endo-BCN CE-phosphoramidite

Cat. # Quantity Price Lead time
3005-100mg
/ septum vial
100 mg
$399.90
in stock
3005-250mg
/ septum vial
250 mg
$999.62 $889.90
in stock
3005-1g
/ septum vial
1 g
$2380.00
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.

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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
Coupling conditions: coupling time 6 minutes. Oxidation: 0.5M (1S)-(+)-(10-camphorsulfonyl)-oxaziridine (CSO) in dry acetonitrile, 2 minutes. The modification is incompatible with iodine oxidation. Exclude the dimethoxytrityl (DMT) removal step (as in DMT-on protocol), because the modification is acid sensitive.
Deprotection conditions: AMA (40% aq. methylamine, 25% ammonia, 1:1 mixture), 2 hours, room temperature
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