2′-N-Guanidino, 4′-C-ethylene bridged thymidine (GENA-T) modified oligonucleotide exhibits triplex formation with excellent enzymatic stability. Issue 16 (23rd January 2015)

• Record Type: Journal Article
• Authors: Barman, Jharna; Gurav, Deepanjali; Oommen, Oommen P.; Varghese, Oommen P.
• Is Part Of: RSC advances. Volume 5:Issue 16(2015)
• Page Start: 12257
• Page End: 12260
• Publication Date: 2015-01-23
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c4ra14721a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : We present the synthesis and characterization of 2′- N -guanidino, 4′- C -ethylene bridged thymidine (GENA-T) modified oligo-DNA that forms a stable triplex (Δ T m +9.5 °C) with exceptional nuclease stability. Abstract : Here we present the synthesis and characterization of a new 2′- N -Guanidino, 4′- C -ethylene bridged thymidine (GENA-T) modified oligonucleotide possessing North-locked sugar conformation. Incorporation of GENA-T nucleotide though did not change the thermal stability of the oligonucleotides toward the complementary RNA; it significantly increased the stability of the parallel triplex at pH 7. The melting temperature of the triplex was increased by +9.5 °C as compared to that of the isosequential unmodified sequence. Moreover this modification imparted exceptional nuclease stability to the oligonucleotides for over 33 h. This study clearly demonstrates that GENA-T modified oligonucleotides could improve triplex formation with phenomenal enzymatic stability and could be used for various biomedical applications.