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Key Documents

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R6256

Sigma-Aldrich

13-cis-Retinal

≥85% (HPLC)

Sinónimos:

13-cis-Vitamin A aldehyde, Vitamin A aldehyde

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About This Item

Fórmula empírica (notación de Hill):
C20H28O
Número de CAS:
472-86-6
Peso molecular:
284.44
EC Number:
207-456-1
MDL number:
MFCD00074858
UNSPSC Code:
12352103
PubChem Substance ID:
24899385
NACRES:
NA.32

biological source

synthetic (organic)

assay

≥85% (HPLC)

form

powder

color

yellow to yellow-orange

shipped in

dry ice

storage temp.

−20°C

SMILES string

[H]C(=O)C(/[H])=C(C)\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-HWCYFHEPSA-N

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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F Gai et al.
Science (New York, N.Y.), 279(5358), 1886-1891 (1998-04-16)
Chemical dynamics in proteins are discussed, with bacteriorhodopsin serving as a model system. Ultrafast time-resolved methods used to probe the chemical dynamics of retinal photoisomerization in bacteriorhodopsin are discussed, along with future prospects for ultrafast time-resolved crystallography. The photoisomerization of
Amir Aharoni et al.
Biophysical journal, 82(5), 2617-2626 (2002-04-20)
Bacteriorhodopsin (bR) is characterized by a retinal-protein protonated Schiff base covalent bond, which is stable for light absorption. We have revealed a light-induced protonated Schiff base hydrolysis reaction in a 13-cis locked bR pigment (bR5.13; lambda(max) = 550 nm) in
A Filipowicz et al.
International journal of nanomedicine, 7, 4819-4828 (2012-09-14)
Bioconjugates of a polyamidoamine (PAMAM) G3 dendrimer and an aldehyde were synthesized as carriers for vitamins A and B₆, and the bioavailability of these vitamins for skin nutrition was investigated. Nuclear magnetic resonance (NMR) and ultraviolet-visible methods were used to
Valentyn I Prokhorenko et al.
Science (New York, N.Y.), 313(5791), 1257-1261 (2006-09-02)
Optical control of the primary step of photoisomerization of the retinal molecule in bacteriorhodopsin from the all-trans to the 13-cis state was demonstrated under weak field conditions (where only 1 of 300 retinal molecules absorbs a photon during the excitation
J K McBee et al.
Biochemistry, 39(37), 11370-11380 (2000-09-14)
In the retinal rod and cone photoreceptors, light photoactivates rhodopsin or cone visual pigments by converting 11-cis-retinal to all-trans-retinal, the process that ultimately results in phototransduction and visual sensation. The production of 11-cis-retinal in adjacent retinal pigment epithelial (RPE) cells
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