Jo. Thorell et al., SYNTHESIS OF [1-C-11]D-GLUCOSAMINE AND EVALUATION OF ITS INVIVO DISTRIBUTION IN RAT WITH PET, Applied radiation and isotopes, 44(5), 1993, pp. 799-805
Citations number
24
Categorie Soggetti
Nuclear Sciences & Tecnology","Radiology,Nuclear Medicine & Medical Imaging
D-Glucosamine is a structural unit of many biologically interesting ma
cromolecules. To investigate the feasibility of using labelled D-gluco
samine as a tracer for anabolic processes, a two-step synthetic proced
ure for specifically labelling D-glucosamine in position 1 with carbon
-11 was developed. [C-11]Cyanide was reacted with an imine precursor,
N-benzyl-D-arabinosylamine, to generate the [1-C-11]alpha-amino nitril
e. Reduction to [1-C-11]D-glucosamine was accomplished by catalytic hy
drogenation using PdCl2 and the N-benzyl group was simultaneously remo
ved. The total synthesis time from end-of-trapping of [C-11]cyanide wa
s 40-45 min and the decay-corrected radiochemical yield was 5-10% afte
r HPLC isolation. The biodistribution of [1-C-11]D-glucosamine in rat
following i.v. bolus injection was investigated using positron emissio
n tomography and showed that the availability of this substance for CN
S anabolism is low with the primary limitation being the intact blood-
brain barrier.