| 5'-Hexynyl Phosphoramidite |
Catalog Number: 10-1908-xx
Description: 5'-Hexynyl Phosphoramidite
| 6-Hexyn-1-yl-(2-cyanoethyl)-(N,N-diisopropyl)-phosphoramidite |
| Formula: C15H27N2O2P |
M.W.: 298.36 |
F.W.: 160.11 |
Diluent: Anhydrous Acetonitrile
Add fresh diluent to product vial to recommended concentration and swirl vial occasionally over several minutes until product is completely dissolved. (Some oils may require between 5 and 10 minutes.) Use care to maintain anhydrous conditions. In case of transfer to alternate vial type, ensure recipient vial has been pre-dried. For more information, see http://www.glenres.com/Technical/TB_ABITransfer.pdf.
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| Coupling: No changes needed from standard method recommended by synthesizer manufacturer. |
| Deprotection: No changes needed from standard method recommended by synthesizer manufacturer. |
| Storage: Freezer storage, -10 to -30°C, dry |
| Stability in Solution: 1-2 days |
Oligonucleotides prepared using 5’-Hexynyl Phosphoramidite are stable to standard deprotection conditions and exhibit a slightly increased retention time on RP HPLC. Azides are not compatible with oligonucleotide synthesis using phosphoramidites so a post-synthesis reaction is required. Azidobutyrate NHS Ester is used1 for azido-modification of amines at either the 3’-end or the 5’-end of an oligo and it can even be used for internal modification on an Amino-Modifier-C6 dX residue within the sequence. Specific to the 5’-terminus, 5’-Bromohexyl Phosphoramidite is added in the last cycle. This modifier can then be easily transformed into a 5’-azido group by displacement of bromide using sodium azide.2 Alkyne NHS ester allows the functionalization of an amino moiety in a variety of molecules, including DNA and RNA oligonucleotides as well as peptides or proteins. We also offer a synthesis support for labelling the 3’ terminus of oligonucleotides with an alkyne group for use in Click Chemistry. This builds upon our 1,3-diol product portfolio with the serinol backbone. A 5’-iodo-modified oligonucleotide (prepared using 5’-Iodo-dT) can be quantitatively converted to the corresponding 5’-azide.
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