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95144

Sigma-Aldrich

Retinol

BioXtra, ≥97.5% (HPLC), ~3100 U/mg

Sinônimo(s):
Axerophthol, Vitamin A alcohol, Vitamin A1, Vitamin A, all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraen-1-ol
Empirical Formula (Hill Notation):
C20H30O
Número CAS:
Peso molecular:
286.45
Beilstein:
403040
Número EC:
Número MDL:
eCl@ss:
34058018
ID de substância PubChem:

Nível de qualidade

200

fonte biológica

synthetic

linha de produto

BioXtra

teor

≥97.5% (HPLC)

forma

powder

specific activity

~3100 U/mg

prazo de validade

limited shelf life

cor

faint yellow to very dark yellow

pf

56-61 °C
61-63 °C (lit.)

enviado em

dry ice

temperatura de armazenamento

−20°C

SMILES string

CC1(C)C(/C=C/C(C)=C/C=C/C(C)=C/CO)=C(C)CCC1

InChI

1S/C20H30O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,21H,7,10,14-15H2,1-5H3/b9-6+,12-11+,16-8+,17-13+

InChI key

FPIPGXGPPPQFEQ-OVSJKPMPSA-N

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Descrição geral

Retinol or vitamin A alcohol is the main circulating form of vitamin A.

Aplicação

Retinol has been used:
  • as a standard in peak identification and quantification in reverse phase HPLC
  • as a standard to estimate the concentration of vitamin A
  • to study the inhibitory effect of retinol on murine norovirus (MNV) replication in murine RAW 264.7 cells
  • as a component in the reaction mixture for the lecithin:retinol acyltransferase (LRAT) assay

Ações bioquímicas/fisiológicas

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.
Retinol is biological active in a wide range of processes.
It is not biologically active and works as a precursor of active retinoids. Retinol is converted to retinaldehyde and subsequently to retinoic acid.

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Definição da unidade

1 U corresponds to 1 international U acc. to Ph Eur II, 217 (1983)

Pictogramas

Exclamation markHealth hazard

Palavra indicadora

Danger

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2 - Repr. 1B - Skin Sens. 1

Storage Class Code

6.1D - Non-combustible, acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 1

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificado de análise

Certificado de origem

Understanding the physiological role of retinol-binding protein in vitamin A metabolism using transgenic and knockout mouse models
Quadro L, et al.
Molecular Aspects of Medicine, 24(6), 421-430 (2003)
Retinyl palmitate does not have an adjuvant effect on the antibody response of chicks to keyhole limpet hemocyanin regardless of vitamin A status
Livingston KA and Klasing KC
Poultry Science, 90(5), 965-970 (2011)
Antiviral effect of vitamin A on norovirus infection via modulation of the gut microbiome
Lee H and Ko G
Scientific reports, 25835-25835 (2016)
Responses of blood metabolites and proteins to different vitamin A levels in Korean native steers.
Wang T, et al.
Pakistan journal of botany, 34(4) (2014)
Heetae Lee et al.
Scientific reports, 6, 25835-25835 (2016-05-18)
The effect and underlying mechanism of vitamin A on norovirus infection are largely unknown. This study aimed to investigate how vitamin A administration affects the gut microbiome after norovirus infection. Here, we demonstrate that treatment with either retinol or retinoic...

Artigos

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

Retinoic Acid and Gene Expression

All-trans retinoic acid (RA, ATRA) is a pleiotropic activation factor that regulates genes associated with normal vertebrate cellular processes such as cell differentiation, cell proliferation, apoptosis, and embryonic development.

Protocolos

HPLC Analysis of Vitamins, Fat Soluble (A and E), on SUPELCOSIL™ LC-18

Separation of δ-Tocopherol, analytical standard; Retinyl acetate; (+)-γ-Tocopherol; α-Tocopherol, ≥95.5%; Retinol; Vitamin A (acetate), meets USP testing specifications.

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