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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
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.
signalword
Warning
hcodes
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
| SKU | GTIN |
|---|---|
| F3503-5MG | 04061833007082 |
| F3503-25MG | 04061833007075 |

