GlpBio

9-cis Retinal

目录号: GC18389纯度: >95.00%同义词: 9-顺式视黄醛
9-cis Retinal是一种天然视黄醇，由顺式视黄醇脱氢酶（cRDH）氧化9-cis Retinol生成，能够结合视黄醇结合蛋白（CRBP）。
9-cis Retinal
Cas No.: 514-85-2
规格价格库存数量操作
1mg¥755.00现货
1
5mg¥3,111.00现货
1
10mg¥4,050.00现货
1
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产品描述 Description

9-cis Retinal is a naturally occurring retinoid, produced by the oxidation of 9-cis Retinol by cis-retinol dehydrogenase (cRDH), and can bind to retinol-binding protein (CRBP)[1, 2]. 9-cis Retinal can accelerate the differentiation and maturation of rod photoreceptor cells in retinal organoids[3].

In vitro, treatment of MCF7 human breast cancer cells transfected with cRDH cDNA (LRDHsn/MCF7) with 9-cis Retinal (1µM) for 1-7 days significantly inhibited cancer cell growth, with an inhibition rate of 75% after 24h[4].

In vivo, treatment of Irbp-/- mice with 9-cis Retinal (0.375mg) via intraperitoneal injection significantly restored cone photoreceptor function in the mice[5]. Treatment of retinitis pigmentosa model mice with 9-cis Retinal (2.5mg) once a week via gavage for 4 weeks significantly improved the visual function of both rod and cone photoreceptor cells in the mice[6].

References:
[1] Cascella M, Bärfuss S, Stocker A. Cis-retinoids and the chemistry of vision[J]. Archives of biochemistry and biophysics, 2013, 539(2): 187-195.
[2] Tuvendal P. Short-chain retinol dehydrogenases/reductases: Involvement in retinoid metabolism and expression in embryonic and adult mouse[D]. Acta Universitatis Upsaliensis, 2000.
[3] Kelley R A, Chen H Y, Swaroop A, et al. Accelerated development of rod photoreceptors in retinal organoids derived from human pluripotent stem cells by supplementation with 9-cis retinal[J]. STAR protocols, 2020, 1(1): 100033.
[4] Paik J, Blaner W S, Swisshelm K. Cis-retinol dehydrogenase: 9-cis-retinol metabolism and its effect on proliferation of human MCF7 breast cancer cells[J]. Experimental cell research, 2005, 303(1): 183-196.
[5] Parker R O, Fan J, Nickerson J M, et al. Normal cone function requires the interphotoreceptor retinoid binding protein[J]. Journal of Neuroscience, 2009, 29(14): 4616-4621.
[6] Maeda A, Maeda T, Palczewski K. Improvement in rod and cone function in mouse model of Fundus albipunctatus after pharmacologic treatment with 9-cis-retinal[J]. Investigative ophthalmology & visual science, 2006, 47(10): 4540-4546.

9-cis Retinal是一种天然视黄醇，由顺式视黄醇脱氢酶（cRDH）氧化9-cis Retinol生成，能够结合视黄醇结合蛋白（CRBP）[1, 2]。9-cis Retinal能够加速视网膜类器官中杆状感光细胞的分化和成熟[3]。

在体外，9-cis Retinal（1µM）处理转染了cRDH cDNA的MCF7人类乳腺癌细胞（LRDHsn/MCF7）1-7天，显著抑制了癌细胞的生长，24h的抑制率达到了75%[4]。

在体内，9-cis Retinal（0.375mg）通过腹腔注射治疗Irbp-/-小鼠，显著恢复了小鼠视锥细胞功能[5]。9-cis Retinal（2.5mg）通过每周灌胃一次治疗视网膜白斑病模型小鼠4周，显著改善了小鼠的视杆细胞和视锥细胞的视觉功能[6]。

实验参考方法 Experimental Reference Method

Cell experiment [1]:

Cell lines

LRDHSN/MCF7 cells

Preparation Method

Cells were seeded into T25 tissue culture flasks at a density of 100,000 cells per square millimeter and cultured in complete tumor culture medium supplemented with either 1μM 9-cis Retinal or an equal volume of solvent (ethanol). The culture medium was changed every 48h. Cell counts were performed using a hemocytometer on days 1, 3, 5, and 7.

Reaction Conditions

1µM; 1, 3, 5, 7 days

Applications

Within 24h of treatment, approximately 75% of the 9-cis Retinal was taken up and metabolized by LRDHSN/MCF7 cells.
Animal experiment [2]:

Animal models

Irbp-/- mice

Preparation Method

Mice were anesthetized with xylazine (20mg/kg) and ketamine (80mg/kg), and pupils were dilated with phenylephrine hydrochloride (2.5%) and atropine sulfate (1%). Contact lens electrodes were placed on both eyes with a dropofmethylcellulose. Electroretinogram (ERGs) were recorded with the UTAS E-2000 system (LKC Technologies) using 10ms flashes of increasing light intensities under scotopic or photopic conditions. Cone recordings were made in the presence of a 30cd/m2 background light after 3min of light adaptation. Preparation and injection of 9-cis Retinal. 9-cis Retinal was prepared for injection under dim red light. The retinal was dissolved in ethanol (10% final injection volume) before adding the vehicle solution (10% BSA in 0.9% NaCl). After recording baseline ERGs, mice were rested 12h, administered 0.375mg of 9-cis Retinal intraperitoneally, and dark-adapted 12h before recordings were repeated. Photopic ERG responses of aging Irbp-/- mice were analyzed by one-way ANOVA. Kruskal-Wallis and Mann-Whitney U tests were used for cone density analysis.

Dosage form

0.375mg; i.p.

Applications

Treatment with 9-cis Retinal produced a significant recovery of the cone response in Irbp-/- mice.

References:
[1] Paik J, Blaner W S, Swisshelm K. Cis-retinol dehydrogenase: 9-cis-retinol metabolism and its effect on proliferation of human MCF7 breast cancer cells[J]. Experimental cell research, 2005, 303(1): 183-196.
[2]Parker R O, Fan J, Nickerson J M, et al. Normal cone function requires the interphotoreceptor retinoid binding protein[J]. Journal of Neuroscience, 2009, 29(14): 4616-4621.

产品文档 Product Documents

Purity:>95.00%

化学性质Chemical Properties

CAS 号
514-85-2
同义词
9-顺式视黄醛
化学名
9-cis-retinal
SMILES
CC1=C(/C=C/C(C)=C\C=C\C(C)=C\C([H])=O)C(C)(C)CCC1
分子式
C20H28O
分子量
284.4 g/mol
溶解性
DMF: 25 mg/ml,DMSO: 16 mg/ml,Ethanol: 25 mg/ml,Ethanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
保存条件
Store at -80°C, protect from light
General tips
请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。
储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。
为了提高溶解度，请将管子加热至 37°C，然后在超声波浴中震荡一段时间。
Shipping Condition
评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备 RT，或根据请求配备蓝冰。

计算工具摩尔浓度 / 稀释 / 分子量 / 单位换算 / 体内配方 / 溶解度

g/mol