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Nonenzymatic Oligomerization Reactions on Templates Containing Inosinic Acid or Diaminopurine Nucleotide Residues
Author(s) -
Kozlov Igor A.,
Orgel Leslie E.
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19991110)82:11<1799::aid-hlca1799>3.0.co;2-s
Subject(s) - chemistry , nucleotide , template , oligonucleotide , nucleoside , phosphodiester bond , stereochemistry , alkylation , combinatorial chemistry , biochemistry , dna , catalysis , rna , nanotechnology , materials science , gene
The template‐directed oligomerization of nucleoside‐5′‐phosphoro‐2‐methyl imidazolides on standard oligonucleotide templates has been studied extensively. Here, we describe experiments with templates in which inosinic acid (I) is substituted for guanylic acid, or 2,6‐diaminopurine nucleotide (D) for adenylic acid. We find that the substitution of I for G in a template is strongly inhibitory and prevents any incorporation of C into internal positions in the oligomeric products of the reaction. The substitution of D for A, on the contrary, leads to increased incorporation of U into the products. We found no evidence for the template‐directed facilitation of oligomerization of A or I through A – I base pairing. The significance of these results for prebiotic chemistry is discussed.