Print

C5-propyne analogues

Research Diagnostic Therapeutic
C5-propyne analogues Build & Order
Inhibition of gene expression by an antisense oligos containing C-5 propyne modifications has also been examined in detail. It appeared that the corresponding 2’-O-allyl-RNA derivatives did not inhibit gene expression even though they exhibit higher affinity for the target RNA sequence. This would indicate that RNase H cleavage of the target RNA complex is necessary for potent antisense inhibition.


Name Synthesis scale Purification Reference EUR
C5-prropyne dC 40 nmol RP-Cartridge OL-0110-0205 93.00
C5-prropyne dC 0.2 µmol RP-Cartridge OL-0110-0205 93.00
C5-prropyne dC 1.0 µmol RP-Cartridge OL-0110-1003 135.00
C5-propyne dU 40 nmol RP-Cartridge OL-0111-0205 57.00
C5-propyne dU 0.2 µmol RP-Cartridge OL-0111-0205 57.00
C5-propyne dU 1.0 µmol RP-Cartridge OL-0111-1003 78.00
Price per modification

Quality Control

   MALDI-TOF Mass Spectrometry

Delivery times

   2-14 bases: 5 Working days 
                             15-39 bases: 5 Working days
                             40-80 bases: 7-8 Working days 
                             > 80 bases: 10 Working days 

Packaging

   Lyophilised

Shipping conditions

   Room temperature

Storage conditions

   -20 °C to  -70 °C
Oligonucleotides are stable in solution at 4 °C for up to 2 weeks. Properly reconstituted material stored at        -20 °C should be stable for at least 6 months. Lyophilized DNA (when kept at -20 °C) in a nuclease-free environment should be stable for years.
Inhibition of gene expression by an antisense oligos containing C-5 propyne modifications has also been examined in detail. It appeared that the corresponding 2’-O-allyl-RNA derivatives did not inhibit gene expression even though they exhibit higher affinity for the target RNA sequence. This would indicate that RNase H cleavage of the target RNA complex is necessary for potent antisense inhibition.

Synthesis of 5-(1-propynyl)-2’-deoxy-Uridine (pdU) and 5-(1-propynyl)-2’- deoxyCytidine (pdC) monomers for oligonucleotide synthesis demonstrated that both substitutions enhanced duplex stability while triplex binding was improved by substitution of pdU but destabilized by pdC. Substitution of methyl with 1-propyne at the C5 position of pyrimidines allowed better stacking of the bases since the propyne group is planar with respect to the heterocyclic base. At the same time, propyne is more hydrophobic than methyl and this property contributed to a further increase in binding. 

The improved lipophilicity of the propyne group may also improve transport through cell walls. Duplex binding enhancement due to these modified bases was substantial (1.7 °C per pdU residue and 1.5 °C per pdC residue).

Legal notices

   For Research Use only

Leaflets

Product citations


LEGENDRE D. et al., "Engineering a regulatable enzyme for homogeneous immunoassays", Nature Biotechnology, vol. 17, n° 1, p.67-72, 1 January 1999


MOMENI P. et al., "Mutations in a new gene, encoding a zinc-finger protein, cause tricho-rhino-phalangeal syndrome type I", Nature Genetics, vol. 24, p. 71-74, 1 January 2000


PEREL Y. et al., "Galanin and galanin receptor expression in neuroblastic tumours: correlation with their differentiation status", British Journal of Cancer, vol. 86, n° 1, p. 117-122, 7 January 2002


OSTERMANN G. et al., "JAM-1 is a ligand of the 2 integrin LFA-1 involved in transendothelial migration of leukocytes", Nature Immunology, vol. 3, n° 2, p.151-158, 1 February 2002


GOMEZ D. et al., "Interaction of Telomestatin with the Telomeric Single-strand Overhang", Journal of Biological Chemistry, vol. 279, n° 40, p. 41487-41494, October 2004


RZEM et al., "A gene encoding a putative FAD-dependent L-2-hydroxyglutarate dehydrogenase is mutated in L-2-hydroxyglutaric aciduria", PNAS, vol. 101, n° 48, 16849-16854, November 2004


SU T.-J. et al., "DNA bending by M.EcoKI methyltransferase is coupled to nucleotide flipping", Nucleic Acids Research, vol. 33, n° 10, 3235-3244, June 2005


VAN DER STEEGE G. et al., "Persistent failures in gene repair", Nature Biotechnology, n° 19, p. 305-306, April 2001


ISCHENKO A.A. et al., "Alternative nucleotide incision repair pathway for oxidative DNA damage", Nature, n° 415, p. 183-187, 10 January 2002


KRISTENSEN A. et al., "Detection of Mutations in Exon 8 of TP53 by Temperature Gradient 96-Capillary Array Electrophoresis", Biotechniques, n° 33, p. 650-653, September 2002


VANDEN ABEELE F. et al., "Store-operated Ca2+ Current in Prostate Cancer Epithelial Cells", Journal of Biological Chemistry, vol. 278, n° 17, p. 15381-15389, April 2003


GROS L. et al., "Hijacking of the Human Alkyl-N-purine-DNA Glycosylase by 3,N4-Ethenocytosine, a Lipid Peroxidation-induced DNA Adduct", Journal of Biological Chemistry, vol. 279, n° 17, p. 17723-17730, April 2004


MORGAN M. et al., "YY1 Regulates the Neural Crest-associated slug Gene in Xenopus laevis", Journal of Biological Chemistry, vol. 279, n° 45, p. 46826-46826, November 2004


DI GIUSTO D. et al., "Construction, Stability, and Activity of Multivalent Circular Anticoagulant Aptamers", Journal of Biological Chemistry, vol. 279, n° 45, p. 46483-46489, November 2004





  • Online
    You can place your order online. Login to access our web ordering interface.
  • By fax : +32 4 264 07 88
  • By mail
    Eurogentec S.A.
    LIEGE Science Park
    Rue du Bois Saint Jean 5
    4102 Seraing
    BELGIUM

If you still have questions with ordering please contact our Customer Support : +32 4 372 76 65.

To receive relevant information on our products, you should first select your country :
Country selection page