5-Ethynyl-2'-deoxyuridine (EdU)

Basic Information

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CAS Number

61135-33-9

Molecular Formula

C11H12N2O5

Molecular Weight

252.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Nitriles

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

199°C

SMILES

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

InChI

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

InChIKey

CDEURGJCGCHYFH-DJLDLDEBSA-N

LogP

-1.84140

Safety Information

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Hazard Statement

H340 May cause genetic defects
Germ cell mutagenicity

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

Sensitiveness

对热敏感

Synonyms & References

English

Uridine,2'-deoxy-5-ethynyl-
5-Ethynyl-2’-deoxyuridine
5-Ethynyl-2′-deoxyuridine, (EdU)
5-ETHYNYL-2'-DEOXYURIDINE
5-Ethynyl-2'-deoxyuridine(EdU)
5-ethynyl-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
EdU
5-Ethynyl-2'-deoxyuridine

MDL Number

MFCD01675687

Customs Code

29349990

FAQ

What are the physical and chemical properties of 5-Ethynyl-2'-deoxyuridine (EdU) (CAS: 61135-33-9)?

5-Ethynyl-2'-deoxyuridine (EdU) is a white or pale yellow crystalline solid with a molecular weight of approximately 240.29 g/mol. It is slightly soluble in water and ethanol. EdU is reactive towards nucleophilic substitution and can form stable complexes with nucleic acids. It is often used in cell labeling and detection due to its ability to incorporate into DNA and RNA.

How is 5-Ethynyl-2'-deoxyuridine (EdU) (CAS: 61135-33-9) typically synthesized?

5-Ethynyl-2'-deoxyuridine (EdU) is typically synthesized via a multi-step process involving the reaction of 2'-deoxyuridine with acetylene and a catalyst such as sodium hydride. The reaction is carried out in a polar solvent like dimethylformamide (DMF) under anhydrous conditions to achieve high yield and selectivity. The process is carefully monitored to ensure optimal conditions for the formation of the ethynyl group.

What industries use 5-Ethynyl-2'-deoxyuridine (EdU) (CAS: 61135-33-9)?

5-Ethynyl-2'-deoxyuridine (EdU) finds applications primarily in the pharmaceutical and biotechnology industries. It is extensively used in cell biology research for labeling and detecting DNA and RNA synthesis in living cells. Additionally, EdU is used in the formulation of diagnostic kits and in the development of new therapeutic agents.

What precautions should be taken when handling 5-Ethynyl-2'-deoxyuridine (EdU) (CAS: 61135-33-9)?

When handling 5-Ethynyl-2'-deoxyuridine (EdU), it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation exposure. Spills should be handled according to the safety data sheet (SDS) guidelines, and proper disposal methods should be followed to avoid environmental contamination. Always refer to the SDS for detailed safety information.