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Title: Production of radiolabeled monoclonal antibody conjugates by photoaffinity labeling

Abstract

This report discusses activities and progress that has occurred since initiation of this project on September 1, 1989. We have synthesized ethyl N,N{prime}-bis(benzoylmercaptoacetyl)-2,3-diaminopropanoate, a ligand to be used as a bifunctional chelating agent (BFCA), to form {sup 186}Re or {sup 188}Re ({sup 186}Re/{sup 188}Re) complexes. {sup 186}Re/{sup 188}Re, in reducing media, reacts with this ligand to form {sup 186}Re/{sup 188}Re-CO{sub 2}DADS chelates that will be used to formulate new radiolabeled photoaffinity labels (RPALs). Initial steps have been taken to synthesize R-As-dithiol compounds. This approach will be used to produce {sup 77}As-RPALs or covalently link {sup 77}As directly to monoclonal antibodies (MAbs). The R group will contain a group that can be used for conjugation reactions. Spectral and photochemical properties of various types of photoaffinity labels (PALs) have been studied. Acrylo-azido compounds and 9-azido acridine have been studied as well as several other photoprobes. The binding characteristics of the azido-based PALs to HSA have been studied and progress has been made on developing techniques for efficiently separating of non-covalently sound PALs. The Nd-YAG laser was purchased and arrived in 1990. It has been assembled and tested and is now operational.

Authors:
; ; ; ;  [1];  [2]
  1. Missouri Univ., Columbia, MO (USA)
  2. Harry S. Truman Memorial Veterans Hospital, Columbia, MO (USA)
Publication Date:
Research Org.:
Missouri Univ., Columbia, MO (USA)
Sponsoring Org.:
DOE/ER
OSTI Identifier:
6445745
Report Number(s):
DOE/ER/60875-1
ON: DE91000827
DOE Contract Number:  
FG02-89ER60875
Resource Type:
Technical Report
Country of Publication:
United States
Language:
English
Subject:
59 BASIC BIOLOGICAL SCIENCES; 38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; MONOCLONAL ANTIBODIES; LABELLING; RHENIUM COMPLEXES; SYNTHESIS; ACRIDINES; AFFINITY; ARSENIC 77; ARSENIC COMPOUNDS; CHELATES; CHELATING AGENTS; CHEMICAL REACTIONS; LIGANDS; PHOTOCHEMISTRY; PROGRESS REPORT; REACTION INTERMEDIATES; RHENIUM 186; RHENIUM 188; SEPARATION PROCESSES; ANTIBODIES; AROMATICS; ARSENIC ISOTOPES; AZAARENES; AZINES; BETA DECAY RADIOISOTOPES; BETA-MINUS DECAY RADIOISOTOPES; CHEMISTRY; COMPLEXES; DAYS LIVING RADIOISOTOPES; DOCUMENT TYPES; ELECTRON CAPTURE RADIOISOTOPES; HEAVY NUCLEI; HETEROCYCLIC COMPOUNDS; HOURS LIVING RADIOISOTOPES; INTERMEDIATE MASS NUCLEI; INTERNAL CONVERSION RADIOISOTOPES; ISOMERIC TRANSITION ISOTOPES; ISOTOPES; MINUTES LIVING RADIOISOTOPES; NUCLEI; ODD-EVEN NUCLEI; ODD-ODD NUCLEI; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; PYRIDINES; RADIOISOTOPES; RHENIUM ISOTOPES; TRANSITION ELEMENT COMPLEXES; 550201* - Biochemistry- Tracer Techniques; 400703 - Radiochemistry & Nuclear Chemistry- Radioisotope Production

Citation Formats

Volkert, W A, Ketring, A R, Kuntz, R R, Holmes, R A, Mitchell, E P, and Feldbush, T L. Production of radiolabeled monoclonal antibody conjugates by photoaffinity labeling. United States: N. p., 1990. Web. doi:10.2172/6445745.
Volkert, W A, Ketring, A R, Kuntz, R R, Holmes, R A, Mitchell, E P, & Feldbush, T L. Production of radiolabeled monoclonal antibody conjugates by photoaffinity labeling. United States. https://doi.org/10.2172/6445745
Volkert, W A, Ketring, A R, Kuntz, R R, Holmes, R A, Mitchell, E P, and Feldbush, T L. 1990. "Production of radiolabeled monoclonal antibody conjugates by photoaffinity labeling". United States. https://doi.org/10.2172/6445745. https://www.osti.gov/servlets/purl/6445745.
@article{osti_6445745,
title = {Production of radiolabeled monoclonal antibody conjugates by photoaffinity labeling},
author = {Volkert, W A and Ketring, A R and Kuntz, R R and Holmes, R A and Mitchell, E P and Feldbush, T L},
abstractNote = {This report discusses activities and progress that has occurred since initiation of this project on September 1, 1989. We have synthesized ethyl N,N{prime}-bis(benzoylmercaptoacetyl)-2,3-diaminopropanoate, a ligand to be used as a bifunctional chelating agent (BFCA), to form {sup 186}Re or {sup 188}Re ({sup 186}Re/{sup 188}Re) complexes. {sup 186}Re/{sup 188}Re, in reducing media, reacts with this ligand to form {sup 186}Re/{sup 188}Re-CO{sub 2}DADS chelates that will be used to formulate new radiolabeled photoaffinity labels (RPALs). Initial steps have been taken to synthesize R-As-dithiol compounds. This approach will be used to produce {sup 77}As-RPALs or covalently link {sup 77}As directly to monoclonal antibodies (MAbs). The R group will contain a group that can be used for conjugation reactions. Spectral and photochemical properties of various types of photoaffinity labels (PALs) have been studied. Acrylo-azido compounds and 9-azido acridine have been studied as well as several other photoprobes. The binding characteristics of the azido-based PALs to HSA have been studied and progress has been made on developing techniques for efficiently separating of non-covalently sound PALs. The Nd-YAG laser was purchased and arrived in 1990. It has been assembled and tested and is now operational.},
doi = {10.2172/6445745},
url = {https://www.osti.gov/biblio/6445745}, journal = {},
number = ,
volume = ,
place = {United States},
year = {Fri Jun 01 00:00:00 EDT 1990},
month = {Fri Jun 01 00:00:00 EDT 1990}
}