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

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

27 Citations (SciVal)

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

General Chemistry
General Chemical Engineering

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10.1021/acsomega.0c02744Licence: CC BY

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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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AU - Alkhzem, Abdulaziz H.

AU - Woodman, Timothy J.

AU - Blagbrough, Ian S.

PY - 2020/8/25

Y1 - 2020/8/25

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85090937683

U2 - 10.1021/acsomega.0c02744

DO - 10.1021/acsomega.0c02744

M3 - Article

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ER -

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

Abstract

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