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95212

Sigma-Aldrich

L-Ascorbic acid

tested according to Ph. Eur.

Synonym(s):

Acidum ascorbicum, L-Threoascorbic acid, Antiscorbutic factor, Vitamin C

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About This Item

Empirical Formula (Hill Notation):
C6H8O6
CAS Number:
Molecular Weight:
176.12
Beilstein:
84272
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic

Quality Level

Agency

USP/NF
tested according to Ph. Eur.

Assay

99.0-100.5%

form

solid

color

white to off-white

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubility

water: soluble 176 g/L at 20 °C

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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General description

L-Ascorbic acid is the most biologically active form of ascorbic acid. It is hydrophilic and an unstable compound. L-Ascorbic acid contains a six-carbon lactone produced by plants and some animal species but not by humans and other primates. Ascorbic acid, also referred to as Vitamin C, is a water-soluble vitamin. Ascorbic acid carries a neutral charge, which gets converted to ascorbate by protonation. Vitamin C is a part of citrus fruits, such as broccoli, strawberries, turnip.

Application


  • Targeted screening of multiple anti-inflammatory components from Chrysanthemi indici Flos by ligand fishing with affinity UF-LC/MS: This study investigates the application of L-Ascorbic acid in enhancing the screening of anti-inflammatory compounds, utilizing its properties to stabilize reactive samples in cell cultures (Huang et al., 2024).

  • Phenolic Content, Antioxidant Potential, and Antimicrobial Activity of Uvaria chamae (Annonaceae), a Food Plant from Burkina Faso: Demonstrates the use of L-Ascorbic acid in the evaluation of antioxidant properties of plant extracts, which is crucial in the pharmaceutical research of natural products (Kabore et al., 2024).

Biochem/physiol Actions

L-Ascorbic acid functions according to its oxido-reduction property. It is a co-factor for hydroxylation. The biochemical actions of L-ascorbic acid is dependent on the activity of monoxygenase. It is involved in carnitine, collagen synthesis and production of neurotransmitters. Vitamin C exhibits anti-oxidant properties. Vitamin C plays a role in providing protection against photoaging and anti-aging effect. Deficiency of vitamin C leads to scurvy, bleeding gums, poor wound healing, anemia and muscle degeneration.
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.

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Vitamin C in health and disease: its role in the metabolism of cells and redox state in the brain
Figueroa M R and Rivas A S
Frontiers in Physiology, 6(4), 397-397 (2015)
Topical vitamin C and the skin: mechanisms of action and clinical applications
Al-Niaimi F and Chiang N Y Z
The Journal of Clinical and Aesthetic Dermatology, 10(7), 14-14 (2017)
Vitamin C in disease prevention and cure: an overview
Chambial S, et al.
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)
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
Stefanie B Murer et al.
The Journal of nutrition, 144(2), 193-201 (2013-12-20)
Oxidative stress and low-grade systemic inflammation may contribute to the pathogenesis of obesity-induced comorbidities, including nonalcoholic fatty liver disease. Increasing intake of dietary antioxidants might be beneficial, but there are few data in obese children. To examine the effect of

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