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T511293

Sigma-Aldrich

(2′S)-2′-Deoxy-2′-fluoro-5-ethynyluridine, (F-ara-EdU)

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Synonym(s):
1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-ethynyl-2,4(1H,3H)-pyrimidinedione
Empirical Formula (Hill Notation):
C11H11FN2O5
CAS Number:
Molecular Weight:
270.21
MDL number:
PubChem Substance ID:

reaction suitability

reaction type: click chemistry

SMILES string

OC[C@H]1O[C@H]([C@@H](F)[C@@H]1O)N2C=C(C#C)C(=O)NC2=O

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

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1 of 4

This Item
491616D1413F6627
vibrant-m

491616

5-Fluorouracil-15N2

vibrant-m

F6627

5-Fluorouracil

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

Application

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.

Other Notes

Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.

NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICH′S STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.

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Skull and crossbones

signalword

Danger

Hazard Classifications

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

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Related Content

Metabolic incorporation of a bioorthogonal functional group (e.g. alkyne, azide, alkene, etc.) into cellular DNA can be achieved by simply adding a synthetic nucleoside to the nutritional media of cells or whole animals.

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