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A5960

L-Ascorbic acid

Name: <SC>L</SC>-Ascorbic acid
Brand: SIGMA

BioXtra, ≥99.0%, crystalline

Synonym(s):

L-Threoascorbic acid, Antiscorbutic factor, Vitamin C

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About This Item

Empirical Formula (Hill Notation):

C₆H₈O₆

CAS Number:

50-81-7

Molecular Weight:

176.12

UNSPSC Code:

12352209

NACRES:

NA.26

PubChem Substance ID:

24891042

EC Number:

200-066-2

Beilstein/REAXYS Number:

84272

MDL number:

MFCD00064328

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Properties

product line

BioXtra

Quality Level

200

assay

≥99.0%

form

crystalline

technique(s)

cell culture | mammalian: suitable

impurities

≤0.0005% Phosphorus (P), ≤0.1% Insoluble matter

ign. residue

≤0.1%

color

white to off-white

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubility

H₂O: 0.5 M, clear, colorless

anion traces

sulfate (SO₄^2-): ≤0.05%

cation traces

Al: ≤0.0005%, Ca: ≤0.0005%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, NH₄⁺: ≤0.05%, Na: ≤0.005%, Pb: ≤0.001%, Zn: ≤0.0005%

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)

Description

General description

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

Application

L-Ascorbic acid has been used to induce osteoblast differentiation from primary bone marrow cultures.
It has been used for the differentiation of hCMPCs (human cardiomyocyte progenitor cells) into cardiomyocytes.
It has been used to measure the mitochondrial electron transport chain (complex IV) activity.

Biochem/physiol Actions

L-Ascorbic acid plays a role in production of neurotransmitters, carnitine and collagen synthesis. 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. Vitamin C exhibits anti-oxidant properties. Vitamin C is implicated in conferring protection against photoaging and anti-aging. Deficiency of vitamin C is associated with scurvy, bleeding gums, poor wound healing, anemia and muscle degeneration.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Disclaimer

May darken in storage.

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Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Articles

単一分子エレクトロニクスと自己組織化

自己組織化によって単一分子回路を作製する新しい方法と、分子と電極間の界面の化学的制御方法についてご紹介します。

Electronics and Self-Assembly with Single Molecules

Single molecule electronics is the endeavour of constructing electronic circuitry with single molecules as the fundamental building block.

Vitamin C as an antioxidant: evaluation of its role in disease prevention.

Padayatty SJ et al.

Journal of the American College of Nutrition, 22, 18-18 (2003)

Increased mitochondrial electron transport chain activity at complex I is regulated by N-acetylcysteine in lymphocytes of patients with systemic lupus erythematosus.

Doherty E et al.

Antioxidants & Redox Signaling, 21, 56-56 (2014)

CCN3 impairs osteoblast and stimulates osteoclast differentiation to favor breast cancer metastasis to bone.

Ouellet V et al.

The American Journal of Pathology, 178, 2377-2377 (2011)

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