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A5960 Sigma-Aldrich

L-Ascorbic acid

BioXtra, ≥99.0%, crystalline

Synonym: L-Threoascorbic acid, Antiscorbutic factor, Vitamin C

  • CAS Number 50-81-7

  • Empirical Formula (Hill Notation) C6H8O6

  • Molecular Weight 176.12

  •  Beilstein/REAXYS Number 84272

  •  EC Number 200-066-2

  •  MDL number MFCD00064328

  •  PubChem Substance ID 24891042

  •  NACRES NA.26

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Properties

Related Categories Biochemicals and Reagents, Cofactors, Core Bioreagents, Enzymes, Inhibitors, and Substrates, Oxidation-Reduction,
Quality Level   200
product line   BioXtra
assay   ≥99.0%
form   crystalline
application(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 (SO42-): ≤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.

Packaging

10 mg in glass bottle

25, 100, 500 g in poly bottle

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.

Caution

May darken in storage.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
CI7650000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

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.
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.
Is L-ascorbic acid, Product A5960, the same as vitamin C?
Yes, L-ascorbic acid is a synonym for vitamin C.
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).
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.
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).
How do I find price and availability?
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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.
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