Method for making fluorinated sugars having a side chain and use thereof

US6355453B1 · kind B1 · utility

Assignee

• Forschungszentrum Jülich GmbH · DE

Inventors

• Juliane Beliczey · Bensberg, DE
• Udo Kragl · Kritzmow, DE
• Andreas Liese · Hamburg, DE
• Christian Wandrey · Jülich, DE
• Kurt Hamacher · Aachen, DE
• Heinz Hubert Coenen · Grevenbroich, DE
• Thomas Tierling · Recklinghausen, DE

Key dates

• Filing date: Jan 14, 2000
• Grant date: Mar 12, 2002
• Expiry date: Jan 14, 2020

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12P19/26
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

Furanosides or pyranosides can be reacted with pyruvate and converted into sialic acids in good yields by an enzymatic synthesis, using a suitable aldolase, where the concentration of aldolase, per 50 mM of pyruvate, is 1 to 2,500 U*/ml. For example, 3-fluoroneuraminic acid and other 3,3-didesoxy-3-fluorononulopyranosonic acid derivatives can be prepared in this manner. The F-atom in the resulting sialic acid (which can be 19F or 19F and 18F) provides a label which makes possible studies of mammalian physiology and diagnosis of mammalian diseases.