9-顺式视黄醛

9-顺式视黄醛用途

9-cis-Retinal 是天然的类视黄醇。饮食中的 99-cis-β-carotene 通过裂解成 9-cis-retinoids 生成 9-cis-Retinal。9-cis-Retinal 与细胞视黄醇结合蛋白-I (CRBP-1) 和 CRBP-II 的 Kd 分别为 8 nM 和 5 nM。9-cis-Retinal 加快了视网膜类器官中杆感光细胞的分化和成熟。

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9-顺式视黄醛名称

[ CAS 号 ]:
514-85-2

[ 中文名 ]:
9-顺式视黄醛

[ 英文名 ]:
9-cis-Retinal

[中文别名 ]:

視網醛

[英文别名 ]:

Retinal, all-trans-
all-trans-Retinene
9-cis-Vitamin A aldehyde
Retinal,9-cis
Isoretinene A
all-trans-retinal
all-trans-Vitamin A aldehyde
9-cis-Retinal
9-C-Retinal
Retinal, (9cis)-

9-顺式视黄醛生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 其他

[ 靶点 ]

Human Endogenous Metabolite

[体外研究]

9-顺式视网膜取代了广泛使用的全反式维甲酸,加速了类器官培养中的视杆感光细胞分化,视紫红质表达增加,线粒体形态日趋成熟。9-顺式-视网膜可结合视紫质形成功能性视紫红质[3]。

[体内研究]

9-顺式视网膜治疗使间视感受器视黄醇结合蛋白(IRBP)-/-小鼠的视锥反应显著恢复,并表明视锥功能障碍的基础是视黄醇缺乏[4]。

[参考文献]

[1]. Kane MA, et al. Binding affinities of CRBPI and CRBPII for 9-cis-retinoids.Biochim Biophys Acta. 2011 May;1810(5):514-8.

[2]. Mertz JR, et al. Identification and characterization of a stereospecific human enzyme that catalyzes 9-cis-retinol oxidation. A possible role in 9-cis-retinoic acid formation. J Biol Chem. 1997 May 2;272(18):11744-9.

[3]. Kaya KD, et al. Transcriptome-based molecular staging of human stem cell-derived retinal organoids uncovers accelerated photoreceptor differentiation by 9-cis retinal. Mol Vis. 2019 Nov 11;25:663-678.

[4]. Parker RO, et al. Normal cone function requires the interphotoreceptor retinoid binding protein. J Neurosci. 2009 Apr 8;29(14):4616-21.

9-顺式视黄醛物理化学性质

[ 密度 ]:
0.9±0.1 g/cm3

[ 沸点 ]:
421.4±14.0 °C at 760 mmHg

[ 熔点 ]:
56-58ºC(lit.)

[ 分子式 ]:
C₂₀H₂₈O

[ 分子量 ]:
284.436

[ 闪点 ]:
205.4±12.4 °C

[ 精确质量 ]:
284.214020

[ PSA ]:
17.07000

[ LogP ]:
6.54

[ 蒸汽压 ]:
0.0±1.0 mmHg at 25°C

[ 折射率 ]:
1.541

[ 储存条件 ]:
-20°C

9-顺式视黄醛MSDS

9-顺式视黄醛毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VH6406500

CHEMICAL NAME :: Retinal, 9-cis-

CAS REGISTRY NUMBER :: 514-85-2

BEILSTEIN REFERENCE NO. :: 1914180

LAST UPDATED :: 199701

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C20-H28-O

MOLECULAR WEIGHT :: 284.48

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 25 mg/kg

SEX/DURATION :: female 8 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 83,563,1986

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9-顺式视黄醛安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H312-H315-H332

[ 警示性声明 ]:
P280

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xn

[ 风险声明 (欧洲) ]:
20/21/22-38

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
VH6406500

[ 海关编码 ]:
2912299000

9-顺式视黄醛合成路线

9-顺式视黄醛上下游产品

9-顺式视黄醛上游产品

9-顺式视黄醛下游产品

9-顺式视黄醛海关

[ 海关编码 ]: 2912299000

[ 中文概述 ]:
2912299000. 其他不含其他含氧基的环醛. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:5.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 四聚甲醛报明外观

[ Summary ]:
2912299000. other cyclic aldehydes without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

9-顺式视黄醛文献

A High-Throughput Drug Screening Strategy for Detecting Rhodopsin P23H Mutant Rescue and Degradation.

Invest. Ophthalmol. Vis. Sci. 56 , 2553-67, (2015)

Inherent instability of the P23H mutant opsin accounts for approximately 10% of autosomal dominant retinitis pigmentosa cases. Our purpose was to develop an overall set of reliable screening strategie...

Cubozoan genome illuminates functional diversification of opsins and photoreceptor evolution.

Sci. Rep. 5 , 11885, (2015)

Animals sense light primarily by an opsin-based photopigment present in a photoreceptor cell. Cnidaria are arguably the most basal phylum containing a well-developed visual system. The evolutionary hi...

Constitutive phospholipid scramblase activity of a G protein-coupled receptor.

Nat. Commun. 5 , 5115, (2014)

Opsin, the rhodopsin apoprotein, was recently shown to be an ATP-independent flippase (or scramblase) that equilibrates phospholipids across photoreceptor disc membranes in mammalian retina, a process...

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