endo-BCN CE-phosphoramidite

Cat. # Quantity Price Lead time
3005-100mg 100 mg $390 in stock
3005-250mg 250 mg $850 in stock
3005-1g 1 g $2380 in stock
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Bicyclononyne (BCN) is a stable and one of the most reactive cyclooctynes for copper-free click chemistry. Unlike dibenzocyclooctyne (DBCO), BCN is reactive both to azides (strain-promoted azyde-alkyne cycloaddition, SPAAC) and tetrazines (inverse electron demand Diels-Alder reaction, IEDDA). Being an endo-stereoisomer, bicyclononine in endo-BCN CE-phosphoramidite provides not significantly different rate of cycloaddition compared to its exo-conformer.

BCN-labeled oligonucleotides may be used for the conjugation to azide- or tetrazine-containing solid surfaces, polymers, and large proteins.

Coupling time is standard, like for amidites of natural nucleosides. Exclude the dimethoxytrityl (DMT) removal step and use the Dmt-ON protocol after amidite coupling and oxidation.

Use standard conditions for deprotection and ammonia solution, or AMA mixture (ammonium hydroxide / 40% methylamine, 1:1).

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General properties

Appearance: yellowish oil
Mass spec M+ increment: 343.11
Molecular weight: 481.57
CAS number: 1352811-59-6
Molecular formula: C24H40F1N3O5P
Solubility: good in acetonitrile
Quality control: NMR 1H and 31P (95 %)
Storage conditions: Storage: 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate.
MSDS: Download
Product specifications

Oligo synthesis details

Diluent: Anhydrous Acetonitrile
Deprotection conditions: identical to protected nucleobases
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