Open AccessIndividual pKa Values of Tobramycin, Kanamycin B, Amikacin, Sisomicin, and Netilmicin Determined by Multinuclear NMR Spectroscopy
Author(s) -
Abdulaziz H. Alkhzem,
Timothy J. Woodman,
Ian S. Blagbrough
Publication year - 2020
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.0c02744
Subject(s) - sisomicin , netilmicin , amikacin , tobramycin , kanamycin , chemistry , aminoglycoside , nuclear magnetic resonance spectroscopy , stereochemistry , antibiotics , gentamicin , biochemistry
NMR spectroscopy is a powerful technique for separating and measuring each distinct p K a value of the amino groups around aminoglycoside antibiotics. Unambiguous assignments were made for each individual amine substituent on 2-deoxystreptamine, tobramycin, kanamycin B, amikacin, sisomicin, and netilmicin using variations in the NMR spectroscopic chemical shift (δ) with 1 H, 13 C, and 15 N HMBC; the individual p K a values of netilmicin are reported for the first time.