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9-cis-Retinoic Acid
本产品不向个人销售，仅用作科学研究，不用于任何人体实验及非科研性质的动物实验。
9-cis-Retinoic Acid图片
CAS NO:5300-03-8
包装与价格：
包装价格(元)
5mg电议
10mg电议
25mg电议

产品介绍

化学性质

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt300.44
Cas No.5300-03-8
FormulaC20H28O2
Solubility≤0.5mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide
Chemical Name(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
Canonical SMILESCC1(C)C(/C=C/C(C)=C\C=C\C(C)=C\C(O)=O)=C(C)CCC1
运输条件蓝冰运输或根据您的需求运输。
一般建议为了使其更好的溶解，请用37℃加热试管并在超声波水浴中震动片刻。不同厂家不同批次产品溶解度各有差异，仅做参考。若实验所需浓度过大至产品溶解极限，请添加助溶剂助溶或自行调整浓度。溶液形式一般不宜长期储存，请尽快用完。

资料参考

Ki: 0.5-27 nM for RAR; 3.8-12 nM for RXR

9-cis-Retinoic acid (9cRA) is a RAR and RXR activator.

Metabolism activates vitamin A into retinoic acid (RA), which controls physiological processes such as nervous system function, immune response, cell proliferation and differentiation, as well as reproduction. Much of the activity of RA is mediated via two subfamilies of nuclear receptors, retinoic acid receptor (RAR) and retinoid X receptor (RXR).

In vitro: The 9cRA effect in pancreatic β-cells line INS-1 832/13 led to a decreased expression of Mptn associated to a concomitant increase of miR-375. Moreover, in the breast cancer model, 9cRA showed different effect on both Mtpn and miR-375 expression. Moreover, in INS-1 832/13, 3T3-L1 pre-adipocytes and MCF-7 but not in MDA-MB-231, the effect of 9cRA on Mptn gene expression and its miR was under the control of RARs and RXRs receptors [1].

In vivo: A chemoprevention study was conducted to evaluate the activity of 9cRA as an inhibitor of prostate carcinogenesis in male Wistar-Unilever rats. Results showed that continuous dietary administration of 9cRA reduced cancer incidence in the dorsolateral + anterior prostate. Similarly, 9cRA with same doses reduced the incidence of cancer in all accessory sex glands. Moreover, chronic dietary administration of 9cRA induced no gross or organ-specific toxicity and did not suppress group mean body weight gain [2].

Clinical trial: The impact of 9cRA on quality of life of alitretinoin in severe chronic hand eczema has been evaluated. At baseline, most patients had CHE characterized as severe by PGA (83 %). At last visit, 48 % of patients had a PGA response of clear/almost clear. Mean improvement in DLQI scores at week 24 was 58 % and 70 %. The overall incidence of AEs was low and similar in both groups [3].

References:
[1] Perri M, Caroleo MC, Liu N, Gallelli L, De Sarro G, Kagechika H, Cione E.  9-cis Retinoic acid modulates myotrophin expression and its miR in physiological and pathophysiological cell models. Exp Cell Res. 2017 Mar 12. pii: S0014-4827(17)30126-X.
[2] McCormick DL, Rao KV, Steele VE, Lubet RA, Kelloff GJ, Bosland MC.  Chemoprevention of rat prostate carcinogenesis by 9-cis-retinoic acid. Cancer Res. 1999 Feb 1;59(3):521-4.
[3] Augustin M, Thai D, Kamps A.  Impact on quality of life of alitretinoin in severe chronic hand eczema: FUGETTA real-world study. J Dtsch Dermatol Ges. 2016 Dec;14(12):1261-1270.

试验操作

Cell experiment:[1]

Cell lines

Human oral squamous cell lines CA 9-22 and NA

Reaction Conditions

1 and 10 μM 9-cis-retinoic acid for 0, 1, 3 and 5 d incubation

Applications

9-cis-Retinoic acid (1 ~ 10 μM; 0 ~ 5 d) treatment significantly decreased proliferation in a dose-dependent manner in CA 9-22 and NA cells. 9-cis-Retinoic acid (1 μM; 24 h) treatment also significantly increased PPARγ functional activity by >200% in CA 9-22 and NA aerodigestive cells. In addition, 9-cis-retinoic acid treatment (10 μM) resulted in the formation of a nuclear PPARγ-RXRα heterodimer supershift complex in CA 9-22 cells.

Animal experiment:[2]

Animal models

Male Wistar-Unilever (HsdCpb:Wu) rats, 7 ~ 8 weeks of age

Dosage form

50 or 100 mg/kg

Diet

Applications

Continuous dietary administration of 9-cis-retinoic acid at 100 mg/kg diet or 50 mg/kg diet beginning 1 week before N-methyl-N-nitrosourea (MNU) administration reduced cancer incidence in the dorsolateral + anterior prostate from 65% in dietary controls to 18 and 20%, respectively. Similarly, these dose levels of 9-cis-retinoic acid reduced the incidence of cancer in all accessory sex glands from 79% in dietary controls to 48 and 33%, respectively. Chronic dietary administration of 9-cis-retinoic acid induced no gross or organ-specific toxicity in any animal and did not suppress group mean body weight gain. Therefore, 9-cis-retinoic acid may serve as an inhibitor of prostate carcinogenesis.

Note

The technical data provided above is for reference only.

References:

1. Rosas R, Buryska S, Silver R, et al. Retinoids Augment Thiazolidinedione PPARγ Activation in Oral Cancer Cells. Anticancer Research, 2020, 40(6): 3071-3080.

2. McCormick DL, Rao KV, Steele VE, et al. Chemoprevention of rat prostate carcinogenesis by 9-cis-retinoic acid. Cancer Research, 1999, 59(3): 521-524.