Literature DB >> 6705813

Synthesis and biodistribution of 2-deoxy-2-[18F]fluoro-D-glucopyranosyl [18F]fluoride in mice.

C Y Shiue, C D Arnett, A P Wolf.   

Abstract

The synthesis and biodistribution of 2-deoxy-2-[18F]fluoro-D-glucopyranosyl [18F]fluoride (4 approximately) in mice are described. Reaction of 3,4,6-tri-O-acetyl-D-glucal (1 approximately) with [18F]F2 in freon-11 at -78 degrees C gives 2-deoxy-2-[18F]fluoro-3,4,6-tri-O-acetyl-alpha-D-glucopyranosyl [18F]fluoride (2 approximately) and 2-deoxy-2-[18F]fluoro-3,4,6-tri-O-acetyl-beta-D-mannopyranosyl [18F]fluoride (3 approximately). Partial hydrolysis of 2 approximately with NaOMe/MeOH gives compound 4 approximately in a radiochemical yield of approximately 28% (based on 18F recovered) and in a synthesis time of 70 min from EOB. The biodistribution of compound 4 approximately in mice suggests that it defluorinates in vivo to give 2-deoxy-2-[18F]fluoro-D-glucose (5 approximately) and [18F]fluoride as metabolites.

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Year:  1984        PMID: 6705813     DOI: 10.1007/bf00254441

Source DB:  PubMed          Journal:  Eur J Nucl Med        ISSN: 0340-6997


  22 in total

1.  Radiopharmaceuticals XXVII. 18F-labeled 2-deoxy-2-fluoro-d-glucose as a radiopharmaceutical for measuring regional myocardial glucose metabolism in vivo: tissue distribution and imaging studies in animals.

Authors:  B M Gallagher; A Ansari; H Atkins; V Casella; D R Christman; J S Fowler; T Ido; R R MacGregor; P Som; C N Wan; A P Wolf; D E Kuhl; M Reivich
Journal:  J Nucl Med       Date:  1977-10       Impact factor: 10.057

2.  The [18F]fluorodeoxyglucose method for the measurement of local cerebral glucose utilization in man.

Authors:  M Reivich; D Kuhl; A Wolf; J Greenberg; M Phelps; T Ido; V Casella; J Fowler; E Hoffman; A Alavi; P Som; L Sokoloff
Journal:  Circ Res       Date:  1979-01       Impact factor: 17.367

3.  The unit operations approach applied to the synthesis of [1(-11)C]2-deoxy-D-glucose for routine clinical applications.

Authors:  H C Padgett; J R Barrio; N S MacDonald; M E Phelps
Journal:  J Nucl Med       Date:  1982-08       Impact factor: 10.057

4.  A synthesis of 2-deoxy-D-[1-11C]glucose for regional metabolic studies: concise communication.

Authors:  R R MacGregor; J S Fowler; A P Wolf; C Y Shiue; R E Lade; C N Wan
Journal:  J Nucl Med       Date:  1981-09       Impact factor: 10.057

5.  Remote control synthesis of 3-[11C]-methyl-D-glucose.

Authors:  P Laufer; G Kloster
Journal:  Int J Appl Radiat Isot       Date:  1982-09

6.  [18F]-labeled 3-deoxy-3-fluoro-D-glucose: synthesis and preliminary biodistribution data.

Authors:  T J Tewson; M J Welch; M E Raichle
Journal:  J Nucl Med       Date:  1978-12       Impact factor: 10.057

7.  75,77Br- and 123I-analogues of D-glucose as potential tracers for glucose utilisation in heart and brain.

Authors:  G Kloster; P Laufer; W Wutz; G Stöcklin
Journal:  Eur J Nucl Med       Date:  1983

8.  Enzymic hydrolysis of the carbon-fluorine bond of alpha-D-glucosyl fluoride by rat intestinal mucosa. Localization of intestinal maltase.

Authors:  J E Barnett; W T Jarvis; K A Munday
Journal:  Biochem J       Date:  1967-06       Impact factor: 3.857

9.  Use of 2-deoxy-D[1-11C]glucose for the determination of local cerebral glucose metabolism in humans: variation within and between subjects.

Authors:  M Reivich; A Alavi; A Wolf; J H Greenberg; J Fowler; D Christman; R MacGregor; S C Jones; J London; C Shiue; Y Yonekura
Journal:  J Cereb Blood Flow Metab       Date:  1982-09       Impact factor: 6.200

10.  The hydrolysis of glycosyl fluorides by glycosidases.

Authors:  J E Barnett; W T Jarvis; K A Munday
Journal:  Biochem J       Date:  1967-11       Impact factor: 3.857

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  1 in total

1.  Synthesis of 2-deoxy-2-[82Br]bromo-D-mannose and related compounds and their biodistributions in mice.

Authors:  Y G Zhou; C Y Shiue; A P Wolf; C D Arnett
Journal:  Eur J Nucl Med       Date:  1985
  1 in total

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