Alkyne-Modifier Serinol Phosphoramidite
Catalog Number: 10-1992-xx
Description: Alkyne-Modifier Serinol Phosphoramidite
| 3-Dimethoxytrityloxy-2-(3-(5-hexynamido)propanamido)propyl-1-O-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite |
| Formula: C42H55N4O7P |
M.W.: 758.88 |
F.W.: 334.26 |
Diluent: Anhydrous Acetonitrile |
| Coupling: 3 minute coupling time recommended. |
| Deprotection: As required by nucleobases. Compatible with 30% ammonium hydroxide for 2 hours at 65 °C, 17 hours at room temperature or AMA (ammonium hydroxide/40% methylamine 1:1) for 10 minutes at 65 °C |
| Freezer storage, -10 to -30°C, dry |
| Stability in Solution: 1-2 days |
CONJUGATION USING CLICK CHEMISTRY (CONT.)
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 two products for use in Click Chemistry based upon our 1,3-diol product portfolio with the serinol backbone - a phosphoramidite for adding an alkyne group at the 5' terminus or within the sequence, and a synthesis support for labelling the 3' terminus of oligonucleotides with an alkyne group. A 5'-iodo-modified oligonucleotide (prepared using 5'-Iodo-dT) can be quantitatively converted to the corresponding 5'-azide.
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