Proton Speciation and Microspeciation of Serotonin and 5‐Hydroxytryptophan

@article{Mazk2009ProtonSA,
  title={Proton Speciation and Microspeciation of Serotonin and 5‐Hydroxytryptophan},
  author={K{\'a}roly Maz{\'a}k and Veronika D{\'o}czy and J{\'o}zsef K{\"o}k{\"o}si and B{\'e}la Nosz{\'a}l},
  journal={Chemistry \& Biodiversity},
  year={2009},
  volume={6}
}
Protonation equilibria of the neurotransmitter serotonin and its precursor 5-hydroxytryptophan (5-HTP) are characterized at the macroscopic and microscopic levels. 1H-NMR-pH and UV-pH titrations were carried out to determine the macroconstants. Microconstants were obtained by appropriate combination of interactivity parameters and model compounds, allowing the calculation of all the twelve microconstants, the eight microspecies concentrations, and three site-interactivity parameters of 5-HTP… 
Passive Membrane Penetration of the Serotonin Precursor 5‐Hydroxytryptophan is Controlled by Its Zwitterion
TLDR
Although the non‐charged microspecies of 5‐HTP is 151 times more lipophilic than its zwitterionic protonation isomer, the overwhelming dominance of the zwingerionic form ensures that its contribution to the overall lipophilicity exceeds 1320 times that of the non-charged one.
Lipophilicity of morphine microspecies and their contribution to the lipophilicity profile.
  • K. Mazák, B. Noszál
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    European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences
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Advances in microspeciation of drugs and biomolecules: Species-specific concentrations, acid-base properties and related parameters.
Structure Determination of Serotonin using Quantum Approximations
ARTICLE INFO The role played by computational quantum theory methods especially HartreeFock (HF) and Density functional theory (DFT) in physical chemistry and theoretical physics is very important
Lipophilicity of zwitterions and related species: a new insight.
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    European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences
  • 2011
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Research into the various hypotheses discussed in this chapter would greatly benefit cancer patients experiencing fatigue, including muscle wasting, involving both the degradation of muscle and the inhibition of muscle regeneration.
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