Merck
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A5960

Sigma-Aldrich

L-Ascorbic acid

BioXtra, ≥99.0%, crystalline

Sinónimos:
Antiscorbutic factor, Vitamin C, L-Threoascorbic acid
Empirical Formula (Hill Notation):
C6H8O6
Número de CAS:
Peso molecular:
176.12
Beilstein:
84272
Número de EC:
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.26

Nivel de calidad

200

línea de producto

BioXtra

ensayo

≥99.0%

formulario

crystalline

technique(s)

cell culture | mammalian: suitable

impurezas

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

residuo de ign.

≤0.1%

color

white to off-white

pH

1.0-2.5 (25 °C, 176 g/L in water)

mp

190-194 °C (dec.)

solubilidad

H2O: 0.5 M, clear, colorless

trazas de anión

sulfate (SO42-): ≤0.05%

trazas de catión

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)

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Descripción general

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.

Aplicación

  • 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.

Envase

25, 100, 500 g in poly bottle
10 mg in glass bottle

Acciones bioquímicas o fisiológicas

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.

Precaución

May darken in storage.

Código de clase de almacenamiento

13 - Non Combustible Solids

WGK

WGK 1

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

Certificado de Análisis

Introduzca el número de lote para buscar un certificado de análisis (COA).

Certificado de origen

Introduzca el número de lote para buscar un Certificado de origen (COO).

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. Is L-ascorbic acid, Product A5960, the same as vitamin C?

    Yes, L-ascorbic acid is a synonym for vitamin C.

  4. What is the solution stability of L-ascorbic acid, Product A5960?

    Aqueous solutions are stable only in the absence of oxygen.  Aqueous solutions are most stable at pH 5-6, very unstable at alkaline pH. (Data for Biochemical Research, 3rd ed., Dawson, R. M. C., et al., Oxford University Press (New York, NY: 1986), p. 116)  Degradation is markedly increased in the presence of transition metal ions, especially Cu(II) and Fe(III).  The first stage of oxidation of L-ascorbic acid to dehydroascorbic acid is reversible and the biological activity is retained.  Further oxidation to 2,3-diketogulonic acid is not reversible and the activity is lost. (Omura, H., and Yamafuji, K., in Methodicum Chimicum, 11(2), Korte, F., and Goto, M., eds., Academic Press (New York, NY: 1977), p. 115).

  5. What is the pKa of L-ascorbic acid, Product A5960?

    The pKa values for L-ascorbic acid (from the chemicals encyclopedia published by the Royal Society of Chemistry) are 4.17 and 11.57.

  6. What is the extinction coefficient of L-ascorbic acid, Product A5960?

    According to the Data for Biochemical Research, 3rd ed., Dawson, R. M. C., et al., Oxford University Press (New York, NY 1986), p. 116, the L-ascorbic acid extinction coefficient: EmM = 7.0 (265 nm, water), 7.5 (245 nm, acid).

  7. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  8. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
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)
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)
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)
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)

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