Premium
Structural requirements for stable binding of technetium‐99m to derivatives of triglycine
Author(s) -
Vanbilloen Hubert P.,
Busson Roger,
Verbruggen Alfons M.
Publication year - 2001
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.435
Subject(s) - chemistry , thiol , amine gas treating , pyrrole , thiophene , technetium , dithiol , polymer chemistry , medicinal chemistry , stereochemistry , organic chemistry , nuclear chemistry
To study the importance of the thiol function of mercaptoacetyltriglycine (MAG3) for complexing technetium, we investigated a number of derivatives wherein the thiol function of MAG3, is replaced by other metal binding groups such as 3‐nitropropionyl, thiophene‐2‐carbonyl, pyrrole‐2‐carbonyl, acetoacetyl, hydroxyacetyl, picolyl or aminoacetyl. These groups have the potential to form a bond with Tc via a free electron pair or the loss of a proton. 3‐Nitropropionyltriglycine, thiophene‐2‐carbonyltriglycine and pyrrole‐2‐carbonyl‐triglycine were not able to form a single complex with 99m Tc. Under the experimental conditions, acetoacetyltriglycine forms a rather unstable 99m Tc‐complex. On the other hand, the acetoacetyl group possesses sufficient complexing capacity to serve as the fourth coordination site of a tetraligand with a strongly technetium binding thiol and two amides. Hydroxyacetyltriglycine and derivatives of MAG3 in which the thiol group is substituted by an aromatic amine, as in picolyltriglycine, or an aliphatic amine, as in tetraglycine and other tetrapeptides, form complexes with technetium‐99m which are stable for several hours. Copyright © 2001 John Wiley & Sons, Ltd.