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Merck
CN

R5754

Sigma-Aldrich

9-顺式视黄醛

vitamin A analog

别名:

维生素 A 醛

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About This Item

经验公式(希尔记法):
C20H28O
CAS号:
分子量:
284.44
EC 号:
MDL编号:
UNSPSC代码:
12352205
PubChem化学物质编号:
NACRES:
NA.28

质量水平

检测方案

≥95% (HPLC)

形式

powder

技术

HPLC: suitable

颜色

yellow to yellow-orange

mp

56-58 °C (lit.)

运输

dry ice

储存温度

−20°C

SMILES字符串

CC(=C\C=O)/C=C/C=C(C)\C=C\C1=C(C)CCCC1(C)C

InChI

1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8-,17-13+

InChI key

NCYCYZXNIZJOKI-MKOSUFFBSA-N

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应用

9-顺式-视黄醛用于视色素再生。

生化/生理作用

视黄醛、视黄醇和视黄酸是维生素 A 的醛、醇和酸形式。由于脂肪链中的不饱和键,维 A 酸的几何异构体较多。
9-顺式视黄醛是脊椎动物视杆细胞色素的天然配体(生色团)。9-顺式视黄醛用于研究视功能的机制。

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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Vladimir J Kefalov et al.
Neuron, 46(6), 879-890 (2005-06-15)
Retinal rod and cone pigments consist of an apoprotein, opsin, covalently linked to a chromophore, 11-cis retinal. Here we demonstrate that the formation of the covalent bond between opsin and 11-cis retinal is reversible in darkness in amphibian red cones
Ching-Ju Tsai et al.
Science advances, 4(9), eaat7052-eaat7052 (2018-09-27)
Selective coupling of G protein (heterotrimeric guanine nucleotide-binding protein)-coupled receptors (GPCRs) to specific Gα-protein subtypes is critical to transform extracellular signals, carried by natural ligands and clinical drugs, into cellular responses. At the center of this transduction event lies the
L Xu et al.
Current opinion in genetics & development, 9(2), 140-147 (1999-05-14)
The nuclear hormone receptors constitute a large family of transcription factors. The binding of the hormonal ligands induces nuclear receptors to assume a configuration that leads to transcriptional activation. Recent studies of retinoic acid and thyroid hormone receptors revealed that
A Cambrian origin for vertebrate rods
Sabrina A, et al.
eLife, 4 (2015)
Tadao Maeda et al.
Investigative ophthalmology & visual science, 54(1), 455-466 (2012-12-20)
Investigate whether retinas of mice with impaired retinal cycles exposed to light or kept in the dark tolerate prolonged high-dose administration of QLT091001, which contains as an active ingredient, the 9-cis-retinal precursor, 9-cis-retinyl acetate. Four- to six-week-old Lrat(-/-) and Rpe65(-/-)

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