Hydrogen bonding and protonation effects in amino acids' anthraquinone derivatives - spectroscopic and electrochemical studies
PBN-AR
Instytucja
Wydział Chemii (Uniwersytet Gdański)
Informacje podstawowe
Główny język publikacji
en
Czasopismo
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
ISSN
1386-1425
EISSN
Wydawca
Elsevier BV
DOI
Rok publikacji
2019
Numer zeszytu
Strony od-do
1-11
Numer tomu
222
Identyfikator DOI
Liczba arkuszy
0.5
Słowa kluczowe
en
Anthraquinone
amino acids
pyroglutamic acid
hydrogen bonding
protonation
electrochemistry
Streszczenia
Język
en
Treść
Six novel amino acid chromophores were synthesized and their spectroscopic, acid-base, and electrochemical properties are discussed in this work. In studied compounds, selected amino acid residues (L-Aspartic acid, LGlutamic acid, L-Glutamine, L-Histidine, L-Lysine, L-Arginine) are attached to the 1-(piperazine) 9,10-anthraquinone skeleton via the amide bond between the carboxyl group of amino acid and nitrogen atomof the piperazine ring. All derivatives have been characterized using a variety of spectroscopic techniques (mass spectrometry, 1HNMR, UV–Vis, IR spectroscopy), acid-base (electrochemical and UV–Vis) titrations, and cyclic voltammetry methods. Basing on observed experimental effects, supported by quantum chemical simulations, the structureproperties links were established. They are indicative of the specific interactions within and/or in-between amino acid side groups,which are prone to formboth, intra- and intermolecular hydrogen bonds aswell as electrostatic interactions with the anthraquinone system.
Inne
System-identifier
UOG38818ea162184da39868e67990efed54
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