PMID- 25564220
OWN - NLM
STAT- MEDLINE
DCOM- 20151216
LR  - 20150211
IS  - 1477-0539 (Electronic)
IS  - 1477-0520 (Linking)
VI  - 13
IP  - 8
DP  - 2015 Feb 28
TI  - Highly stable triple helix formation by homopyrimidine (L)-acyclic threoninol 
      nucleic acids with single stranded DNA and RNA.
PG  - 2366-74
LID - 10.1039/c4ob02328e [doi]
AB  - Acyclic (L)-threoninol nucleic acid (aTNA) containing thymine, cytosine and 
      adenine nucleobases were synthesized and shown to form surprisingly stable 
      triplexes with complementary single stranded homopurine DNA or RNA targets. The 
      triplex structures consist of two (L)-aTNA strands and one DNA or RNA, and these 
      triplexes are significantly stronger than the corresponding DNA or RNA duplexes 
      as shown in competition experiments. As a unique property the (L)-aTNAs 
      exclusively form triplex structures with DNA and RNA and no duplex structures are 
      observed by gel electrophoresis. The results were compared to the known 
      enantiomer (D)-aTNA, which forms much weaker triplexes depending upon temperature 
      and time. It was demonstrated that (L)-aTNA triplexes are able to stop primer 
      extension on a DNA template, showing the potential of (L)-aTNA for antisense 
      applications.
FAU - Kumar, Vipin
AU  - Kumar V
AD  - Chemical Biology Laboratory, Department of Biotechnology, Indian Institute of 
      Technology, Madras (IITM), Chennai 600036, India. vkesavan@iitm.ac.in.
FAU - Kesavan, Venkitasamy
AU  - Kesavan V
FAU - Gothelf, Kurt V
AU  - Gothelf KV
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - England
TA  - Org Biomol Chem
JT  - Organic & biomolecular chemistry
JID - 101154995
RN  - 0 (Amino Alcohols)
RN  - 0 (Butylene Glycols)
RN  - 0 (DNA, Single-Stranded)
RN  - 0 (Nucleic Acids)
RN  - 0 (Pyrimidines)
RN  - 0 (threoninol)
RN  - 63231-63-0 (RNA)
RN  - K8CXK5Q32L (pyrimidine)
SB  - IM
MH  - Amino Alcohols/chemical synthesis/*chemistry
MH  - Butylene Glycols/chemical synthesis/*chemistry
MH  - DNA, Single-Stranded/*chemistry
MH  - Molecular Conformation
MH  - Nucleic Acids/chemical synthesis/*chemistry
MH  - Pyrimidines/*chemistry
MH  - RNA/*chemistry
MH  - Temperature
EDAT- 2015/01/08 06:00
MHDA- 2015/12/19 06:00
CRDT- 2015/01/08 06:00
PHST- 2015/01/08 06:00 [entrez]
PHST- 2015/01/08 06:00 [pubmed]
PHST- 2015/12/19 06:00 [medline]
AID - 10.1039/c4ob02328e [doi]
PST - ppublish
SO  - Org Biomol Chem. 2015 Feb 28;13(8):2366-74. doi: 10.1039/c4ob02328e.