18 F‐glycosylation using Koenigs–Knorr conditions: a comparative study | Zendy

Maschauer Simone | Zendy; Kuwert Torsten | Zendy; Prante Olaf | Zendy

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18 F‐glycosylation using Koenigs–Knorr conditions: a comparative study

Author(s) -

Maschauer Simone,

Kuwert Torsten,

Prante Olaf

Publication year - 2006

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.1054

Subject(s) - glycosylation , chemistry , yield (engineering) , bromide , biochemistry , organic chemistry , materials science , metallurgy

We compared two 18 F‐glycosylation methods, the BF 3 ‐mediated 18 F‐glycosylation versus the newly developed AgOTf‐activated 18 F‐glycosylation procedure. The AgOTf‐activated 18 F‐glycosylation makes use of 3,4,6‐tri‐O‐acetyl‐2‐deoxy‐2‐[ 18 F]fluoro‐glucopyranosyl bromide and revealed an improved radiochemical yield of 67±6% in the case of a protected serinyl precursor as compared to 27±4% obtained by the BF 3 ‐method. This suggests the suitability of Koenigs–Knorr conditions for 18 F‐glycosylation of protected bioactive peptides. Copyright © 2006 John Wiley & Sons, Ltd.

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