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Title: Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M I (CO) 3 ] + (M = Re, 99m Tc) complexes

Abstract

Using a 2 + 1 ligand system for thefac-[M I(CO) 3] +(M = Re, 99mTc) core, the influence of charge and nitrogen donor type were explored to determine labeling efficiency and stability by experimental and computational methods.

Authors:
 [1];  [1];  [1];  [2];  [1]; ORCiD logo [1]
  1. Washington State University; Department of Chemistry; Pullman; USA
  2. Department of Chemistry; University of Missouri; Columbia; USA
Publication Date:
Research Org.:
Washington State Univ., Pullman, WA (United States)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1535133
DOE Contract Number:  
FG02-08ER64672
Resource Type:
Journal Article
Journal Name:
Dalton Transactions
Additional Journal Information:
Journal Volume: 46; Journal Issue: 4; Journal ID: ISSN 1477-9226
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
Chemistry

Citation Formats

Hayes, Thomas R., Bottorff, Shalina C., Slocumb, Winston S., Barnes, Charles L., Clark, Aurora E., and Benny, Paul D. Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M I (CO) 3 ] + (M = Re, 99m Tc) complexes. United States: N. p., 2017. Web. doi:10.1039/c6dt04282a.
Hayes, Thomas R., Bottorff, Shalina C., Slocumb, Winston S., Barnes, Charles L., Clark, Aurora E., & Benny, Paul D. Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M I (CO) 3 ] + (M = Re, 99m Tc) complexes. United States. doi:10.1039/c6dt04282a.
Hayes, Thomas R., Bottorff, Shalina C., Slocumb, Winston S., Barnes, Charles L., Clark, Aurora E., and Benny, Paul D. Sun . "Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M I (CO) 3 ] + (M = Re, 99m Tc) complexes". United States. doi:10.1039/c6dt04282a.
@article{osti_1535133,
title = {Influence of bidentate ligand donor types on the formation and stability in 2 + 1 fac-[M I (CO) 3 ] + (M = Re, 99m Tc) complexes},
author = {Hayes, Thomas R. and Bottorff, Shalina C. and Slocumb, Winston S. and Barnes, Charles L. and Clark, Aurora E. and Benny, Paul D.},
abstractNote = {Using a 2 + 1 ligand system for thefac-[MI(CO)3]+(M = Re,99mTc) core, the influence of charge and nitrogen donor type were explored to determine labeling efficiency and stability by experimental and computational methods.},
doi = {10.1039/c6dt04282a},
journal = {Dalton Transactions},
issn = {1477-9226},
number = 4,
volume = 46,
place = {United States},
year = {2017},
month = {1}
}

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First Application of f ac -[ 99m Tc(OH 2 ) 3 (CO) 3 ] + in Bioorganometallic Chemistry:  Design, Structure, and in Vitro Affinity of a 5-HT 1A Receptor Ligand Labeled with 99m Tc
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Mono-, bi-, or tridentate ligands? The labeling of peptides with99mTc-carbonyls
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A new [2 + 1] mixed ligand concept based on [ 99(m) Tc(OH 2 ) 3 (CO) 3 ] + : a basic study
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Clickable, Hydrophilic Ligand for fac- [M I (CO) 3 ] + (M = Re/ 99m Tc) Applied in an S -Functionalized α-MSH Peptide
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Influence of Functionalized Pyridine Ligands on the Radio/Chemical Behavior of [M I (CO) 3 ] + (M = Re and 99m Tc) 2 + 1 Complexes
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  • Inorganic Chemistry, Vol. 54, Issue 4
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Isostructural Nuclear and Luminescent Probes Derived From Stabilized [2 + 1] Rhenium(I)/Technetium(I) Organometallic Complexes
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Efficient Heck reactions catalyzed by a highly recyclable palladium(ii) complex of a pyridyl-functionalized imidazolium-based ionic liquid
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Rhenium and technetium tricarbonyl complexes of 1,4-Substituted pyridyl-1,2,3-triazole bidentate ‘click’ ligands conjugated to a targeting RGD peptide: Re(CO)
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Cu(I)-Catalyzed Intramolecular Cyclization of Alkynoic Acids in Aqueous Media:  A “Click Side Reaction”
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Imidazole-Based [2 + 1] Re(I)/ 99m Tc(I) Complexes as Isostructural Nuclear and Optical Probes
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CC Coupling of N-Heterocycles at the fac -Re(CO) 3 Fragment: Synthesis of Pyridylimidazole and Bipyridine Ligands
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Antimicrobial Properties of Mono- and Di-fac-rhenium Tricarbonyl 2-Pyridyl-1,2,3-triazole Complexes
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Rhenium and technetium bi- and tricarbonyl complexes in a new strategy for biomolecule incorporation using click chemistry
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Synthesis and biological evaluation of 2,4-diaminopyrimidines as selective Aurora A kinase inhibitors
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Energy-consistent pseudopotentials and correlation consistent basis sets for the 5d elements Hf–Pt
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  • The Journal of Chemical Physics, Vol. 130, Issue 16
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journal, January 1989

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  • The Journal of Chemical Physics, Vol. 90, Issue 2
  • DOI: 10.1063/1.456153

Synthesis and SAR of 99mTc/Re-labeled small molecule prostate specific membrane antigen inhibitors with novel polar chelates
journal, March 2013

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  • Bioorganic & Medicinal Chemistry Letters, Vol. 23, Issue 5
  • DOI: 10.1016/j.bmcl.2012.09.014

Synthesis and SAR of Novel Re/ 99m Tc-Labeled Benzenesulfonamide Carbonic Anhydrase IX Inhibitors for Molecular Imaging of Tumor Hypoxia
journal, January 2013

  • Lu, Genliang; Hillier, Shawn M.; Maresca, Kevin P.
  • Journal of Medicinal Chemistry, Vol. 56, Issue 2
  • DOI: 10.1021/jm3015348

Emulsion Reactors: A New Technique for the Preparation of Molecular Imaging Probes
journal, April 2012

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  • DOI: 10.1002/chem.201200049

    Works referencing / citing this record:

    Mono-, bi-, or tridentate ligands? The labeling of peptides with99mTc-carbonyls
    journal, January 2004

    • Alberto, Roger; Kyong Pak, Jae; van Staveren, Dave
    • Biopolymers, Vol. 76, Issue 4
    • DOI: 10.1002/bip.20129

    Emulsion Reactors: A New Technique for the Preparation of Molecular Imaging Probes
    journal, April 2012

    • Simms, Ryan W.; Kim, Dong Hyun; Weaver, Darren M.
    • Chemistry - A European Journal, Vol. 18, Issue 22
    • DOI: 10.1002/chem.201200049

    CC Coupling of N-Heterocycles at the fac -Re(CO) 3 Fragment: Synthesis of Pyridylimidazole and Bipyridine Ligands
    journal, April 2014

    • Viguri, Maialen Espinal; Pérez , Julio; Riera, Lucía
    • Chemistry - A European Journal, Vol. 20, Issue 19
    • DOI: 10.1002/chem.201400155

    Rhenium and technetium tricarbonyl complexes of 1,4-Substituted pyridyl-1,2,3-triazole bidentate ‘click’ ligands conjugated to a targeting RGD peptide: Re(CO)
    journal, December 2013

    • Connell, Timothy U.; Hayne, David J.; Ackermann, Uwe
    • Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 57, Issue 4
    • DOI: 10.1002/jlcr.3169

    [Tc(CO) 3 ] + chemistry: a promising new concept for SPET?
    journal, September 2003


    Synthesis and SAR of 99mTc/Re-labeled small molecule prostate specific membrane antigen inhibitors with novel polar chelates
    journal, March 2013

    • Lu, Genliang; Maresca, Kevin P.; Hillier, Shawn M.
    • Bioorganic & Medicinal Chemistry Letters, Vol. 23, Issue 5
    • DOI: 10.1016/j.bmcl.2012.09.014

    Synthesis and biological evaluation of 2,4-diaminopyrimidines as selective Aurora A kinase inhibitors
    journal, May 2015


    Clickable, Hydrophilic Ligand for fac- [M I (CO) 3 ] + (M = Re/ 99m Tc) Applied in an S -Functionalized α-MSH Peptide
    journal, February 2014

    • Kasten, Benjamin B.; Ma, Xiaowei; Liu, Hongguang
    • Bioconjugate Chemistry, Vol. 25, Issue 3
    • DOI: 10.1021/bc5000115

    Potential Technetium Small Molecule Radiopharmaceuticals
    journal, September 1999

    • Jurisson, Silvia S.; Lydon, John D.
    • Chemical Reviews, Vol. 99, Issue 9
    • DOI: 10.1021/cr980435t

    Isostructural Nuclear and Luminescent Probes Derived From Stabilized [2 + 1] Rhenium(I)/Technetium(I) Organometallic Complexes
    journal, November 2013

    • Pitchumony, Tamil Selvi; Banevicius, Laura; Janzen, Nancy
    • Inorganic Chemistry, Vol. 52, Issue 23
    • DOI: 10.1021/ic401972g

    Influence of Functionalized Pyridine Ligands on the Radio/Chemical Behavior of [M I (CO) 3 ] + (M = Re and 99m Tc) 2 + 1 Complexes
    journal, January 2015

    • Hayes, Thomas R.; Lyon, Patrice A.; Barnes, Charles L.
    • Inorganic Chemistry, Vol. 54, Issue 4
    • DOI: 10.1021/ic502520x

    Imidazole-Based [2 + 1] Re(I)/ 99m Tc(I) Complexes as Isostructural Nuclear and Optical Probes
    journal, January 2015

    • Yazdani, Abdolreza; Janzen, Nancy; Banevicius, Laura
    • Inorganic Chemistry, Vol. 54, Issue 4
    • DOI: 10.1021/ic502663p

    First Application of f ac -[ 99m Tc(OH 2 ) 3 (CO) 3 ] + in Bioorganometallic Chemistry:  Design, Structure, and in Vitro Affinity of a 5-HT 1A Receptor Ligand Labeled with 99m Tc
    journal, June 1999

    • Alberto, Roger; Schibli, Roger; Schubiger, August P.
    • Journal of the American Chemical Society, Vol. 121, Issue 25
    • DOI: 10.1021/ja990765a

    Synthesis and SAR of Novel Re/ 99m Tc-Labeled Benzenesulfonamide Carbonic Anhydrase IX Inhibitors for Molecular Imaging of Tumor Hypoxia
    journal, January 2013

    • Lu, Genliang; Hillier, Shawn M.; Maresca, Kevin P.
    • Journal of Medicinal Chemistry, Vol. 56, Issue 2
    • DOI: 10.1021/jm3015348

    Cu(I)-Catalyzed Intramolecular Cyclization of Alkynoic Acids in Aqueous Media:  A “Click Side Reaction”
    journal, December 2007

    • Mindt, Thomas L.; Schibli, Roger
    • The Journal of Organic Chemistry, Vol. 72, Issue 26
    • DOI: 10.1021/jo702030e

    A new [2 + 1] mixed ligand concept based on [ 99(m) Tc(OH 2 ) 3 (CO) 3 ] + : a basic study
    journal, January 2004

    • Mundwiler, Stefan; Kündig, Monika; Ortner, Kirstin
    • Dalton Trans., Issue 9
    • DOI: 10.1039/b400220b

    Efficient Heck reactions catalyzed by a highly recyclable palladium(ii) complex of a pyridyl-functionalized imidazolium-based ionic liquid
    journal, January 2007

    • Wang, Ruihu; Xiao, Ji-Chang; Twamley, Brendan
    • Organic & Biomolecular Chemistry, Vol. 5, Issue 4
    • DOI: 10.1039/b616529j

    Energy-consistent pseudopotentials and correlation consistent basis sets for the 5d elements Hf–Pt
    journal, April 2009

    • Figgen, Detlev; Peterson, Kirk A.; Dolg, Michael
    • The Journal of Chemical Physics, Vol. 130, Issue 16
    • DOI: 10.1063/1.3119665

    Gaussian basis sets for use in correlated molecular calculations. I. The atoms boron through neon and hydrogen
    journal, January 1989

    • Dunning, Thom H.
    • The Journal of Chemical Physics, Vol. 90, Issue 2
    • DOI: 10.1063/1.456153

    Density‐functional thermochemistry. III. The role of exact exchange
    journal, April 1993

    • Becke, Axel D.
    • The Journal of Chemical Physics, Vol. 98, Issue 7, p. 5648-5652
    • DOI: 10.1063/1.464913

    Tricarbonylrhenium(I) complexes with the N ,6-dimethylpyridine-2-carbothioamide ligand: combined experimental and calculation studies
    journal, May 2018

    • Lyczko, Krzysztof; Lyczko, Monika; Meczynska-Wielgosz, Sylwia
    • Journal of Coordination Chemistry, Vol. 71, Issue 14
    • DOI: 10.1080/00958972.2018.1476686

    Potential of the "[M(CO)3]+" (M = Re, Tc) Moiety for the Labeling of Biomolecules
    journal, January 1997