Methodology for the rapid separation of gentamicin components and regiospecific synthesis of gentamicin conjugates

Autor:	Jonathan Grote, Donald W. Johnson, Richard J. Himmelsbach
Rok vydání:	2012
Předmět:	Preparative hplc General method Chromatography Chemistry Organic Chemistry Biochemistry chemistry.chemical_compound Drug Discovery medicine Gentamicin Uv detection Benzyl chloroformate Conjugate medicine.drug
Zdroj:	Tetrahedron Letters. 53:6751-6754
ISSN:	0040-4039
DOI:	10.1016/j.tetlet.2012.09.113
Popis:	An efficient synthesis of a single conjugate of gentamicin is described. Reaction of the primarily three component gentamicin complex with excess benzyl chloroformate provided a mixture of the amine-protected components which were separable at scale by preparative HPLC using UV detection. Mild deprotection provided the pure separated components. Conjugation of one deprotected component permitted preparation of a single, manufacturable gentamicin conjugate. These strategies provide a general method for the separation of gentamicin components as well as a useful solution for the regiospecific synthesis of gentamicin conjugates.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::81663b8525c229446bc72473d7598a01 https://doi.org/10.1016/j.tetlet.2012.09.113 Zobrazit plný text záznamu Full Text from ScienceDirect