A convenient photosynthesis of uniformly [C-14]-labelled D-glucose, D-fructose and sucrose, and chemical synthesis of methyl-alpha-D-glucopyranoside ([U-C-14]-glucose)

作者：Srinivas G; Unny V K P^*; Mukkanti K; Choudary B M

来源：Applied Radiation and Isotopes, 2013, 72: 145-151.

DOI：10.1016/j.apradiso.2012.10.016

• Uniformly [C-14]-labelling of glucose
• Fructose and sucrose
• Photosynthesis of [C-14]-labelled carbohydrates
• Methyl-alpha-D-glucopyranoside ([U-C-14]-glucose)
• Montmorillonites (cation exchanged M+n-monts) as catalyst in glycosidation
• Amberlite IR-120 (H+)

A convenient photosynthesis of uniformly [C-14 Habelled o-glucose, o-fructose and sucrose, and chemical synthesis of methyl-alpha-D-glucopyranoside ([U-C-14]-glucose)/[C-14]-AMG, in short. The photosynthesis of D-[U-C-14]-glucose, and two other [C-14]-sugars (fructose and sucrose) with high specific activity using 'Canna indica' leaf, (CO2)-C-14 and water in presence of light is presented in this paper. Further, the D-[U-C-14]-glucose obtained was converted to methyl-alpha-D-glucopyranoside ( [U-C-14]-glucose)/[C-14]-AMG having 98% radiochemical purity and specific activity in the range of 250-300 mCi/mmole, using montmorillonites (M+n-monts).
'canna indica' leaf (CO2)-C-14,H2O -> light D-[U-C-14]-glucose superdry-methanul/montmonllonites (M+n-ments)->Delta [C-14]=AMG
This paper describes a convenient procedure for the radiochemical preparation of D-[U-C-14-glucose, D [U-C-14] and [U-C-14]-sucrose with high specific activity by photosynthesis using 'canna indica' leaf, [C-14]-carbon dioxide and water in presence of light in a closed system. The [C-14]-sugars formed were extracted, separated and then purified by paper chromatography. Further, the pure D-[U-C-14]-glucose obtained was converted to methyl-a-o-glucopyranoside ([U-C-14]-glucose) by glycosidation with methanol using (i) HCl, the conventional Fischer method (ii) heterogeneous organic cation exchange resin (Amberlite IR-120 (H+)) and (iii) heterogeneous inorganic cation exchanged montmorillonites called metal M+n-monts. The results indicated that the latter in the form of Fe+3-montmorillonite gave a better yield (65%) as compared to others (40-56%). The radiochemical purity of the no-carrier added product was more than 98%. The product retained its specific activity as that of the starting material which is in the range of 250-300 mCi/mmole (9.25-11.1 GBq/mmole), suitable for use as a radiotracer in biochemical investigations.

• 出版日期2013-2