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Manganese-catalyzed oligomerizations of nucleotide analogs

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Summary

The synthesis of pyrophosphate-linked oligomers from the bis-phosphoimidazolides of deoxyadenosine and deoxyguanosine, as well as from acyclic analogs of these nucleosides, is catalyzed much more effectively by Mn(II) than by Mg(II). The presence of Mn(II) reduces the extent of cyclization of the monomer-bis-phosphoimidazolide and thereby increases the yields of oligomeric products. The Mn(II)-catalyzed oligomerization is less sensitive to the presence of a complementary polynucleotide template than is the Mg(II)-catalyzed reaction.

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Abbreviations

EDAC:

1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride

Tris:

tris(hydroxymethyl)aminomethane

bis-Tris:

bis(2-hydroxyethyl)imino-tris(hydroxymethyl)methane

KEDTA:

the potassium salt of ethylene diamine tetraacetic acid

G:

9-[(1,3-dihydroxy-2-propoxy)methyl]guanine

A:

9-[(1,3-dihydroxy-2-propoxy)-methyl]adenosine

dG:

2′-deoxyguanosine

dA:

2′-deoxyadenosine

poly(C):

polycytidylic acid

poly(U):

polyuridylic acid

N:

dG, dA, G, or A

pNp:

the bis-phosphate of N

ImpNpIm:

the bis-phosphoimidazolide of N

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Nucleic Acid-Like Structures VII. For the previous paper in this series see Visscher et al. (1989)

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Visscher, J., Schwartz, A.W. Manganese-catalyzed oligomerizations of nucleotide analogs. J Mol Evol 29, 284–287 (1989). https://doi.org/10.1007/BF02103615

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  • DOI: https://doi.org/10.1007/BF02103615

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