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Title: Synthesis of macrocyclic polyaminocarboxylates and their use for preparing stable radiometal antibody immunoconjugates for therapy, spect and pet imaging

Abstract

A simple method for the synthesis of 1,4,7,10-tetraazacyclododecane N,N'N",N'"-tetraacetic acid and 1,4,8,11-tetraazacyclotetradecane N,N',N",N'"-tetraacetic acid involves cyanomethylating 1,4,7,10-tetraazacyclododecane or 1,4,8,11-tetraazacyclotetradecane to form a tetranitrile and hydrolyzing the tetranitrile. These macrocyclic compounds are functionalized through one of the carboxylates and then conjugated to various biological molecules including monoclonal antibodies. The resulting conjugated molecules are labeled with radiometals for SPECT and PET imaging and for radiotherapy.

Inventors:
 [1];  [2];  [3]
  1. Fairfax, VA
  2. Stony Brook, NY
  3. Setauket, NY
Publication Date:
Research Org.:
Associated Universities, Inc., Upton, NY (United States)
OSTI Identifier:
869952
Patent Number(s):
US 5428156
Application Number:
08/042,249
Assignee:
Associated Universities, Inc. (Washington, DC)
DOE Contract Number:  
AC02-76CH00016
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
synthesis; macrocyclic; polyaminocarboxylates; preparing; stable; radiometal; antibody; immunoconjugates; therapy; spect; pet; imaging; simple; method; 10-tetraazacyclododecane; -tetraacetic; acid; 11-tetraazacyclotetradecane; involves; cyanomethylating; form; tetranitrile; hydrolyzing; compounds; functionalized; carboxylates; conjugated; various; biological; molecules; including; monoclonal; antibodies; resulting; labeled; radiometals; radiotherapy; -tetraacetic acid; biological molecules; stable radiometal; radiometal antibody; acetic acid; monoclonal antibodies; pet imaging; various biological; macrocyclic compounds; molecules including; antibody immunoconjugates; simple method; macrocyclic polyaminocarboxylates; /999/

Citation Formats

Mease, Ronnie C, Mausner, Leonard F, and Srivastava, Suresh C. Synthesis of macrocyclic polyaminocarboxylates and their use for preparing stable radiometal antibody immunoconjugates for therapy, spect and pet imaging. United States: N. p., 1995. Web.
Mease, Ronnie C, Mausner, Leonard F, & Srivastava, Suresh C. Synthesis of macrocyclic polyaminocarboxylates and their use for preparing stable radiometal antibody immunoconjugates for therapy, spect and pet imaging. United States.
Mease, Ronnie C, Mausner, Leonard F, and Srivastava, Suresh C. 1995. "Synthesis of macrocyclic polyaminocarboxylates and their use for preparing stable radiometal antibody immunoconjugates for therapy, spect and pet imaging". United States. https://www.osti.gov/servlets/purl/869952.
@article{osti_869952,
title = {Synthesis of macrocyclic polyaminocarboxylates and their use for preparing stable radiometal antibody immunoconjugates for therapy, spect and pet imaging},
author = {Mease, Ronnie C and Mausner, Leonard F and Srivastava, Suresh C},
abstractNote = {A simple method for the synthesis of 1,4,7,10-tetraazacyclododecane N,N'N",N'"-tetraacetic acid and 1,4,8,11-tetraazacyclotetradecane N,N',N",N'"-tetraacetic acid involves cyanomethylating 1,4,7,10-tetraazacyclododecane or 1,4,8,11-tetraazacyclotetradecane to form a tetranitrile and hydrolyzing the tetranitrile. These macrocyclic compounds are functionalized through one of the carboxylates and then conjugated to various biological molecules including monoclonal antibodies. The resulting conjugated molecules are labeled with radiometals for SPECT and PET imaging and for radiotherapy.},
doi = {},
url = {https://www.osti.gov/biblio/869952}, journal = {},
number = ,
volume = ,
place = {United States},
year = {1995},
month = {6}
}

Works referenced in this record:

Investigations of N-linked macrocycles for 111in and 90Y labeling of proteins
journal, February 1992


Gd(DOTA): An alternative to Gd(DTPA) as aT1,2 relaxation agent for NMR imaging or spectroscopy
journal, October 1986


Copper chelates as probes of biological systems: Stable copper complexes with a macrocyclic bifunctional chelating agent
journal, July 1985


Synthesis of a kinetically stable yttrium-90 labelled macrocycle–antibody conjugate
journal, January 1989


Preparation and characterization of paramagnetic polychelates and their protein conjugates
journal, January 1990


Simplified method for conjugating macrocyclic bifunctional chelating agents to antibodies via 2-iminothiolane
journal, May 1990


Newer approaches to the radiolabeling of monoclonal antibodies by use of metal chelates
journal, January 1991


An efficient method for labelling antibodies with 111 In
journal, January 1984