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2',2'-Ligation Demonstrates the Thermal Dependence of DNA-directed Positional Control
Tetrahedron
  • Yu Liu
  • Ruojie Sha
  • Risheng Wang, Missouri University of Science and Technology
  • Liang Ding
  • James W. Canary
  • Nadrian C. Seeman
Abstract

An oligodeoxynucleotide (ODN) containing a 2'-aminoalkylmercaptouridine was ligated chemically with another ODN containing a 2'-carboxyalkylmercaptouridine to produce a 2',2'-amide linked conjugate. Templation by a DNA hairpin resulted in ligation yields of >95%. at room temperature, similar yields were obtained for amide ligations between pendent nucleotides located adjacent to each other or separated by three nucleotides. However, at 4 °C, ligation was vastly favored for the case where the pendent amine and carboxylate were attached to adjacent residues (i.e., at the 3'- and 5'-terminus of the two ODNs). No reaction was observed to occur either at 4 °C or at room temperature between pendent nucleotides separated by nine nucleotides. Denaturing gel electrophoresis, MALDI-TOF MS, and full nuclease digestion coupled with LC-MS were used to characterize the reaction products.

Department(s)
Chemistry
Keywords and Phrases
  • Nucleic Acids,
  • Positional Synthesis,
  • Reaction Regioselectivity,
  • Templated Chemical Ligation,
  • Thermal Control
Document Type
Article - Journal
Document Version
Citation
File Type
text
Language(s)
English
Rights
© 2008 Elsevier, All rights reserved.
Publication Date
9-1-2008
Disciplines
Citation Information
Yu Liu, Ruojie Sha, Risheng Wang, Liang Ding, et al.. "2',2'-Ligation Demonstrates the Thermal Dependence of DNA-directed Positional Control" Tetrahedron Vol. 64 Iss. 36 (2008) p. 8417 - 8422 ISSN: 0040-4020
Available at: http://works.bepress.com/risheng-wang/1/