Bz-5-Me-C-LA-CE Phosphoramidite

5'-Dimethoxytrityl-N-benzoyl-5-methyl-(2'-O, 4'-C methylene)-Cytidine,3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoramidite

Product Specifications

Formula:
C48H54N5O9P
M.W.:
875.96
F.W.:
331.22
To Retrieve a Catalog Number, Select a Pack Size and Format:

Description

Locked Nucleic Acid (LNA) was first described by Wengel and co-workers in 19981 as a novel class of conformationally restricted oligonucleotide analogues. LNA is a bicyclic nucleic acid where a ribonucleoside is linked between the 2’-oxygen and the 4’-carbon atoms with a methylene unit. Oligonucleotides containing LNA exhibit unprecedented thermal stabilities towards complementary DNA and RNA2, which allows excellent mismatch discrimination. In fact the high binding affinity of LNA oligos allows for the use of short probes in, for example, SNP genotyping3, allele specific PCR and mRNA sample preparation. In fact, LNA is recommended for use in any hybridization assay that requires high specificity and/or reproducibility, e.g., dual labelled probes, in situ hybridization probes, molecular beacons and PCR primers. Furthermore, LNA offers the possibility to adjust Tm values of primers and probes in multiplex assays. As a result of these significant characteristics, the use of LNA-modified oligos in antisense drug development is now coming under investigation4, and recently the therapeutic potential of LNA has been reviewed.5 LNA can be mixed with DNA and RNA, as well as other nucleic acid analogues, modifiers and labels. LNA oligonucleotides are water soluble, and can be separated by gel electrophoresis and precipitated by ethanol.

Details

Usage

  • Coupling: 3 minute coupling time recommended. Increase oxidation time 3 fold for optimal performance.
  • Deprotection: No changes needed from standard method recommended by synthesizer manufacturer. Note: Deprotection in AMA (50:50 Ammonium hydroxide/MethylAmine) may result in a 4-5% 5-methyl-N4-methyl-C side product at the modification site.
Specifications
Diluent Anhydrous Acetonitrile/Dichloromethane 1:1 (v/v)
Storage Freezer storage, -10 to -30C, dry
Stability 2-3 days


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
10-2011-05 0.5 g 0.5 5.71 177 106.2 66.38 48.27 35.4 8.85
10-2011-10 1.0 g 1 11.42 367.33 220.4 137.75 100.18 73.47 18.37

Expedite

Catalog # Pack Size Grams/Pack Dilution (mL) Approximate Number of Additions
Molarity 50nm 0.2μm 1μm 15μm
10-2011-05 0.5 g 0.5 8.52 0.07 164 102.5 74.55 10.25
10-2011-10 1.0 g 1 17.04 0.07 334.4 209 152 20.9

References

(1a)A.A. Koshkin, S.K. Singh, P. Nielsen, V.K. Rajwanshi, R. Kumar, M. Meldgaard, C.E. Olsen, and J. Wengel, Tetrahedron,1998, 54, 3607-3630.
(1b) S.K. Singh, P. Nielsen, A.A. Koshkin, and J. Wengel, Chem. Comm., 1998, (4), 455-456. 
(2) L. Kværnø and J. Wengel, Chem. Comm., 1999, (7), 657-658.
(3) P. Mouritzen, A.T. Nielsen, H.M. Pfundheller, Y. Choleva, L. Kongsbak, and S. Møller, Expert Review of Molecular Diagnostics, 2003, 3(1), 27-38.
(4a)J. Kurreck, E. Wyszko, C. Gillen, and V.A. Erdmann, Nucleic Acids Res., 2002, 30, 1911-1918. 
(4b)H. Ørum and J. Wengel, Curr. Opinion in Mol. Therap., 2001, 3, 239-243.
(5a)M. Petersen and J. Wengel, Trends in Biotechnology, 2003, 21(2), 74-81. 
(5b)D.A. Braasch, D.R. Corey, Biochemistry, 2002, 41, 4503-4510.