Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution
Autor(a) principal: | |
---|---|
Data de Publicação: | 1999 |
Outros Autores: | , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/10316/8106 https://doi.org/10.1002/(SICI)1099-0682(19990202)1999:2<287::AID-EJIC287>3.0.CO;2-W |
Resumo: | The interactions between α-, β-, and γ-CD and the TmIII chelates of the macrocyclic polyaminopolycarboxylates DOTA and NOTA were studied with the use of 1H- and 13C-NMR shift and relaxation rate measurements. Interactions were only observed between Tm(DOTA)- and γ-CD. The structure and the stability of the concerning supramolecular structures was elucidated by fitting of the NMR titration curves to a theoretical model. It appears that an inclusion compound is formed, where the hydrophobic macrocyclic part of the chelate sits in the γ-CD cavity. This inclusion compound binds a second Tm(DOTA)- molecule at the outside lower rim of the CD cone. The binding occurs probably via hydrogen bonds between non-chelated carboxylate oxygen atoms of the concerning Tm(DOTA)- and CH2OH groups of the γ-CD molecule, which are in a favorable position due to opening of the γ-CD cone angle as a result of the inclusion of the first γ-CD. |
id |
RCAP_9f4f3313ed552636707d0da87eac4da1 |
---|---|
oai_identifier_str |
oai:estudogeral.uc.pt:10316/8106 |
network_acronym_str |
RCAP |
network_name_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository_id_str |
7160 |
spelling |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous SolutionThe interactions between α-, β-, and γ-CD and the TmIII chelates of the macrocyclic polyaminopolycarboxylates DOTA and NOTA were studied with the use of 1H- and 13C-NMR shift and relaxation rate measurements. Interactions were only observed between Tm(DOTA)- and γ-CD. The structure and the stability of the concerning supramolecular structures was elucidated by fitting of the NMR titration curves to a theoretical model. It appears that an inclusion compound is formed, where the hydrophobic macrocyclic part of the chelate sits in the γ-CD cavity. This inclusion compound binds a second Tm(DOTA)- molecule at the outside lower rim of the CD cone. The binding occurs probably via hydrogen bonds between non-chelated carboxylate oxygen atoms of the concerning Tm(DOTA)- and CH2OH groups of the γ-CD molecule, which are in a favorable position due to opening of the γ-CD cone angle as a result of the inclusion of the first γ-CD.1999info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://hdl.handle.net/10316/8106http://hdl.handle.net/10316/8106https://doi.org/10.1002/(SICI)1099-0682(19990202)1999:2<287::AID-EJIC287>3.0.CO;2-WengEuropean Journal of Inorganic Chemistry. 1999:2 (1999) 287-293Zitha-Bovens, EmrinBekkum, Herman vanPeters, Joop A.Geraldes, Carlos F. G. C.info:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2020-02-11T18:17:24Zoai:estudogeral.uc.pt:10316/8106Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:55:43.799241Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
title |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
spellingShingle |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution Zitha-Bovens, Emrin |
title_short |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
title_full |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
title_fullStr |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
title_full_unstemmed |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
title_sort |
Interactions Between Cyclodextrins and TmIII Chelates of Polyazamacrocycles as Studied by NMR in Aqueous Solution |
author |
Zitha-Bovens, Emrin |
author_facet |
Zitha-Bovens, Emrin Bekkum, Herman van Peters, Joop A. Geraldes, Carlos F. G. C. |
author_role |
author |
author2 |
Bekkum, Herman van Peters, Joop A. Geraldes, Carlos F. G. C. |
author2_role |
author author author |
dc.contributor.author.fl_str_mv |
Zitha-Bovens, Emrin Bekkum, Herman van Peters, Joop A. Geraldes, Carlos F. G. C. |
description |
The interactions between α-, β-, and γ-CD and the TmIII chelates of the macrocyclic polyaminopolycarboxylates DOTA and NOTA were studied with the use of 1H- and 13C-NMR shift and relaxation rate measurements. Interactions were only observed between Tm(DOTA)- and γ-CD. The structure and the stability of the concerning supramolecular structures was elucidated by fitting of the NMR titration curves to a theoretical model. It appears that an inclusion compound is formed, where the hydrophobic macrocyclic part of the chelate sits in the γ-CD cavity. This inclusion compound binds a second Tm(DOTA)- molecule at the outside lower rim of the CD cone. The binding occurs probably via hydrogen bonds between non-chelated carboxylate oxygen atoms of the concerning Tm(DOTA)- and CH2OH groups of the γ-CD molecule, which are in a favorable position due to opening of the γ-CD cone angle as a result of the inclusion of the first γ-CD. |
publishDate |
1999 |
dc.date.none.fl_str_mv |
1999 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10316/8106 http://hdl.handle.net/10316/8106 https://doi.org/10.1002/(SICI)1099-0682(19990202)1999:2<287::AID-EJIC287>3.0.CO;2-W |
url |
http://hdl.handle.net/10316/8106 https://doi.org/10.1002/(SICI)1099-0682(19990202)1999:2<287::AID-EJIC287>3.0.CO;2-W |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
European Journal of Inorganic Chemistry. 1999:2 (1999) 287-293 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
|
_version_ |
1799133843740950528 |