Individual p KaValues of Tobramycin, Kanamycin B, Amikacin, Sisomicin, and Netilmicin Determined by Multinuclear NMR Spectroscopy

Abdulaziz H. Alkhzem; Timothy J. Woodman; Ian S. Blagbrough

doi:10.1021/acsomega.0c02744

Individual p K_aValues of Tobramycin, Kanamycin B, Amikacin, Sisomicin, and Netilmicin Determined by Multinuclear NMR Spectroscopy

Abdulaziz H. Alkhzem, Timothy J. Woodman, Ian S. Blagbrough

Department of Pharmacy & Pharmacology

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

NMR spectroscopy is a powerful technique for separating and measuring each distinct pKa 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 1H, 13C, and 15N HMBC; the individual pKa values of netilmicin are reported for the first time.

Original language	English
Pages (from-to)	21094–21103
Journal	ACS OMEGA
Volume	5
Issue number	33
Early online date	11 Aug 2020
DOIs	https://doi.org/10.1021/acsomega.0c02744
Publication status	Published - 25 Aug 2020

ASJC Scopus subject areas

Chemistry(all)
Chemical Engineering(all)

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abstract = "NMR spectroscopy is a powerful technique for separating and measuring each distinct pKa 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 1H, 13C, and 15N HMBC; the individual pKa values of netilmicin are reported for the first time. ",

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