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Effects of pD on ring‐stacking interactions between dinucleoside phosphates and tryptamine
Author(s) -
Kolodny N. H.,
Neville A. C.
Publication year - 1980
Publication title -
biopolymers
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.556
H-Index - 125
eISSN - 1097-0282
pISSN - 0006-3525
DOI - 10.1002/bip.1980.360191207
Subject(s) - tryptamine , chemistry , ring (chemistry) , nucleotide , anomer , stacking , stereochemistry , conformational isomerism , indole test , crystallography , ribose , proton , protonation , phosphate , intermolecular force , nuclear magnetic resonance spectroscopy , chemical shift , proton magnetic resonance , ion , molecule , organic chemistry , nuclear magnetic resonance , biochemistry , physics , quantum mechanics , gene , enzyme
Complex formation between tryptamine and mononucleotides and dinucleoside phosphates containing adenine and/or cytosine has been studied at five pD's ranging from 1.1 to 7.4 by proton magnetic resonance spectroscopy. Chemical shifts of base ring protons and the ribose anomeric proton in the nucleotides and indole ring protons in tryptamine were monitored and their changes with pD and intermolecular interactions interpreted qualitatively. Stacked complexes were found to exist at all pD's in the range studied. Complex geometries differ depending on pD. An electrostatic interaction between the tryptamine amino group and the nucleotide phosphate group contributes to complex formation above pD 4 but is not strong enough to shift the dinucleoside phosphate equilibrium towards the unstacked conformer.