5'-Aldehyde-Modifier C2 Phosphoramidite

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10-1933
2-[4-(5,5-Diethyl-1,3-dioxan-2-yl)phenoxy]ethan-1-yl-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite
Formula:
C25H41N2O5P
M.W.:
480.58
F.W.:
228.14
CAS Number:
433684-36-7
Catalog: Make Selections to Reveal

Description

Aldehyde modifiers would be attractive electrophilic substitutions in oligonucleotides since they are able to react with amino groups to form a Schiff's base, with hydrazino groups to form hydrazones, and with semicarbazides to form semi-carbazones. The Schiff's base is unstable and must be reduced with sodium borohydride to form a stable linkage but hydrazones and semicarbazides are very stable linkages. Our collaboration with ELITechGroup, formerly Epoch Biosciences, has allowed us to offer 5'-Aldehyde-Modifier C2 Phosphoramidite. The acetal protecting group is sufficiently hydrophobic for use in RP HPLC and cartridge purification and is readily removed after oligonucleotide synthesis under standard oligonucleotide detritylation conditions with 80% acetic acid / 20% water or 2% aqueous trifluoroacetic acid during cartridge purification. A formylindole nucleoside analogue has been used to introduce aldehyde groups within an oligonucleotide or at the 5' terminus. This product has no protecting group on the aldehyde, which means that deprotection of the modified oligonucleotide can be done without changing preferred conditions.

Details

Usage

  • Coupling: No changes needed from standard method recommended by synthesizer manufacturer.
  • Deprotection: See Technical Bulletin for details (http://www.glenresearch.com/Technical/TB_Aldehyde_Modifier.pdf).
Specifications
Diluent Anhydrous Acetonitrile
Storage Freezer Storage, -10 to -30°C, dry
Stability 2-3 days

Intellectual Property

This Product is for research purposes only, and may not be used for commercial, clinical, diagnostic or any other use. This Product is subject to proprietary rights of ELITechGroup and are made and sold under license from ELITechGroup. There is no implied license for commercial use with respect to these Products and a license must be obtained directly from ELITechGroup with respect to any proposed commercial use of these Products. “Commercial use” includes but is not limited to the sale, lease, license or other transfer of the Product or any material derived or produced from it, the sale, lease, license or other grant of rights to use the Product or any material derived or produced from it, or the use of the Product to perform services for a fee for third parties (including contract research).


Dilution/Coupling Data

The table below show pack size data and, for solutions, dilution and approximate coupling based on normal priming procedures.

ABI 392/394

Catalog # Pack Size Grams/Pack 0.1M Dil. (mL) Approximate Number of Additions
LV40 LV200 40nm 0.2μm 1μm 10μm
10-1933-02 0.25 g .25grams 5.2 160 96 60 43.64 32 8
10-1933-90 100 µmol .048grams 1 20 12 7.5 5.45 4 1

Expedite

Catalog # Pack Size Grams/Pack Dilution (mL) Approximate Number of Additions
Molarity 50nm 0.2μm 1μm 15μm
10-1933-02 0.25 g .25grams 7.76 0.07 148.8 93 67.64 9.3
10-1933-90 100 µmol .048grams 1.5 0.07 23.6 14.75 10.73 1.48