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A7506

Sigma-Aldrich

Ácido L-ascórbico

reagent grade, crystalline

Sinônimo(s):

Ácido L-treoascórbico, Fator antiescorbútico, Vitamina C

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About This Item

Fórmula empírica (Notação de Hill):
C6H8O6
Número CAS:
Peso molecular:
176.12
Beilstein:
84272
Número CE:
Número MDL:
Código UNSPSC:
12352209
ID de substância PubChem:
NACRES:
NA.26

fonte biológica

synthetic

grau

reagent grade

Ensaio

≥98% ( with iodine, titration)

forma

crystalline

técnica(s)

HPLC: suitable
cell culture | stem cell: suitable

cor

white to slightly yellow

pH

1.0-2.5 (25 °C, 176 g/L in water)

pf

190-194 °C (dec.)

solubilidade

water: soluble 50 mg/mL

temperatura de armazenamento

room temp

cadeia de caracteres SMILES

OC([C@]([C@@H](O)CO)([H])O1)=C(O)C1=O

InChI

1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1

chave InChI

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Informações sobre genes

human ... SLC23A2(9962)

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Descrição geral

L-Ascorbic acid biosynthetic pathway varies in plants, animals and fungi. It is synthesized from L-gulono-1,4-lactone by the action of enzyme L-gulono-1,4-lactone oxidase (GLO).

Aplicação

L-Ascorbic acid has been used:
  • as a chondrogenic medium component for culturing bone-derived mesenchymal stem cells (BMSCs)(149)
  • as a reference standard in high-performance liquid chromatography system (HPLC)(150)
  • to test its effect on human gastric cancer GES-1 and AGS cells(151)

Ações bioquímicas/fisiológicas

Ascorbic Acid, also known as Vitamin C, is a six-carbon lactone produced by plants and some animal species but not by humans and other primates. Ascorbic acid functions as an enzymatic cofactor for multiple enzymes, serving as an electron donor for monooxygenases and dioxygenases. Ascorbic acid also functions as a powerful antioxidant, particularly in regards to reactive oxygen species.
L-Ascorbic acid deficiency is associated with lack of L-gulono-1,4-lactone oxidase (GLO) enzyme. It elicits antioxidant functionality and gets oxidized to dehydroascorbate via ascorbyl radical intermediate. L-Ascorbic acid is essential for maintaining the redox balance. It is a cofactor for dopamine-β-hydroxylase and favors T cell proliferation, protects immune system and provides relief in common cold.

Atenção

May darken in storage.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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L-Ascorbic acid in organic synthesis: an overview
Tripathi RP, et al.
Current Organic Chemistry, 13(1), 99-122 (2009)
Vitamin C in health and disease: its role in the metabolism of cells and redox state in the brain
Figueroa-Mendez R and Rivas-Arancibia, S
Frontiers in Physiology, 6, 397-397 (2015)
Vitamin C in disease prevention and cure: an overview
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Indian Journal of Clinical Biochemistry : IJCB, 28(4), 314-328 (2013)
Takashi Yoshida et al.
Nature chemical biology, 2(11), 596-607 (2006-09-26)
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Marc P Bradshaw et al.
Critical reviews in food science and nutrition, 51(6), 479-498 (2011-09-21)
Extensive reviews of research are available on the use of ascorbic acid, and its consequent degradation pathways, in physiological conditions or food matrices. However, very little information can be found for wine-related systems. This review highlights the relevant chemistry and

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