Increased DNA binding and sequence discrimination of PNA oligomers containing 2,6-diaminopurine

TY - JOUR

T1 - Increased DNA binding and sequence discrimination of PNA oligomers containing 2,6-diaminopurine

AU - Haaima, G

AU - Dahl, O

AU - Nielsen, Peter E.

PY - 1997/11/15

Y1 - 1997/11/15

N2 - The synthesis of a diaminopurine PNA monomer, N-[N6-(benzyloxycarbonyl)-2,6-diaminopurine-9-yl] acetyl-N-(2-t-butyloxycarbonylaminoethyl)glycine, and the incorporation of this monomer into PNA oligomers are described. Substitution of adenine by diaminopurine in PNA oligomers increased the T m of duplexes formed with complementary DNA, RNA or PNA by 2.5-6.5 degrees C per diaminopurine. Furthermore, discrimination against mismatches facing the diaminopurine in the hybridizing oligomer is improved. Finally, a homopurine decamer PNA containing six diaminopurines is shown to form a (gel shift) stable strand displacement complex with a target in a 246 bp double-stranded DNA fragment.

AB - The synthesis of a diaminopurine PNA monomer, N-[N6-(benzyloxycarbonyl)-2,6-diaminopurine-9-yl] acetyl-N-(2-t-butyloxycarbonylaminoethyl)glycine, and the incorporation of this monomer into PNA oligomers are described. Substitution of adenine by diaminopurine in PNA oligomers increased the T m of duplexes formed with complementary DNA, RNA or PNA by 2.5-6.5 degrees C per diaminopurine. Furthermore, discrimination against mismatches facing the diaminopurine in the hybridizing oligomer is improved. Finally, a homopurine decamer PNA containing six diaminopurines is shown to form a (gel shift) stable strand displacement complex with a target in a 246 bp double-stranded DNA fragment.

KW - 2-Aminopurine/analogs & derivatives

KW - Adenine

KW - DNA/metabolism

KW - Molecular Mimicry

KW - Nucleic Acids/chemical synthesis

KW - Nylons/chemical synthesis

KW - Peptides/chemistry

M3 - Journal article

C2 - 9358176

SN - 0305-1048

VL - 25

SP - 4639

EP - 4643

JO - Nucleic Acids Research

JF - Nucleic Acids Research

IS - 22

ER -