6-O-Propynyl-2'-deoxyguanosine

• CAT Number: I042593
• CAS Number: 1640051-47-3
• Molecular Formula: C13H15N5O4
• Molecular Weight: 305.29
• Purity: ≥95%
• Synonyms: (2R,5R)-5-(2-amino-6-prop-2-ynoxypurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
• InChI: InChI=1S/C13H15N5O4/c1-2-3-21-12-10-11(16-13(14)17-12)18(6-15-10)9-4-7(20)8(5-19)22-9/h1,6-9,19-20H,3-5H2,(H2,14,16,17)/t7?,8-,9-/m1/s1
• InChIKey: XUNGDRIVNXQGHG-CFCGPWAMSA-N
• SMILES: C#CCOC1=NC(=NC2=C1N=CN2C3CC(C(O3)CO)O)N

6-O-Propynyl-2′-deoxyguanosine (Cat No.: I042593) is a modified purine nucleoside where a propynyl group is attached to the oxygen at the 6-position of the guanine base. This structural feature introduces an alkyne handle for bioorthogonal conjugation via click chemistry, particularly useful in labeling and probe development. As a derivative of 2′-deoxyguanosine, it retains compatibility with DNA synthesis and is used to enhance duplex stability and hybridization specificity. It finds applications in molecular diagnostics, nucleic acid therapeutics, and the design of functionalized oligonucleotides.

Reference

[1]. Flore De Wit, et al. Design of reverse transcriptase-specific nucleosides to visualize early steps of HIV-1 replication by click labeling. J Biol Chem. 2019 Aug 2;294(31):11863-11875.
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