Literature DB >> 19303067

A series of 2-O-trifluoromethylsulfonyl-D-mannopyranosides as precursors for concomitant 18F-labeling and glycosylation by click chemistry.

Simone Maschauer1, Olaf Prante.   

Abstract

A series of 'clickable' mannopyranosides bearing a triflate leaving group at C-2 position were synthesized and tested for their potential as (18)F-labeling precursors. 3,4,6-Tri-O-acetyl-2-O-trifluoromethanesulfonyl-beta-D-mannopyranosyl azide (2beta) was the most convenient precursor for a site-specific and reliable click chemistry-based three-step, two-pot concomitant (18)F-labeling and glycosylation of an alkyne-functionalized amino acid derivative.

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Year:  2009        PMID: 19303067     DOI: 10.1016/j.carres.2009.02.001

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  16 in total

Review 1.  18 F-Labeling of Sensitive Biomolecules for Positron Emission Tomography.

Authors:  Hema S Krishnan; Longle Ma; Neil Vasdev; Steven H Liang
Journal:  Chemistry       Date:  2017-09-01       Impact factor: 5.236

2.  Synthesis and in vivo evaluation of an (18)F-labeled glycoconjugate of PD156707 for imaging ETA receptor expression in thyroid carcinoma by positron emission tomography.

Authors:  Simone Maschauer; Kristin Michel; Philipp Tripal; Katrin Büther; Torsten Kuwert; Otmar Schober; Klaus Kopka; Burkhard Riemann; Olaf Prante
Journal:  Am J Nucl Med Mol Imaging       Date:  2013-09-19

3.  Synthesis and Preclinical Evaluation of Folate-NOTA-Al(18)F for PET Imaging of Folate-Receptor-Positive Tumors.

Authors:  Qingshou Chen; Xiangjun Meng; Paul McQuade; Daniel Rubins; Shu-An Lin; Zhizhen Zeng; Hyking Haley; Patricia Miller; Dinko González Trotter; Philip S Low
Journal:  Mol Pharm       Date:  2016-04-18       Impact factor: 4.939

Review 4.  Analysis of carbohydrates and glycoconjugates by matrix-assisted laser desorption/ionization mass spectrometry: an update for 2009-2010.

Authors:  David J Harvey
Journal:  Mass Spectrom Rev       Date:  2014-05-26       Impact factor: 10.946

5.  Prototypic 18F-Labeled Argininamide-Type Neuropeptide Y Y1R Antagonists as Tracers for PET Imaging of Mammary Carcinoma.

Authors:  Max Keller; Simone Maschauer; Albert Brennauer; Philipp Tripal; Norman Koglin; Ralf Dittrich; Günther Bernhardt; Torsten Kuwert; Hans-Jürgen Wester; Armin Buschauer; Olaf Prante
Journal:  ACS Med Chem Lett       Date:  2017-02-21       Impact factor: 4.345

6.  Synthesis of a (68)ga-labeled peptoid-Peptide hybrid for imaging of neurotensin receptor expression in vivo.

Authors:  Simone Maschauer; Jürgen Einsiedel; Carsten Hocke; Harald Hübner; Torsten Kuwert; Peter Gmeiner; Olaf Prante
Journal:  ACS Med Chem Lett       Date:  2010-05-21       Impact factor: 4.345

7.  Improved PET imaging of tumors in mice using a novel (18) F-folate conjugate with an albumin-binding entity.

Authors:  Cindy R Fischer; Viola Groehn; Josefine Reber; Roger Schibli; Simon M Ametamey; Cristina Müller
Journal:  Mol Imaging Biol       Date:  2013-12       Impact factor: 3.488

8.  Erosion of stereochemical control with increasing nucleophilicity: O-glycosylation at the diffusion limit.

Authors:  Matthew G Beaver; K A Woerpel
Journal:  J Org Chem       Date:  2010-02-19       Impact factor: 4.354

Review 9.  PET radiopharmaceuticals for imaging integrin expression: tracers in clinical studies and recent developments.

Authors:  Roland Haubner; Simone Maschauer; Olaf Prante
Journal:  Biomed Res Int       Date:  2014-06-11       Impact factor: 3.411

Review 10.  Sweetening pharmaceutical radiochemistry by (18)f-fluoroglycosylation: a short review.

Authors:  Simone Maschauer; Olaf Prante
Journal:  Biomed Res Int       Date:  2014-06-01       Impact factor: 3.411

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