (HPLC)

形狀

powder

技術

HPLC: suitable

顏色

yellow to yellow-orange

mp

172-175 °C (lit.)

儲存溫度

−20°C

SMILES 字串

[H]\C(C(O)=O)=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C

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 密鑰

SHGAZHPCJJPHSC-XFYACQKRSA-N

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應用

13-顺式-视黄酸已被用作:
  • LA-N-5分化用新鲜培养基的成分
  • 处理髓母细胞瘤细胞进行细胞分化
  • 处理椭球状体以生成延时视频
  • 考察非洲爪蟾在明亮和黑暗条件下的头部变形活动

生化/生理作用

13-顺式维甲酸(RA)具有抗炎、抗肿瘤作用。RA的作用通过RAR-β和RAR-α受体介导。RA可减弱细胞因子刺激小鼠系膜细胞iNOS的表达和活性。它诱导线粒体膜通透性转变,表现为肿胀和膜电位下降,并通过凋亡途径刺激细胞色素C的释放。这些活性被EGTA和环孢素A逆转。RA也通过增加转录部分增加MMP-1蛋白的表达。

特點和優勢

这种化合物是基因调控研究的特色产品。点击此处发现更多特色基因调控产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

象形圖

Health hazardExclamation mark

訊號詞

Danger

危險分類

Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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P K Datta et al.
Kidney international, 56(2), 486-493 (1999-08-05)
Nitric oxide (NO) release as a result of cytokine-mediated activation of inducible nitric oxide synthase (iNOS) in mesangial cells can be sustained and lead to oxidative injury in various forms of glomerular inflammation. Inhibition of iNOS expression and/or activity could
Raoud Marayati et al.
Translational oncology, 14(1), 100893-100893 (2020-10-04)
Retinoic acid (RA) therapy has been utilized as maintenance therapy for high-risk neuroblastoma, but over half of patients treated with RA relapse. Neuroblastoma stem cell-like cancer cells (SCLCCs) are a subpopulation of cells characterized by the expression of the cell
Induction of pronephric tubules by activin and retinoic acid in presumptive ectoderm of Xenopus laevis
Moriya N, et al.
Development, Growth & Differentiation, 35(2), 123-128 (1993)
Live multicellular tumor spheroid models for high-content imaging and screening in cancer drug discovery
Reid B G, et al.
Current Chemical Genomics and Translational Medicine, 8(Suppl-1), 27-27 (2014)
M P Rigobello et al.
Biochemical pharmacology, 58(4), 665-670 (1999-07-21)
Retinoic acids, structurally related to vitamin A, inhibit the in vitro proliferation of different types of normal and neoplastic cells. The effects of all-trans, 9-cis, and 13-cis retinoic acids were tested on mitochondria isolated from rat liver. All the compounds

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