Summary
We have studied the oligomerization reactions of the 2-methylimidazolide derivatives of 3-isoisoguanosine 5′-phosphate (2) and 3-isoxanthosine 5′-phosphate (5) in the presence of a variety of homopolynucleotide templates. In no case did we observe a substantial template-facilitated production of long oligomers. Polyuridylic acid directed the synthesis of low molecular-weight products from both monomers. Polycytidylic acid, polyadenylic acid, polyinosinic acid, and polyguanylic acid were ineffective as templates in the systems that we investigated.
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Abbreviations
- Poly(U):
-
polyuridylic acid
- poly(C):
-
polycytidylic acid
- poly(A):
-
polyadenylic acid
- poly(G):
-
polyguanylic acid
- poly(I):
-
polyinosinic acid
- iX:
-
3-isoxanthosine
- piX:
-
3-isoxanthosine 5′-phosphate
- 2-MeImpiX:
-
the 2-methylimidazolide of isoxanthosine 5′-phosphate
- iiG:
-
3-isoisoguanosine
- piiG:
-
3-isoisoguanosine 5′-phosphate
- 2-MeImpiiG:
-
the 2-methylimidazolide of 3-isoisoguanosine 5′-phosphate
- I-MeIm:
-
I-methylimidazole
- 2-MeIm:
-
2-methylimidazole
- DCC:
-
dicyclohexylcarbodiimide
- FAB:
-
fast atom bombardment
- TEAB:
-
triethylammonium bicarbonate
- TLC:
-
thin layer chromatography
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Hill, A.R., Kumar, S., Patil, V.D. et al. Which 3-ribofuranosyl-substituted purine 5′-phosphates undergo template-directed oligomerization?. J Mol Evol 32, 447–453 (1991). https://doi.org/10.1007/BF02102646
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DOI: https://doi.org/10.1007/BF02102646