5-Ethynyl-2'-deoxyuridine

5-Ethynyl-2'-deoxyuridine (EdU), a thymidine analogue, is incorporated into cellular DNA during DNA replication and the subsequent reaction of EdU with a fluorescent azide in a “Click” reaction. EdU staining is a fast, sensitive and reproducible method to study cell proliferation. 5-Ethynyl-2'-deoxyuridine is an alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs.

Product information

CAS Number: 61135-33-9

Molecular Weight: 252.22

Formula: C11H12N2O5

Synonym:

EdU

5-EdU

2'-Deoxy-5-ethynyluridine

ethynyldeoxyuridine

Chemical Name: 5-ethynyl-1-[(2R, 4S, 5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1, 2, 3, 4-tetrahydropyrimidine-2, 4-dione

Smiles: C#CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)NC1=O

InChiKey: CDEURGJCGCHYFH-DJLDLDEBSA-N

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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 50 mg/mL (198.24 mM; Need ultrasonic) H2O : 25 mg/mL (99.12 mM; Need ultrasonic) Ethanol : 5 mg/mL (19.82 mM; Need ultrasonic)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

5-Ethynyl-2'-deoxyuridine (EdU) staining is a fast, sensitive and reproducible method to study cell proliferation in the central nervous system. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins.

In Vivo:

The number of 5-Ethynyl-2'-deoxyuridine (EdU; a single injection of EdU intraperitoneally at a dose of 10, 20, 50, 100 or 200 mg/kg body weight) positive cells in the dentate gyrus slightly increased in a dose-dependent manner in two month old female mice.

References:

1. Chenbo Zeng, et al. Evaluation of 5-ethynyl-2'-deoxyuridine staining as a sensitive and reliable method for studying cell proliferation in the adult nervous system. Brain Res. 2010 Mar 10;1319:21-32.
2. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562

Products are for research use only. Not for human use.