TY - JOUR
T1 - Adenine nucleotide recognition by spiramycin and some of its aromatic derivatives
AU - Rivera-Márquez, Karla Isabel
AU - Godoy-Alcántar, Carolina
AU - Claudio-Catalán, Miguel Ángel
AU - Medrano, Felipe
N1 - Publisher Copyright:
© 2016, Springer Science+Business Media Dordrecht.
PY - 2016/12/8
Y1 - 2016/12/8
N2 - Association of adenine nucleotides with the macrocyclic antibiotic Spiramycin and two of its aromatic derivatives was studied by potentiometric titrations, 1H and 31P NMR spectrometry and molecular modelling. Spiramycin binds adenine nucleotides with K ≈ 103–104 M−1 and selectivity for ADP over ATP or AMP. The introduction of aromatic moieties reduces the strength of the binding but, selectivity order changes to ATP > ADP > AMP. Molecular models showed that complexes are mainly stabilized by electrostatic interactions between the protonated amino groups of the receptors and the phosphate groups of the nucleotides.
AB - Association of adenine nucleotides with the macrocyclic antibiotic Spiramycin and two of its aromatic derivatives was studied by potentiometric titrations, 1H and 31P NMR spectrometry and molecular modelling. Spiramycin binds adenine nucleotides with K ≈ 103–104 M−1 and selectivity for ADP over ATP or AMP. The introduction of aromatic moieties reduces the strength of the binding but, selectivity order changes to ATP > ADP > AMP. Molecular models showed that complexes are mainly stabilized by electrostatic interactions between the protonated amino groups of the receptors and the phosphate groups of the nucleotides.
KW - Macrolide
KW - Nucleotide recognition
KW - Spiramycin
UR - http://www.scopus.com/inward/record.url?scp=85013765349&partnerID=8YFLogxK
U2 - 10.1007/s10847-016-0654-8
DO - 10.1007/s10847-016-0654-8
M3 - Artículo
AN - SCOPUS:85013765349
VL - 86
SP - 211
EP - 219
JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry
JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry
SN - 0923-0750
IS - 3-4
ER -