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T511285

Sigma-Aldrich

5-Ethynyl-2′-deoxyuridine, (EdU)

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O5
CAS Number:
61135-33-9
Molecular Weight:
252.22
MDL number:
MFCD01675687
UNSPSC Code:
12352200
PubChem Substance ID:
329826808

reaction suitability

reaction type: click chemistry

SMILES string

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

InChI

1S/C11H12N2O5/c1-2-6-4-13(11(17)12-10(6)16)9-3-7(15)8(5-14)18-9/h1,4,7-9,14-15H,3,5H2,(H,12,16,17)/t7-,8+,9+/m0/s1

InChI key

CDEURGJCGCHYFH-DJLDLDEBSA-N

Application

A powerful nucleoside analog for probing short-term DNA synthesis in tissue culture and living organisms where prolonged cell survival is not required.[1] Suitable for a variety of applications such as cell proliferation and differentiation studies[2][3], analysis of nuclear architecture,[4] and tissue regeneration studies.[5]

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.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H340,H361

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Bryce T Bajar et al.
Nature methods, 13(12), 993-996 (2016-11-01)
A robust method for simultaneous visualization of all four cell cycle phases in living cells is highly desirable. We developed an intensiometric reporter of the transition from S to G2 phase and engineered a far-red fluorescent protein, mMaroon1, to visualize
Zoltan Cseresnyes et al.
BMC cell biology, 10, 88-88 (2009-12-18)
DNA replication in human cells is performed in discrete sub-nuclear locations known as replication foci or factories. These factories form in the nucleus during S phase and are sites of DNA synthesis and high local concentrations of enzymes required for
Steffen Just et al.
PloS one, 11(12), e0167306-e0167306 (2016-12-03)
The molecular mechanisms that regulate cardiomyocyte proliferation during embryonic heart growth are not completely deciphered yet. In a forward genetic N-ethyl-N-nitrosourea (ENU) mutagenesis screen, we identified the recessive embryonic-lethal zebrafish mutant line weiches herz (whz). Homozygous mutant whz embryos display
Olivier Cinquin et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(5), 2048-2053 (2010-01-19)
Controls of stem cell maintenance and early differentiation are known in several systems. However, the progression from stem cell self-renewal to overt signs of early differentiation is a poorly understood but important problem in stem cell biology. The Caenorhabditis elegans
Tamzin Gristwood et al.
Nucleic acids research, 40(12), 5487-5496 (2012-03-10)
Analyses of the DNA replication-associated proteins of hyperthermophilic archaea have yielded considerable insight into the structure and biochemical function of these evolutionarily conserved factors. However, little is known about the regulation and progression of DNA replication in the context of
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