A7506

Sigma-Aldrich

L-Ascorbic acid

reagent grade, crystalline

Synonim(y):
Antiscorbutic factor, Vitamin C, L-Threoascorbic acid
Empirical Formula (Hill Notation):
C6H8O6
Numer CAS:
Masa cząsteczkowa:
176.12
Beilstein/REAXYS Number:
84272
Numer EC:
Numer MDL:
Identyfikator substancji w PubChem:
NACRES:
NA.26

Poziom jakości

200

pochodzenie biologiczne

synthetic

klasa czystości

reagent grade

próba

≥98% ( with iodine, titration)

formularz

crystalline

zastosowania

HPLC: suitable
cell culture | stem cell: suitable

kolor

white to slightly yellow

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

rozpuszczalność

water: soluble 50 mg/mL

temp. przechowywania

room temp

SMILES string

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

InChI key

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Gene Information

human ... SLC23A2(9962)

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Opis ogólny

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).

Zastosowanie

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)

Opakowanie

25, 100, 500 g in poly bottle
1 kg in poly bottle
5 kg in poly drum

Działania biochem./fizjol.

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.
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.

Przestroga

May darken in storage.

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 1

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certyfikat analizy

Świadectwo pochodzenia

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
Chambial S, et al.
Indian Journal of Clinical Biochemistry : IJCB, 28(4), 314-328 (2013)
Noriko Umegaki-Arao et al.
Science translational medicine, 6(264), 264ra164-264ra164 (2014-11-28)
Revertant mosaicism is a naturally occurring phenomenon involving spontaneous correction of a pathogenic gene mutation in a somatic cell. It has been observed in several genetic diseases, including epidermolysis bullosa (EB), a group of inherited skin disorders characterized by blistering...
Takashi Yoshida et al.
Nature chemical biology, 2(11), 596-607 (2006-09-26)
Transient receptor potential (TRP) proteins form plasma-membrane cation channels that act as sensors for diverse cellular stimuli. Here, we report a novel activation mechanism mediated by cysteine S-nitrosylation in TRP channels. Recombinant TRPC1, TRPC4, TRPC5, TRPV1, TRPV3 and TRPV4 of...

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