All Photos(5)

F7876

Sigma-Aldrich

Folic acid

≥97%

Synonym(s):
PteGlu, Vitamin M, Pteroyl-L-glutamic acid
Empirical Formula (Hill Notation):
C19H19N7O6
CAS Number:
Molecular Weight:
441.40
Beilstein:
100781
EC Number:
MDL number:
eCl@ss:
34058014
PubChem Substance ID:
NACRES:
NA.79

Quality Level

biological source

synthetic (organic)

assay

≥97%

form

powder

application(s)

HPLC: suitable

color

faint orange to dark orange-yellow
faint yellow to dark yellow

mp

> 285 °C

storage temp.

room temp

SMILES string

NC(N1)=NC(C2=C1N=CC(CNC3=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C3)=N2)=O

InChI

1S/C19H19N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,8,12,21H,5-7H2,(H,24,29)(H,27,28)(H,31,32)(H3,20,22,25,26,30)/t12-/m0/s1

InChI key

OVBPIULPVIDEAO-LBPRGKRZSA-N

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Related Categories

Application

Folic acid has been used:
  • to induce acute kidney injury in mice
  • as a supplement to cultivate MCF-7 breast cancer cells.
  • to construct folate or TNF-related apoptosis-including ligand (TRAIL)-conjugated nanomicelles

Packaging

1, 10, 25, 100 g in glass bottle

Biochem/physiol Actions

Folic acid (FA) and dihydrofolic acid (FAH2) are substrates of dihydrofolate reductase(s) which reduce them to tetrahydrofolate (THF), which in turn supports ‘one carbon′ transfer. Tetrahydrofolates are required for de novo synthesis of purines, thymidylic acid and various amino acids and for post-translational methylation (epigenetics).
Enzyme cofactor essential for the synthesis, methylation, and repair of DNA. Folic acid supplements may reduce colorectal cancer risk.

Storage Class Code

11 - Combustible Solids

WGK Germany

WGK 1

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Romain Froquet et al.
Nature protocols, 4(1), 25-30 (2009-01-10)
Dictyostelium amoebae have been used as a host model to measure virulence of a wide range of bacterial pathogens. The simple protocol described here takes advantage of the ability of Dictyostelium to grow and form plaques on a lawn of...
Novel water-borne polyurethane nanomicelles for cancer chemotherapy: higher efficiency of folate receptors than TRAIL receptors in a Cancerous Balb/C Mouse Model.
Ajorlou E, et al.
Pharmaceutical Research, 33(6), 1426-1439 (2016)
Surface-enhanced Raman spectroscopy of cell lysates mixed with silver nanoparticles for tumor classification.
Hassoun M, et al.
Beilstein Journal of Nanotechnology, 8, 1183-1183 (2017)
Fibroblast Growth Factor 23 Expression is increased in Multiple Organs in Mice with Folic Acid-induced Acute Kidney Injury.
Egli-Spichtig D, et al.
Frontiers in Physiology, 9, 1494-1494 (2018)
Silvia Ferrè et al.
Kidney international, 96(6), 1359-1373 (2019-10-12)
Sepsis is a systemic inflammatory state in response to infection, and concomitant acute kidney injury (AKI) increases mortality significantly. Endoplasmic reticulum stress is activated in many cell types upon microbial infection and modulates inflammation. The role of endoplasmic reticulum signaling...

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