Document Detail

Picolylamine-methylphosphonic acid esters as tridentate ligands for the labeling of alcohols with the fac-[M(CO)3]+ core (M = 99mTc, Re): synthesis and biodistribution of model compounds and of a 99mTc-labeled cobinamide.
MedLine Citation:
PMID:  15982578     Owner:  NLM     Status:  MEDLINE    
[(Methyl-pyridin-2-ylmethyl-amino)-methyl]-phosphonic acid is a new bifunctional chelator for the fac-[(99m)Tc(CO(3))](+) core which can be linked to biomolecules via formation of phosphonic acid esters. Its synthesis and the coupling to model alcohols and to a bioactive molecule (cobinamide) are described. The rhenium complexes [Re(CO)(3)L] of the esters have been prepared and characterized, one of them by X-ray crystallography. The model esters could be labeled with [(99m)Tc(OH(2))(3)(CO)(3)](+) under mild conditions and relatively low ligand concentration with >97% yield and only one isomer formed. The (99m)Tc-labeled cobinamide analog was a mixture of four isomers. It bound strongly to transcobalamin I (TC I, haptocorrin) but only slightly to transcobalamin II (TC II) and intrinsic factor (IF), reflecting the binding abilities of cobinamide. Biodistribution studies in mice with B(16) melanoma exhibited fast clearance with no specific tissue binding.
Stefan Mundwiler; Robert Waibel; Bernhard Spingler; Susanne Kunze; Roger Alberto
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Nuclear medicine and biology     Volume:  32     ISSN:  0969-8051     ISO Abbreviation:  Nucl. Med. Biol.     Publication Date:  2005 Jul 
Date Detail:
Created Date:  2005-06-28     Completed Date:  2005-12-07     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  9304420     Medline TA:  Nucl Med Biol     Country:  England    
Other Details:
Languages:  eng     Pagination:  473-84     Citation Subset:  IM    
Institute of Inorganic Chemistry, University of Zürich, Switzerland.
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MeSH Terms
Alcohols / metabolism*
Cobamides / metabolism*
Magnetic Resonance Spectroscopy
Mice, Inbred BALB C
Organometallic Compounds / chemical synthesis*,  chemistry,  metabolism
Organophosphorus Compounds / metabolism*
Organotechnetium Compounds / chemical synthesis*,  chemistry,  metabolism
Radiopharmaceuticals / chemical synthesis*,  chemistry,  metabolism
Rhenium / metabolism*
Technetium / diagnostic use*
Tissue Distribution
Reg. No./Substance:
0/Alcohols; 0/Cobamides; 0/Ligands; 0/Organometallic Compounds; 0/Organophosphorus Compounds; 0/Organotechnetium Compounds; 0/Radiopharmaceuticals; 13497-85-3/cobinamide; 7440-15-5/Rhenium; 7440-26-8/Technetium; 993-13-5/methylphosphonic acid

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