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47612 Sigma-Aldrich

Folinic acid calcium salt hydrate

BioXtra, ≥99.0% (HPLC)

Synonym: 5-Formyl-5,6,7,8-tetrahydrofolic acid calcium salt, 5-Formyl-5,6,7,8-tetrahydropteroyl-L-glutamic acid calcium salt, 5-HCO-H4PteGlu, Calcium folinate, Citrovorum factor calcium salt, Leucovorin calcium salt

  • CAS Number 1492-18-8 (anhydrous)

  • Empirical Formula (Hill Notation) C20H21CaN7O7 · xH2O

  • Molecular Weight 511.50 (anhydrous basis)

  •  Beilstein/REAXYS Number 5723924

  •  PubChem Substance ID 24871209

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Coenzymes and Cofactors, Folic Acid, Folic Acid Metabolism,
Quality Level   200
biological source   synthetic
product line   BioXtra
assay   ≥99.0% (HPLC)
form   powder or crystals
application(s)   cell analysis: suitable
  cell culture | mammalian: suitable
color   white to faint yellow
mp   240-250 °C
SMILES string   [Ca++].[H]O[H].[H]C(=O)N1C(CNc2ccc(cc2)C(=O)N[C@@H](CCC([O-])=O)C([O-])=O)CNc3nc(N)nc(O)c13

Description

General description

Calcium salt of the (6R,S)-mixture of diastereomers of 5-formyl-5,6,7,8-tetrahydrofolate.

Folinic acid, also called as calcium leucovorin, is usually available as an amorphous powder and lacks odor. This activated form of vitamin B9 is off-white to light beige in color. Folic acid (FA) is a water-soluble vitamin. Folinic acid is the 5-formyl derivative of tetrahydrofolic acid and is the reduced form of folic acid.

Application

Folinic acid calcium salt hydrate has been used in the preparation of topical 1% and 2.5% folinic acid creams for use in wound healing studies. It has also been used as a component in the chemically defined-Chinese hamster ovary medium (CD-CHO) to culture CHO DUKX B11.

Calcium folinate offsets the effects of folic acid antagonists that act by binding dihydrofolate reductase and blocking the conversion of folic acid to tetrahydrofolate. In medicine, calcium folinate is used after treatment with methotrexate to reduce the toxicity of the methotrexate. Calcium folinate is also used to enhance the cytotoxic effect of 5-fluorouracil in the treatment of cancer.

Biochem/physiol Actions

Folinic acid serves as a cofactor and participates in one-carbon-transfer reactions. It helps in improving wound healing in rats. Folinic acid plays a major role in children with autism to enhance verbal communication.

Other Notes

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Folic Acid Metabolism: A Role in Cancer's Cause and Cure

The mammalian folic acid cycle is a highly complex but crucial process for the transfer of one-carbon units to amino acids, nucleotides, and other biomolecules. Folic acid cannot be synthesized but i...
Biofiles Vol. 5, No. 6
Keywords: Antibiotics, Antitumor agents, Apoptosis, Building blocks, Cancer, Cellular processes, Eliminations, Gastrointestinal, Metabolic Pathways, Metabolism, Metabolites, Methylations, Phosphorylations, Purine synthesis, Reductions, transformation

Peer-Reviewed Papers
15

References

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