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

Mease, Ronnie C; Mausner, Leonard F; Srivastava, Suresh C

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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:

Mease, Ronnie C ^[1]; Mausner, Leonard F ^[2]; Srivastava, Suresh C ^[3]

Fairfax, VA
Stony Brook, NY
Setauket, NY

Issue Date:: 1995-06-27

Research Org.:: Associated Universities, Inc., Upton, NY (United States)

OSTI Identifier:: 869952

Patent Number(s):: 5428156

Application Number:: 08/042,249

Assignee:: Associated Universities, Inc. (Washington, DC)

Patent Classifications (CPCs):: C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS

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C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
C07D257/02 - not condensed with other rings
C07D403/12 - linked by a chain containing hetero atoms as chain links

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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.

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                    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.

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                    Mease, Ronnie C, Mausner, Leonard F, and Srivastava, Suresh C. Tue .  
        "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.

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@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          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {1995},

  month        = {6}

}

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Works referenced in this record:

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

Wu, C.; Virzi, F.; Hnatowich, D. J.
International Journal of Radiation Applications and Instrumentation. Part B. Nuclear Medicine and Biology, Vol. 19, Issue 2
https://doi.org/10.1016/0883-2897(92)90012-N

Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1,4,7-tris(carboxymethyl)-10-substituted-1,4,7,10-tetraazacyclododecanes and their corresponding gadolinium chelates
journal, March 1991

Dischino, D. D.; Delaney, E. J.; Emswiler, J. E.
Inorganic Chemistry, Vol. 30, Issue 6
https://doi.org/10.1021/ic00006a020

The peptide way to macrocyclic bifunctional chelating agents: synthesis of 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N",N'''-tetraacetic acid and study of its yttrium(III) complex
journal, August 1988

Moi, Min K.; Meares, Claude F.; DeNardo, Sally J.
Journal of the American Chemical Society, Vol. 110, Issue 18
https://doi.org/10.1021/ja00226a063

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

Magerstädt, Michael; Gansow, Otto A.; Brechbiel, Martin W.
Magnetic Resonance in Medicine, Vol. 3, Issue 5
https://doi.org/10.1002/mrm.1910030517

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

Moi, Min K.; Meares, Claude F.; McCall, Michael J.
Analytical Biochemistry, Vol. 148, Issue 1
https://doi.org/10.1016/0003-2697(85)90653-0

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

Cox, Jonathan P. L.; Jankowski, Karl J.; Kataky, Ritu
J. Chem. Soc., Chem. Commun., Issue 12
https://doi.org/10.1039/C39890000797

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

Sieving, Paul F.; Watson, Alan D.; Rocklage, Scott M.
Bioconjugate Chemistry, Vol. 1, Issue 1
https://doi.org/10.1021/bc00001a008

Nuclear magnetic resonance spectroscopy of lanthanide complexes with a tetraacetic tetraaza macrocycle. Unusual conformation properties
journal, May 1980

Desreux, J. F.
Inorganic Chemistry, Vol. 19, Issue 5
https://doi.org/10.1021/ic50207a042

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

McCall, Michael J.; Diril, Habibe; Meares, Claude F.
Bioconjugate Chemistry, Vol. 1, Issue 3
https://doi.org/10.1021/bc00003a007

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

Gansow, Otto A.
International Journal of Radiation Applications and Instrumentation. Part B. Nuclear Medicine and Biology, Vol. 18, Issue 4
https://doi.org/10.1016/0883-2897(91)90063-Q

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

Buckley, R. G.; Searle, F.
FEBS Letters, Vol. 166, Issue 1
https://doi.org/10.1016/0014-5793(84)80073-3

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Similar Records

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

Abstract

Citation Formats

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

Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1,4,7-tris(carboxymethyl)-10-substituted-1,4,7,10-tetraazacyclododecanes and their corresponding gadolinium chelates journal, March 1991

The peptide way to macrocyclic bifunctional chelating agents: synthesis of 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N",N'''-tetraacetic acid and study of its yttrium(III) complex journal, August 1988

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

Nuclear magnetic resonance spectroscopy of lanthanide complexes with a tetraacetic tetraaza macrocycle. Unusual conformation properties journal, May 1980

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

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

Synthesis of nonionic gadolinium chelates useful as contrast agents for magnetic resonance imaging: 1,4,7-tris(carboxymethyl)-10-substituted-1,4,7,10-tetraazacyclododecanes and their corresponding gadolinium chelates
journal, March 1991

The peptide way to macrocyclic bifunctional chelating agents: synthesis of 2-(p-nitrobenzyl)-1,4,7,10-tetraazacyclododecane-N,N',N",N'''-tetraacetic acid and study of its yttrium(III) complex
journal, August 1988

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

Nuclear magnetic resonance spectroscopy of lanthanide complexes with a tetraacetic tetraaza macrocycle. Unusual conformation properties
journal, May 1980

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