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A7506

Sigma-Aldrich

Acido L-ascorbico

reagent grade, crystalline

Sinonimo/i:

Acido L-treoascorbico, Fattore antiscorbuto, Vitamina C

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About This Item

Formula empirica (notazione di Hill):
C6H8O6
Numero CAS:
Peso molecolare:
176.12
Beilstein:
84272
Numero CE:
Numero MDL:
Codice UNSPSC:
12352209
ID PubChem:
NACRES:
NA.26

Origine biologica

synthetic

Grado

reagent grade

Saggio

≥98% ( with iodine, titration)

Forma fisica

crystalline

tecniche

HPLC: suitable
cell culture | stem cell: suitable

Colore

white to slightly yellow

pH

1.0-2.5 (25 °C, 176 g/L in water)

Punto di fusione

190-194 °C (dec.)

Solubilità

water: soluble 50 mg/mL

Temperatura di conservazione

room temp

Stringa SMILE

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
CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Informazioni sul gene

human ... SLC23A2(9962)

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Descrizione generale

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).

Applicazioni

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)

Azioni biochim/fisiol

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.

Avvertenza

May darken in storage.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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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
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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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