Mapping the Landscape of Potentially Primordial Informational Oligomers: Oligodipeptides and Oligodipeptoids Tagged with Triazines as Recognition Elements

Pairing up: Oligodipeptide, oligodeoxydipeptide, or oligodipeptoid backbones tagged with the 2,4‐diaminotriazine nucleus pair strongly with complementary DNA and RNA. This is in sharp contrast with the behavior of the 2,4‐dioxotriazine nucleus, which does not act as a nucleobase in these systems....

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Published inAngewandte Chemie (International ed.) Vol. 46; no. 14; pp. 2470 - 2477
Main Authors Mittapalli, Gopi Kumar, Reddy, Kondreddi Ravinder, Xiong, Hui, Munoz, Omar, Han, Bo, De Riccardis, Francesco, Krishnamurthy, Ramanarayanan, Eschenmoser, Albert
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 01.01.2007
WILEY‐VCH Verlag
Wiley
Subjects
Base Pairing
Chemistry
Chemistry, Multidisciplinary
Dipeptides - chemistry
DNA
oligonucleotides
Oligopeptides - chemistry
Peptoids - chemistry
Physical Sciences
RNA
Science & Technology
triazines
Triazines - chemistry
PEPTIDE NUCLEIC-ACIDS
PNA ANALOGS
RNA
PREBIOTIC SYNTHESIS
oligonucleotides
HYBRIDIZATION PROPERTIES
base pairing
CHEMICAL ETIOLOGY
triazines
BASE-PAIRS
DNA
MOLECULAR RECOGNITION
PAIRING PROPERTIES
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Summary:Pairing up: Oligodipeptide, oligodeoxydipeptide, or oligodipeptoid backbones tagged with the 2,4‐diaminotriazine nucleus pair strongly with complementary DNA and RNA. This is in sharp contrast with the behavior of the 2,4‐dioxotriazine nucleus, which does not act as a nucleobase in these systems.
Bibliography:ark:/67375/WNG-VBND1JXS-H
ArticleID:ANIE200603207
istex:9C0425390AF1812DE38E27F05AB9D8516BDA1C09
Chemistry of α-Aminonitriles, Part 45. For part 44, see reference  1a; for part 43, see reference  1b. This work was supported by the Skaggs Research Foundation. G.K.M., K.R.R., H.X., O.M., and F.D.R. are Skaggs Postdoctoral Fellows.
1a
1b
Chemistry of α‐Aminonitriles, Part 45. For part 44, see reference
for part 43, see reference
This work was supported by the Skaggs Research Foundation. G.K.M., K.R.R., H.X., O.M., and F.D.R. are Skaggs Postdoctoral Fellows.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200603207