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F3503

5-Fluoro-2′-deoxyuridine 5′-monophosphate sodium salt

~85%, solid

Synonym(s):

FdUMP

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About This Item

Empirical Formula (Hill Notation):
C9H12FN2O8P
CAS Number:
Molecular Weight:
326.17
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51
MDL number:
Assay:
~85%
Form:
solid
Solubility:
water: 50 mg/mL, clear, colorless to faint yellow or tan
Storage temp.:
−20°C
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Product Name

5-Fluoro-2′-deoxyuridine 5′-monophosphate sodium salt, ~85%

assay

~85%

Quality Level

form

solid

solubility

water: 50 mg/mL, clear, colorless to faint yellow or tan

storage temp.

−20°C

SMILES string

[Na].OC1CC(OC1COP(O)(O)=O)N2C=C(F)C(=O)NC2=O

InChI

1S/C9H12FN2O8P.Na.H/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(20-7)3-19-21(16,17)18;;/h2,5-7,13H,1,3H2,(H,11,14,15)(H2,16,17,18);;

InChI key

DGEOOGBABXVZPJ-UHFFFAOYSA-N

General description

5- 5-fluoro-2′-deoxyuridylate (FdUMP) is an intracellularly generated metabolite of 5-Fluorouracil (5-FU), a widely used reagent in molecular biology to study DNA synthesis and metabolism.

Application

It has been used:

  • as an anti-mitotic agent for culturing mouse primary cortical neurons.
  • as a component of feeding media in the culturing of mouse primary cortical neurons.
  • in studies on the activity and function of thymidylate synthase (TS).

Biochem/physiol Actions

5-Fluoro-2′-deoxyuridine 5′-monophosphate sodium salt (FdUMP) is an DNA synthesis inhibitor. FdUMP along with RNA synthesis inhibitor 3′-C-ethinylcytidine induces cell death in cervical cancer cells at nanomolar concentrations.


pictograms

Health hazardExclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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



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A high-throughput assay for mRNA silencing in primary cortical neurons in vitro with oligonucleotide therapeutics
Alterma n JF, et al.
Bio-protocol, 7(16) (2017)
Adam Jarmuła et al.
Bioorganic & medicinal chemistry letters, 18(8), 2701-2708 (2008-03-26)
Molecular dynamics simulations and free energy calculations are presented, exploring previously described experimentally studied interactions of a series of 2'-fluoro-substituted dUMP/FdUMP analogues with thymidylate synthase (TS). The results show the inhibitory behaviors of 2'-F-ara-UMP, 2',2''-diF-dUMP and 2',5-diF-ara-UMP to be dependent
Hydrophobicity of Lipid-Conjugated siRNAs Predicts Productive Loading to Small Extracellular Vesicles
Biscans A, et al.
Molecular Therapy, 26(6), 1520-1528 (2018)



Global Trade Item Number

SKUGTIN
F3503-5MG04061833007082
F3503-25MG04061833007075