Asymmetric enzymatic glycosylation of mitoxantrone

Maoquan Zhou; Jon S. Thorson

doi:10.1021/ol200977u

Asymmetric enzymatic glycosylation of mitoxantrone

Maoquan Zhou
, Jon S. Thorson

Producción científica: Article › revisión exhaustiva

27 Citas (Scopus)

Resumen

Using a uniquely promiscuous engineered glycosyltransferase (GT) derived from the macrolide-inactivating GT OleD, a single-step asymmetric glucosylation of one 'arm' of the drug mitoxantrone was efficiently achieved in high stereo- and regiospecificity. The synthesis, structural elucidation, and anticancer activity of the corresponding mitoxantrone 4′-β-d-glucoside are described.

Idioma original	English
Páginas (desde-hasta)	2786-2788
Número de páginas	3
Publicación	Organic Letters
Volumen	13
N.º	10
DOI	https://doi.org/10.1021/ol200977u
Estado	Published - may 20 2011

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National Institute of Allergy and Infectious F32-AI286447 Cydney N. Johnson Diseases National Institute of Allergy and Infectious R01AI168214 Jason W. Rosch Diseases National Institute of Allergy and Infectious P30 Cydney N. Johnson Diseases National Institute of Allergy and Infectious R00-AI166116 Christopher D. Radka Diseases National Institute of Allergy and Infectious T32-AI106700 Cydney N. Johnson Diseases National Institute of Allergy and Infectious R01AI192221 Jason W. Rosch Diseases National Inst...

R01AI052218

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Asymmetric enzymatic glycosylation of mitoxantrone",

abstract = "Using a uniquely promiscuous engineered glycosyltransferase (GT) derived from the macrolide-inactivating GT OleD, a single-step asymmetric glucosylation of one 'arm' of the drug mitoxantrone was efficiently achieved in high stereo- and regiospecificity. The synthesis, structural elucidation, and anticancer activity of the corresponding mitoxantrone 4′-β-d-glucoside are described.",

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AU - Zhou, Maoquan

AU - Thorson, Jon S.

PY - 2011/5/20

Y1 - 2011/5/20

N2 - Using a uniquely promiscuous engineered glycosyltransferase (GT) derived from the macrolide-inactivating GT OleD, a single-step asymmetric glucosylation of one 'arm' of the drug mitoxantrone was efficiently achieved in high stereo- and regiospecificity. The synthesis, structural elucidation, and anticancer activity of the corresponding mitoxantrone 4′-β-d-glucoside are described.

AB - Using a uniquely promiscuous engineered glycosyltransferase (GT) derived from the macrolide-inactivating GT OleD, a single-step asymmetric glucosylation of one 'arm' of the drug mitoxantrone was efficiently achieved in high stereo- and regiospecificity. The synthesis, structural elucidation, and anticancer activity of the corresponding mitoxantrone 4′-β-d-glucoside are described.

UR - https://www.scopus.com/pages/publications/79956071467

UR - https://www.scopus.com/pages/publications/79956071467#tab=citedBy

U2 - 10.1021/ol200977u

DO - 10.1021/ol200977u

M3 - Article

C2 - 21528870

AN - SCOPUS:79956071467

SN - 1523-7060

VL - 13

SP - 2786

EP - 2788

JO - Organic Letters

JF - Organic Letters

IS - 10

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Asymmetric enzymatic glycosylation of mitoxantrone

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