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Merck

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
价格与库存信息目前不能提供

质量水平

方案

≥95% (HPLC)

表单

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。[1]

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

储存分类代码

11 - Combustible Solids

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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A Cambrian origin for vertebrate rods
Sabrina A, et al.
eLife, 4 (2015)
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
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
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
S A Ross et al.
Physiological reviews, 80(3), 1021-1054 (2000-07-14)
The key role of vitamin A in embryonal development is reviewed. Special emphasis is given to the physiological action of retinoids, as evident from the retinoid ligand knockout models. Retinoid metabolism in embryonic tissues and teratogenic consequences of retinoid administration

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