R5754
9-cis-Retinal
vitamin A analog
동의어(들):
Vitamin A aldehyde
조직 및 계약 가격을 보려면 로그인를 클릭합니다.
크기 선택
제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C20H28O
CAS 번호:
Molecular Weight:
284.44
NACRES:
NA.28
PubChem Substance ID:
UNSPSC Code:
12352205
EC Number:
208-188-8
MDL number:
InChI key
NCYCYZXNIZJOKI-MKOSUFFBSA-N
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+
SMILES string
CC(=C\C=O)/C=C/C=C(C)\C=C\C1=C(C)CCCC1(C)C
assay
≥95% (HPLC)
form
powder
technique(s)
HPLC: suitable
color
yellow to yellow-orange
mp
56-58 °C (lit.)
shipped in
dry ice
storage temp.
−20°C
Quality Level
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Application
9-cis-Retinal has been used for visual pigment regeneration.
Biochem/physiol Actions
Retinal, retinol and retinoic acid are the aldehyde, alcohol and acid forms of vitamin A. The retinoids exist as many geometric isomers due to the unsaturated bonds in the aliphatic chain.
9-cis retinal is a natural ligand (chromophore) of the vertebrate rod visual pigment. 9-cis retinal is used in studies on the mechanisms of visual function.
9-cis retinal is a natural ligand (chromophore) of the vertebrate rod visual pigment. 9-cis retinal is used in studies on the mechanisms of visual function.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2
저장 등급
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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
Yuanyuan Chen et al.
Nature communications, 9(1), 1976-1976 (2018-05-19)
Rhodopsin homeostasis is tightly coupled to rod photoreceptor cell survival and vision. Mutations resulting in the misfolding of rhodopsin can lead to autosomal dominant retinitis pigmentosa (adRP), a progressive retinal degeneration that currently is untreatable. Using a cell-based high-throughput screen
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