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
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...
| Autores: | ; ; ; |
|---|---|
| Tipo de documento: | Artículo |
| Estado: | Published version |
| Fecha de publicación: | 2000 |
| País: | Argentina |
| Institución: | Consejo Nacional de Investigaciones Científicas y Técnicas |
| Repositorio: | CONICET Digital (CONICET) |
| Lenguaje: | Inglés |
| OAI Identifier: | oai:ri.conicet.gov.ar:11336/134973 |
| Acceso en línea: | http://hdl.handle.net/11336/134973 |
| Nivel de acceso: | Acceso abierto |
| Palabra clave: | AB INITIO MO ARGININE SIDE-CHAIN CONFORMATIONAL ANALYSIS ETHYLGUANIDINE ETHYLGUANIDINIUM ION https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| _version_ | 1878403288366317568 |
|---|---|
| author | Mak, Melody L. |
| author2 | Salpietro, Salvatore J. Enriz, Ricardo Daniel Csizmadia, Imre G. |
| author2_role | author author author |
| author_browse | Csizmadia, Imre G. Enriz, Ricardo Daniel Mak, Melody L. Salpietro, Salvatore J. |
| author_facet | Mak, Melody L. Salpietro, Salvatore J. Enriz, Ricardo Daniel Csizmadia, Imre G. |
| author_role | author |
| collection | CONICET Digital (CONICET) |
| 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. |
| eu_rights_str_mv | openAccess |
| format | article |
| id | AR_620db02f2e404072792d4af375b8f46b |
| 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 |
| institution | Consejo Nacional de Investigaciones Científicas y Técnicas |
| instname_str | Consejo Nacional de Investigaciones Científicas y Técnicas |
| language | eng |
| network_acronym_str | AR |
| network_name_str | Argentina |
| oai_identifier_str | oai:ri.conicet.gov.ar:11336/134973 |
| publishDate | 2000 |
| publishDateSort | 2000 |
| publisher | National Research Council Canada-NRC Research Press |
| publisherStr | National Research Council Canada-NRC Research Press |
| reponame_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] forms Mak, Melody L. Salpietro, Salvatore J. Enriz, Ricardo Daniel Csizmadia, Imre G. AB INITIO MO ARGININE SIDE-CHAIN CONFORMATIONAL ANALYSIS ETHYLGUANIDINE ETHYLGUANIDINIUM ION https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 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 National Research Council Canada-NRC Research Press 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 |
| 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 https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| status_str | publishedVersion |
| 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 |
| 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_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_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 |
| topic | AB INITIO MO ARGININE SIDE-CHAIN CONFORMATIONAL ANALYSIS ETHYLGUANIDINE ETHYLGUANIDINIUM ION https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| topic_facet | AB INITIO MO ARGININE SIDE-CHAIN CONFORMATIONAL ANALYSIS ETHYLGUANIDINE ETHYLGUANIDINIUM ION https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
| url | http://hdl.handle.net/11336/134973 |