An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms

Autores
Mak, Melody L.; Salpietro, Salvatore J.; Enriz, Ricardo Daniel; Csizmadia, Imre G.
Año de publicación
2000
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
To explore the conformation intricacies of the guanidine group in the arginine side chain, ab initio computations have been carried out with ethylguanidine and the ethyl guanidinium ion. HF computations have been performed using 3-21G and 6-31G basis sets and DFT calculations were carried out at the B3LYP/6- 31G(d) level of theory. The ethyl guanidinium ion has a single isomer due to its internal symmetry, although this structure has at least three conformations. However, several structures were found and optimized for ethylguanidine, involving the endo- and exo- orientation of the lone NH and torsional angle χ6, as well as the torsional modes associated with χ4 and χ5 Torsional angle χ5 gives rise to s-cis and s-trans structures.
Fil: Mak, Melody L.. University of Toronto; Canadá
Fil: Salpietro, Salvatore J.. University of Toronto; Canadá
Fil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
Fil: Csizmadia, Imre G.. University of Toronto; Canadá
Materia
AB INITIO MO
ARGININE SIDE-CHAIN
CONFORMATIONAL ANALYSIS
ETHYLGUANIDINE
ETHYLGUANIDINIUM ION
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/134973
Acceder
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repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] formsMak, Melody L.Salpietro, Salvatore J.Enriz, Ricardo DanielCsizmadia, Imre G.AB INITIO MOARGININE SIDE-CHAINCONFORMATIONAL ANALYSISETHYLGUANIDINEETHYLGUANIDINIUM IONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1To explore the conformation intricacies of the guanidine group in the arginine side chain, ab initio computations have been carried out with ethylguanidine and the ethyl guanidinium ion. HF computations have been performed using 3-21G and 6-31G basis sets and DFT calculations were carried out at the B3LYP/6- 31G(d) level of theory. The ethyl guanidinium ion has a single isomer due to its internal symmetry, although this structure has at least three conformations. However, several structures were found and optimized for ethylguanidine, involving the endo- and exo- orientation of the lone NH and torsional angle χ6, as well as the torsional modes associated with χ4 and χ5 Torsional angle χ5 gives rise to s-cis and s-trans structures.Fil: Mak, Melody L.. University of Toronto; CanadáFil: Salpietro, Salvatore J.. University of Toronto; CanadáFil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; ArgentinaFil: Csizmadia, Imre G.. University of Toronto; CanadáNational Research Council Canada-NRC Research Press2000-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/134973Mak, Melody L.; Salpietro, Salvatore J.; Enriz, Ricardo Daniel; Csizmadia, Imre G.; An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms; National Research Council Canada-NRC Research Press; Canadian Journal of Chemistry; 78; 5; 5-2000; 626-6410008-40421480-3291CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://cdnsciencepub.com/doi/10.1139/v00-065info:eu-repo/semantics/altIdentifier/doi/10.1139/v00-065info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:42:14Zoai:ri.conicet.gov.ar:11336/134973instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:42:14.396CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
title An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
spellingShingle An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
Mak, Melody L.
AB INITIO MO
ARGININE SIDE-CHAIN
CONFORMATIONAL ANALYSIS
ETHYLGUANIDINE
ETHYLGUANIDINIUM ION
title_short An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
title_full An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
title_fullStr An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
title_full_unstemmed An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
title_sort An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms
dc.creator.none.fl_str_mv Mak, Melody L.
Salpietro, Salvatore J.
Enriz, Ricardo Daniel
Csizmadia, Imre G.
author Mak, Melody L.
author_facet Mak, Melody L.
Salpietro, Salvatore J.
Enriz, Ricardo Daniel
Csizmadia, Imre G.
author_role author
author2 Salpietro, Salvatore J.
Enriz, Ricardo Daniel
Csizmadia, Imre G.
author2_role author
author
author
dc.subject.none.fl_str_mv AB INITIO MO
ARGININE SIDE-CHAIN
CONFORMATIONAL ANALYSIS
ETHYLGUANIDINE
ETHYLGUANIDINIUM ION
topic AB INITIO MO
ARGININE SIDE-CHAIN
CONFORMATIONAL ANALYSIS
ETHYLGUANIDINE
ETHYLGUANIDINIUM ION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv To explore the conformation intricacies of the guanidine group in the arginine side chain, ab initio computations have been carried out with ethylguanidine and the ethyl guanidinium ion. HF computations have been performed using 3-21G and 6-31G basis sets and DFT calculations were carried out at the B3LYP/6- 31G(d) level of theory. The ethyl guanidinium ion has a single isomer due to its internal symmetry, although this structure has at least three conformations. However, several structures were found and optimized for ethylguanidine, involving the endo- and exo- orientation of the lone NH and torsional angle χ6, as well as the torsional modes associated with χ4 and χ5 Torsional angle χ5 gives rise to s-cis and s-trans structures.
Fil: Mak, Melody L.. University of Toronto; Canadá
Fil: Salpietro, Salvatore J.. University of Toronto; Canadá
Fil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
Fil: Csizmadia, Imre G.. University of Toronto; Canadá
description To explore the conformation intricacies of the guanidine group in the arginine side chain, ab initio computations have been carried out with ethylguanidine and the ethyl guanidinium ion. HF computations have been performed using 3-21G and 6-31G basis sets and DFT calculations were carried out at the B3LYP/6- 31G(d) level of theory. The ethyl guanidinium ion has a single isomer due to its internal symmetry, although this structure has at least three conformations. However, several structures were found and optimized for ethylguanidine, involving the endo- and exo- orientation of the lone NH and torsional angle χ6, as well as the torsional modes associated with χ4 and χ5 Torsional angle χ5 gives rise to s-cis and s-trans structures.
publishDate 2000
dc.date.none.fl_str_mv 2000-05
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/134973
Mak, Melody L.; Salpietro, Salvatore J.; Enriz, Ricardo Daniel; Csizmadia, Imre G.; An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms; National Research Council Canada-NRC Research Press; Canadian Journal of Chemistry; 78; 5; 5-2000; 626-641
0008-4042
1480-3291
CONICET Digital
CONICET
url http://hdl.handle.net/11336/134973
identifier_str_mv Mak, Melody L.; Salpietro, Salvatore J.; Enriz, Ricardo Daniel; Csizmadia, Imre G.; An exploratory ab initio study on the conformations of ethylguanidine in its neutral [CH3-CH2-NH-C(=NH)NH2] and protonated [CH3-CH2-NH-C(NH2)2] forms; National Research Council Canada-NRC Research Press; Canadian Journal of Chemistry; 78; 5; 5-2000; 626-641
0008-4042
1480-3291
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://cdnsciencepub.com/doi/10.1139/v00-065
info:eu-repo/semantics/altIdentifier/doi/10.1139/v00-065
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv National Research Council Canada-NRC Research Press
publisher.none.fl_str_mv National Research Council Canada-NRC Research Press
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.982451

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