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- Title
Determination of protonation constants of some fluorinated polyamines by means of <sup>13</sup>C NMR data processed by the new computer program HypNMR2000. Protonation sequence in polyamines.
- Authors
Frassineti, Chiara; Alderighi, Lucia; Gans, Peter; Sabatini, Antonio; Vacca, Alberto; Ghelli, Stefano
- Abstract
The pKa values of 6-fluoro-4,8-diazadodecane-1,12-diamine (6-fluorospermine) (1), 6,6-difluoro-4,8-diazadodecane-1,12-diamine (6,6-difluorospermine) (2), 6-fluoro-4-azaoctane-1,8-diamine (6-fluorospermidine) (3) and 6,6-difluoro-4-azaoctane-1,8-diamine (6,6-difluorospermidine) (4) in D2O solution have been determined at 40 °C from 13C NMR chemical shifts data using the new computer program HypNMR2000. The enthalpies of protonation of compounds 1–4 and the parent amines spermine (5) and spermidine (6) have been determined from microcalorimetric titration data. The values of ΔH° were used to derive basicity constants relative to 25 °C. The NMR data have been analysed by two different methods to obtain information on the protonation sequence in the polyamines 1–5. The protonation sequence for spermine is related to its biological activity.
- Publication
Analytical & Bioanalytical Chemistry, 2003, Vol 376, Issue 7, p1041
- ISSN
1618-2642
- Publication type
Academic Journal
- DOI
10.1007/s00216-003-2020-0