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M8407

Sigma-Aldrich

Methotrexate hydrate

powder, suitable for cell culture, BioReagent

Synonym(s):

4-Amino-10-methylfolic acid hydrate, L-4-Amino-N10-methylpteroylglutamic acid hydrate, L-Amethopterin hydrate, Antifolan hydrate, MTX hydrate, Methylaminopterin hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H22N8O5 · xH2O
CAS Number:
Molecular Weight:
454.44 (anhydrous basis)
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.75

product name

Methotrexate hydrate, powder, BioReagent, suitable for cell culture, ≥98% (HPLC)

product line

BioReagent

assay

≥98% (HPLC)

form

powder

technique(s)

cell culture | mammalian: suitable

solubility

H2O: insoluble

antibiotic activity spectrum

neoplastics
parasites

mode of action

enzyme | inhibits

storage temp.

−20°C

SMILES string

[H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI

1S/C20H22N8O5.H2O/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);1H2/t13-;/m0./s1

InChI key

FPJYMUQSRFJSEW-ZOWNYOTGSA-N

Gene Information

human ... DHFR(1719)

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Application

Methotrexate hydrate has been used:
  • as a dihydrofolate (DHFR) inhibitor in sphere forming assay culture
  • as a component of dulbecco′ modified Eagle′s medium (DMEM) for selection of transfected cells
  • in viability and co-culture assays

Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also effective in treatment of pyrimethamine-resistant Plasmodium vivax malaria parasites.
Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also shows immunosuppressive effects in, e.g., rheumatoid arthritis.

Biochem/physiol Actions

Methotrexate is a folic acid antagonist.
Methotrexate used to inhibit dihyrofolate reductase and select for DHFR overexpresssion.

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pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Folate supplementation during methotrexate therapy for patients with psoriasis
Strober BE and Menon K
Journal of the American Academy of Dermatology, 53(4), 652-659 (2005)
Methylthioadenosine (MTA) Rescues Methylthioadenosine Phosphorylase (MTAP)-deficient tumors from purine synthesis inhibition in vivo via non-autonomous adenine supply
Ruefli-Brasse A, et al.
Journal of Cancer Therapy, 2(4), 523-523 (2011)
Localizations of Na+-d-glucose cotransporters SGLT1 and SGLT2 in human kidney and of SGLT1 in human small intestine, liver, lung, and heart
Vrhovac I, et al.
Pflugers Archiv : European Journal of Physiology, 467(9), 1881-1898 (2015)
Comparative metabolic analysis of CHO cell clones obtained through cell engineering, for IgG productivity, growth and cell longevity
Wilkens CA and Gerdtzen ZP
Testing, 10(3), e0119053-e0119053 (2015)
Yunqian Qiao et al.
Nature communications, 12(1), 6360-6360 (2021-11-06)
Expression of the cell surface receptor CD137 has been shown to enhance anti-cancer T cell function via engagement with its natural ligand 4-1BBL. CD137 ligation with engineered ligands has emerged as a cancer immunotherapy strategy, yet clinical development of agonists

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