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900584

Sigma-Aldrich

5-Ethynyl-2′-deoxyuridine

95%

Synonym(s):

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:
12352208
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

95%

form

powder

mp

206 °C

storage temp.

−20°C

SMILES string

OC[C@@H]1[C@@H](O)C[C@H](N2C(NC(C(C#C)=C2)=O)=O)O1

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

Related Categories

General description

5-Ethynyl-2′-deoxyuridine (EdU) is a thymidine analogue that can be incorporated into cellular DNA for cell proliferation studies. The incorporated nucleoside analogue can be detected by a copper-catalyzed click reaction with a fluorescent azide.[1] [2]

Application

5-Ethynyl-2′-deoxyuridine (EdU) is used for:
  • Labeling newly synthesized DNA during replication[3]
  • Cell proliferating assay studies[4]
  • Cell cycle analysis[5]
For information on Baseclick kits containing all the reagents for the assays see: Baseclick kits

For a listing of the Baseclick kits see: Baseclick kits

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H340,H361

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX3005
MKCW9466
MKCW1800
MKCV5878
MKCT5722

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Detection of S-phase cell cycle progression using 5-ethynyl-2?-deoxyuridine incorporation with click chemistry, an alternative to using 5-bromo-2?-deoxyuridine antibodies
SB Buck
Biotechniques, 44, 927-929 (2008)
Site-directed spin-labeling of nucleic acids by click chemistry: detection of abasic sites in duplex DNA by EPR spectroscopy.
Jakobsen A, et al.
Journal of the American Chemical Society, 132(30), 10424-10428 (2010)
Quantification of cell cycle kinetics by EdU (5-ethynyl-2?-deoxyuridine)-coupled-fluorescence-intensity analysis
PD Pereira
Oncotarget, 8, 40514-40514 (2017)
Timothy J Mead et al.
Methods in molecular biology (Clifton, N.J.), 1130, 233-243 (2014-02-01)
Assessing cell proliferation in situ is an important phenotyping component of skeletal tissues from development to adult stages and disease. Various methods exist including immunostaining for proteins and protein modifications associated with specific steps of the cell cycle, but the
5-Ethynyl-2?-deoxycytidine as a new agent for DNA labeling: detection of proliferating cells
D Qu, et.al.
Analytical Biochemistry, 417, 112-121 (2011)
View All Related Papers

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. How can I solubilise 5-Ethynyl-2′-deoxyuridine? (EdU, #900584)

    1 answer

    1. This product is not tested for solubility. However, other sources report that this compound is soluble in DMSO and Dimethylformamide at 20 mg/mL. Additional solvents includes methanol and chloroform, no rate has been provided. This information has not been validated.

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