Document Detail


Synthesis of [(18)F]SiFB: a prosthetic group for direct protein radiolabeling for application in positron emission tomography.
MedLine Citation:
PMID:  23037310     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
N-Succinimidyl 3-(di-tert-butyl[(18)F]fluorosilyl)benzoate ([(18)F]SiFB) is a highly reactive prosthetic group for radiolabeling of proteins for use in positron emission tomography (PET). It is similar to N-succinimidyl-4-[(18)F]fluorobenzoate ([(18)F]SFB), the 'gold-standard' prosthetic group for protein (18)F-labeling, but can be synthesized using a much shorter and technically easier procedure. A recently reported simple procedure to obtain anhydrous (18)F- by avoiding time-consuming azeotropic drying is applied with a slight modification to prevent basic hydrolysis of the active N-hydroxysuccinimide (NHS) ester moiety of [(18)F]SiFB. The labeling of [(18)F]SiFB is performed by a fast (18)F-(19)F isotopic exchange (IE) reaction at room temperature (20-25 °C) within 30 min. [(18)F]SiFB is purified using a C18 cartridge instead of HPLC, further decreasing the overall time required for protein labeling. High specific activities > 18.5 GBq μmol(-1) (> 500 Ci mmol(-1)) can be obtained. Finally, incubation of [(18)F]SiFB with the desired protein in an aqueous solution at pH 9, followed by HPLC purification, provides the final solution of the labeled protein ready for in vivo applications.
Authors:
Alexey P Kostikov; Joshua Chin; Katy Orchowski; Esther Schirrmacher; Sabrina Niedermoser; Klaus Jurkschat; Liuba Iovkova-Berends; Carmen Wängler; Björn Wängler; Ralf Schirrmacher
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2012-10-04
Journal Detail:
Title:  Nature protocols     Volume:  7     ISSN:  1750-2799     ISO Abbreviation:  Nat Protoc     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-10-05     Completed Date:  2013-03-19     Revised Date:  2013-03-21    
Medline Journal Info:
Nlm Unique ID:  101284307     Medline TA:  Nat Protoc     Country:  England    
Other Details:
Languages:  eng     Pagination:  1956-63     Citation Subset:  IM    
Affiliation:
McConnell Brain Imaging Centre, Montreal Neurological Institute, McGill University, Montreal, Quebec, Canada.
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MeSH Terms
Descriptor/Qualifier:
Bicyclo Compounds, Heterocyclic / chemistry
Halogenation
Isotope Labeling / methods*
Organosilicon Compounds / chemical synthesis*
Oxalic Acid / chemistry
Positron-Emission Tomography / methods*
Proteins / analysis,  chemistry
Succinimides / chemical synthesis*
Chemical
Reg. No./Substance:
0/Bicyclo Compounds, Heterocyclic; 0/N-succinimidyl 3-(di-tert-butylfluorosilyl)benzoate; 0/Organosilicon Compounds; 0/Proteins; 0/Succinimides; 144-62-7/Oxalic Acid; 23978-09-8/cryptating agent 222

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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