Protein and peptide labeling with (cyclopentadienyl)tricarbonyl rhenium and technetium.

Abstract

A method for labeling proteins and peptides with (methoxycarbonyl cyclopentadienyl)tricarbonyl rhenium and technetium is described. The precursors used for this labeling are conveniently produced from perrhenate and pertechnetate, respectively, using a double ligand transfer reaction. For labeling the lysine residues of the model protein bovine serum albumin, the technetium methyl ester was saponified and then transformed into its N-hydroxysuccinimidyl ester. For the labeling of the model peptides leucine enkephalin, substance P, oxytocin, and the tumor imaging/therapy candidate octreotide, the rhenium methyl ester was saponified and activated using either 1-hydoxybenzotriazole or 1-hydroxy-7-azabenzotriazole. The activation and peptide-coupling reactions were followed using reversed-phase (C18) HPLC and yields averaged approximately 70%.

• Authors: T W Spradau, J A Katzenellenbogen
• Journal: Bioconjugate chemistry (Bioconjug Chem) 1998 Nov-Dec Vol. 9 Issue 6 Pg. 765-72 ISSN: 1043-1802 [Print] United States
• PMID: 9815171 (Publication Type: Journal Article, Research Support, U.S. Gov't, Non-P.H.S., Research Support, U.S. Gov't, P.H.S.)

Chemical References

• Ligands
• Organometallic Compounds
• Organotechnetium Compounds
• Peptides
• Proteins
• Radioisotopes
• Radiopharmaceuticals
• cyclopentadienyl tricarbonyl rhenium
• cyclopentadienyl tricarbonyl technetium
• Serum Albumin, Bovine
• Substance P
• Oxytocin
• Enkephalin, Leucine
• Rhenium
• Technetium
• Octreotide

Topics

• Chromatography, High Pressure Liquid
• Enkephalin, Leucine (chemistry)
• Ligands
• Octreotide (chemistry)
• Organometallic Compounds (chemistry)
• Organotechnetium Compounds (chemistry)
• Oxytocin (chemistry)
• Peptides (chemistry)
• Proteins (chemistry)
• Radioisotopes
• Radiopharmaceuticals (chemistry)
• Rhenium (chemistry)
• Serum Albumin, Bovine (chemistry)
• Substance P (chemistry)
• Technetium (chemistry)