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Merck
CN

F7876

Folic acid

≥97%

Synonym(s):

PteGlu, Pteroyl-L-glutamic acid, Vitamin M

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About This Item

Empirical Formula (Hill Notation):
C19H19N7O6
CAS Number:
59-30-3
Molecular Weight:
441.40
NACRES:
NA.79
PubChem Substance ID:
57654192
eCl@ss:
34058014
UNSPSC Code:
12352106
EC Number:
200-419-0
MDL number:
MFCD00079305
Beilstein/REAXYS Number:
100781

Key Documents

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Product Name

Folic acid, ≥97%

InChI key

OVBPIULPVIDEAO-LBPRGKRZSA-N

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

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

biological source

synthetic (organic)

assay

≥97%

form

powder

technique(s)

HPLC: suitable

color

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

mp

>285 °C

storage temp.

room temp

Quality Level

200

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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

Biochem/physiol Actions

Enzyme cofactor essential for the synthesis, methylation, and repair of DNA. Folic acid supplements may reduce colorectal cancer risk.
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).

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6407V
0000298068
0000250581
0000298068
0000250581

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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
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)
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)
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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