A 2'-acylamido cap that increases the stability of oligonucleotide duplexes.
[structure: see text]. Reported here is the synthesis of oligonucleotides containing a 2'-acylamido-2'-deoxyuridine residue at their 3'-terminus. Compared to control sequences bearing a thymidine residue, the quinolone-capped duplexes give higher UV melting points. In the case of (5'-ACGCGU-NA-2')2, where NA denotes a nalidixic acid residue, the melting point increase is up to 22 degrees C over that of (ACGCGT)2.
Departments of Chemistry, Tufts University, Medford, Massachusetts 02155, and University of Constance, D-78457 Konstanz, Germany.
O P
OP
Kryatova
W H
WH
Connors
C F
CF
Bleczinski
A A
AA
Mokhir
C
C
Richert
D000890:Anti-Infective Agents / Q000737:chemistry; D020029:Base Pairing; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009268:Nalidixic Acid / Q000737:chemistry*; D009690:Nucleic Acid Conformation; D009693:Nucleic Acid Hybridization; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D015363:Quinolones / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013696:Temperature; D014466:Ultraviolet Rays
D000890:Anti-Infective Agents; D009841:Oligonucleotides; D015363:Quinolones; D009268:Nalidixic Acid; D003857:Deoxyuridine