Saltar al contenido
Merck
Todas las fotos(1)

Key Documents

View All Documentation

F3503

Sigma-Aldrich

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

~85%

Sinónimos:

FdUMP

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(1)

About This Item

Fórmula empírica (notación de Hill):
C9H12FN2O8P
Número de CAS:
103226-10-4
Peso molecular:
326.17
MDL number:
MFCD00057409
UNSPSC Code:
41106305
PubChem Substance ID:
24894845
NACRES:
NA.51

assay

~85%

form

solid

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
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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»

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Los clientes también vieron

Slide 1 of 2

1 of 2

5-Fluorouracil ≥99% (HPLC), powder

Sigma-Aldrich

F6627

5-Fluorouracil

5-Bromo-2′-desoxiuridina ≥99% (HPLC)

Sigma-Aldrich

B5002

5-Bromo-2′-desoxiuridina

Induction of apoptosis in cervical cancer cells by the duplex drug 5-FdU--ECyd, coupling 2?-deoxy-5-fluorouridine and 3?-C-ethinylcytidine
Schott S and Bruning A
Gynecologic Oncology, 135(2), 342-348 (2014)
W H Gmeiner
Current medicinal chemistry, 12(2), 191-202 (2005-01-11)
Thymidylate synthase (TS) is a well-validated target for cancer chemotherapy. TS was established as the principal target of the widely used anticancer drug 5-fluorouracil (5FU). The 5FU metabolite FdUMP forms a covalent complex with TS that is stabilized by 5-formyl
Yoshihiro Nabeya et al.
Cancer science, 102(8), 1509-1515 (2011-05-13)
Thymidylate synthase (TS) plays a major role in the response to 5-fluorouracil (5-FU) by binding directly to the 5-FU metabolite, 5-fluoro-dUMP (FdUMP). The change in the TS expression levels after 5-FU administration was examined in parallel to 5-FU responsiveness in
Paul J Sapienza et al.
Biochemistry, 58(30), 3302-3313 (2019-07-10)
Thymidylate synthase (TS) is a dimeric enzyme conserved in all life forms that exhibits the allosteric feature of half-the-sites activity. Neither the reason for nor the mechanism of this phenomenon is understood. We used a combined nuclear magnetic resonance (NMR)
Manee Chanama et al.
Molecular biology reports, 38(2), 1029-1037 (2010-06-26)
Thymidylate synthase (TS) of Plasmodium dihydrofolate reductase-thymidylate synthase (DHFR-TS) functions as a homodimeric enzyme with two active sites located near the subunit interface. The dimerization is essential for catalysis, since the active site of each subunit contains amino acid residues
Ver todos los artículos relacionados

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico