Literature DB >> 26523070

A PROSTHETIC GROUP FOR THE RAPID INTRODUCTION OF FLUORINE INTO PEPTIDES AND FUNCTIONALIZED DRUGS.

K A Jacobson1, D C Furlano1, K L Kirk1.   

Abstract

Fluoride ion as the tetrabutylammonium salt displaces bromide in para-substituted benzyl bromides in acetonitrile or dimethylformamide. The p-bromomethyl benzoyl (BMB) group has been coupled to amino groups, including peptide amino groups, via its N-hydroxysuccinimide ester. In a subsequent step, the facile displacement of bromide by fluoride occurred under conditions compatible for use with (18)F radiotracers.

Entities:  

Year:  2001        PMID： 26523070      PMCID： PMC4626007          DOI： 10.1016/S0022-1139(00)81606-1

Source DB:  PubMed          Journal:  J Fluor Chem        ISSN： 0022-1139            Impact factor:   2.050


  8 in total

1.  A new high affinity, iodinated adenosine receptor antagonist as a radioligand/photoaffinity crosslinking probe.

Authors:  G L Stiles; K A Jacobson
Journal:  Mol Pharmacol       Date:  1987-08       Impact factor: 4.436

2.  Aromatic radiofluorination with [18F]fluorine gas: 6-[18F]fluoro-L-dopa.

Authors:  G Firnau; R Chirakal; E S Garnett
Journal:  J Nucl Med       Date:  1984-11       Impact factor: 10.057

3.  Aromatic retinoic acid analogues. 2. Synthesis and pharmacological activity.

Authors:  M I Dawson; R Chan; P D Hobbs; W R Chao; L J Schiff
Journal:  J Med Chem       Date:  1983-09       Impact factor: 7.446

4.  Visual methods for the nanomolar detection of electrophilic reagents.

Authors:  K A Jacobson; A Patchornik
Journal:  J Biochem Biophys Methods       Date:  1983-11

5.  Radiosynthesis of [18F]3-acetylcyclofoxy: a high affinity opiate antagonist.

Authors:  M A Channing; W C Eckelman; J M Bennett; T R Burke; K C Rice
Journal:  Int J Appl Radiat Isot       Date:  1985-06

6.  N-hydroxysulfosuccinimide active esters: bis(N-hydroxysulfosuccinimide) esters of two dicarboxylic acids are hydrophilic, membrane-impermeant, protein cross-linkers.

Authors:  J V Staros
Journal:  Biochemistry       Date:  1982-08-17       Impact factor: 3.162

7.  8-Substituted xanthines as antagonists at A1- and A2-adenosine receptors.

Authors:  K A Jacobson; R de la Cruz; R Schulick; L Kiriasis; W Padgett; W Pfleiderer; K L Kirk; J L Neumeyer; J W Daly
Journal:  Biochem Pharmacol       Date:  1988-10-01       Impact factor: 5.858

8.  Functionalized congeners of adenosine: preparation of analogues with high affinity for A1-adenosine receptors.

Authors:  K A Jacobson; K L Kirk; W L Padgett; J W Daly
Journal:  J Med Chem       Date:  1985-09       Impact factor: 7.446
  8 in total
  2 in total

Review 1.  PET designated flouride-18 production and chemistry.

Authors:  Orit Jacobson; Xiaoyuan Chen
Journal:  Curr Top Med Chem       Date:  2010       Impact factor: 3.295

2.  18F-labeled insulin: a prosthetic group methodology for incorporation of a positron emitter into peptides and proteins.

Authors:  Y Shai; K L Kirk; M A Channing; B B Dunn; M A Lesniak; R C Eastman; R D Finn; J Roth; K A Jacobson
Journal:  Biochemistry       Date:  1989-05-30       Impact factor: 3.162
  2 in total

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