9-Acridinylpeptides and 9-acridinyl-4-nitrophenylsulfonylpeptides. Synthesis, binding to DNA, and photoinduced DNA cleavage

TY - JOUR

T1 - 9-Acridinylpeptides and 9-acridinyl-4-nitrophenylsulfonylpeptides. Synthesis, binding to DNA, and photoinduced DNA cleavage

AU - Karup, G

AU - Buchardt, O

AU - Nielsen, Peter E.

PY - 1988/11

Y1 - 1988/11

N2 - The preparation of 6-(9-acridinylamino)hexanoic acid DHBT ester and N alpha-Fmoc-N epsilon-(4-nitrophenylsulfonyl)-L-lysine DHBT ester and their application in solid phase peptide synthesis are described. The 9-acridinylamino ligand was shown to confer high DNA affinity, probably by intercalation, to the resulting peptides. The 4-nitrophenylsulfamido ligand furthermore resulted in "photonuclease" activity of some of the modified peptides.

AB - The preparation of 6-(9-acridinylamino)hexanoic acid DHBT ester and N alpha-Fmoc-N epsilon-(4-nitrophenylsulfonyl)-L-lysine DHBT ester and their application in solid phase peptide synthesis are described. The 9-acridinylamino ligand was shown to confer high DNA affinity, probably by intercalation, to the resulting peptides. The 4-nitrophenylsulfamido ligand furthermore resulted in "photonuclease" activity of some of the modified peptides.

KW - Acridines/chemical synthesis

KW - Amino Acid Sequence

KW - Chemical Phenomena

KW - Chemistry

KW - DNA/drug effects

KW - Molecular Sequence Data

KW - Molecular Structure

KW - Nitrobenzenes/chemical synthesis

KW - Peptides/chemical synthesis

KW - Photochemistry

KW - Sulfones/chemical synthesis

M3 - Journal article

C2 - 3209353

SN - 0367-8377

VL - 32

SP - 331

EP - 343

JO - International Journal of Peptide and Protein Research

JF - International Journal of Peptide and Protein Research

IS - 5

ER -