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F7876

Sigma-Aldrich

Folic acid

≥97%

Sinónimos:

PteGlu, Pteroyl-L-glutamic acid, Vitamin M

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About This Item

Fórmula empírica (notación de Hill):
C19H19N7O6
Número de CAS:
59-30-3
Peso molecular:
441.40
Beilstein/REAXYS Number:
100781
EC Number:
200-419-0
MDL number:
MFCD00079305
UNSPSC Code:
12352106
eCl@ss:
34058014
PubChem Substance ID:
57654192
NACRES:
NA.79

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

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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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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Vitamina B12 ≥98%

Sigma-Aldrich

V2876

Vitamina B12

Folic acid-(glutamic acid-13C5) ≥99 atom % 13C, ≥95% (CP)

Sigma-Aldrich

803049

Folic acid-(glutamic acid-13C5)

Pyridoxine hydrochloride ≥98% (HPLC)

Sigma-Aldrich

P9755

Pyridoxine hydrochloride

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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