T342254

5-(azidomethyl)-2′-deoxyuridine (AmdU)

• Synonym(s): 5-(azidomethyl)-1-((2R,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione, AmdU
• Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₅
• Molecular Weight: 283.24
• MDL number: MFCD28053582
• UNSPSC Code: 12352200
• PubChem Substance ID: 329826764

Properties

• form: solid
• SMILES string: O[C@@H]1[C@@H](CO)O[C@@H](N2C(NC(C(CN=[N+]=[N-])=C2)=O)=O)C1
• InChI: 1S/C10H13N5O5/c11-14-12-2-5-3-15(10(19)13-9(5)18)8-1-6(17)7(4-16)20-8/h3,6-8,16-17H,1-2,4H2,(H,13,18,19)/t6-,7+,8+/m0/s1
• InChI key: JKSAKMHLWMCADM-XLPZGREQSA-N

Description

Application

5-(Azidomethyl)-2′-deoxyuridine (AmdU) exhibits good chemical stability and the ability to metabolically label cellular DNA. Following its incorporation into cellular DNA by endogenous enzymes, AmdU can be detected using both copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) and strain-promoted azide-alkyne cycloaddition (SPAAC) reactions.

An Azide-Modified Nucleoside for Metabolic Labeling of DNA

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable