(2′S)-2′-Deoxy-2′-fluoro-5-ethynyluridine (F-ara-EdU) - Reagent Grade, high purity , CAS No.95740-26-4

  • ≥95%
Item Number
S479901
Grouped product items
SKUSizeAvailabilityPrice Qty
S479901-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$119.90
S479901-5mg
5mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$387.90

Basic Description

Synonyms5-ethynyl-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione | Q27460255 | 1-(2-Deoxy-2-Fluoro-Beta-D-Arabinofuranosyl)-5-Ethynylpyrimidine-2,4(1h,3h)-Dione | 1-(2-Deoxy-2-fluoropentofuranosyl)-5-ethynyl-4-hydroxypyrimid
Specifications & Purity≥95%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

A probe for DNA synthesis in vivo that is less toxic than both EdU and BrdU. Ideally suited for metabolic DNA labeling when prolonged cell survival and undisturbed cell cycle progression are required.


Application:

F-ara-EdU (2’-deoxy-2’-fluoro-5-ethynyluridine) is a synthetic analog of thymidine used to study de novo DNA synthesis and cell proliferation. It is a less cytotoxic alternative for BrdU (5-Bromo-2’-deoxyuridine) and EdU (5-Ethynyl-2’-deoxyuridine).
F-ara-EdU incorporates into replicating DNA during the S-phase of the cell cycle instead of natural thymidine. Metabolic incorporation of F-ara-EdU into DNA can be detected by copper-catalyzed click reaction with fluorescent or biotin-labeled azides.
In contrast to EdU, F-ara-EdU causes little or no cellular arrest or DNA synthesis inhibition. Therefore, F-ara-EdU is ideally suited for pulse-chase experiments aimed at birth-dating DNA in vivo and long-term cell survival estimation.

Associated Targets(non-human)

TK Thymidine kinase (276 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 2 (4932 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 1 (11089 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P815 (244 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 5-ethynyl-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
INCHI InChI=1S/C11H11FN2O5/c1-2-5-3-14(11(18)13-9(5)17)10-7(12)8(16)6(4-15)19-10/h1,3,6-8,10,15-16H,4H2,(H,13,17,18)/t6-,7+,8-,10-/m1/s1
InChi Key YEEGMPUOCRQFRV-IBCQBUCCSA-N
Canonical SMILES C#CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)F
Isomeric SMILES C#CC1=CN(C(=O)NC1=O)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)F
PubChem CID 514810
Molecular Weight 270.21

Certificates

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3 results found

Lot NumberCertificate TypeDateItem
C2416009Certificate of AnalysisMar 06, 2024 S479901
C2416035Certificate of AnalysisMar 06, 2024 S479901
C2416036Certificate of AnalysisMar 06, 2024 S479901

Related Documents

References

1. Anne B Neef, Nathan W Luedtke,.  (2011-12-07)  Dynamic metabolic labeling of DNA in vivo with arabinosyl nucleosides..  Proceedings of the National Academy of Sciences of the United States of America,  108  ((51)): ( 20404-20409 ).  [PMID:22143759]

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