Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon

Detalhes bibliográficos
Autor(a) principal: Jarmelo, S.
Data de Publicação: 2006
Outros Autores: Fausto, R.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
Texto Completo: http://hdl.handle.net/10316/5088
https://doi.org/10.1016/j.molstruc.2005.09.021
Resumo: Monomeric serine can be trapped in low temperature argon matrices in different conformers, which can be classified in three groups (A, B, C) accordingly to the main intramolecular interaction they exhibit: A (OHA...N hydrogen bond), B (OHC...N) and C (OHA...O) (subscripts A and C stand for alcohol and carboxylic group, respectively). The OHC...N intramolecular interaction found in B-type conformers is considerably stronger than both the OHA...N and OHA...O hydrogen bonds, and leads to reduce the abundance of B-type form relatively to A and C forms at high temperatures due to entropy effects. When submitted to UV irradiation ([lambda]>200 nm), the main observed photoprocess is decarboxylation, leading to production of CO2 and ethanolamine. A less important photochemical process is also observed, where the compound undergoes decarbonylation, with formation of CO, H2O and acetamide. The two observed photoprocesses were found to be dependent on the conformation assumed by the reactant molecule, with A- and C-type conformers of serine undergoing decarboxylation and B-type conformers decarbonylation.
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spelling Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argonMatrix-isolation infrared spectroscopyEntropy effect on conformational equilibriumConformationally dependent photodecarboxylationMonomeric serine can be trapped in low temperature argon matrices in different conformers, which can be classified in three groups (A, B, C) accordingly to the main intramolecular interaction they exhibit: A (OHA...N hydrogen bond), B (OHC...N) and C (OHA...O) (subscripts A and C stand for alcohol and carboxylic group, respectively). The OHC...N intramolecular interaction found in B-type conformers is considerably stronger than both the OHA...N and OHA...O hydrogen bonds, and leads to reduce the abundance of B-type form relatively to A and C forms at high temperatures due to entropy effects. When submitted to UV irradiation ([lambda]>200 nm), the main observed photoprocess is decarboxylation, leading to production of CO2 and ethanolamine. A less important photochemical process is also observed, where the compound undergoes decarbonylation, with formation of CO, H2O and acetamide. The two observed photoprocesses were found to be dependent on the conformation assumed by the reactant molecule, with A- and C-type conformers of serine undergoing decarboxylation and B-type conformers decarbonylation.http://www.sciencedirect.com/science/article/B6TGS-4HH81VW-3/1/d77a65d2ed3aed1faa11df13313e2b812006info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleaplication/PDFhttp://hdl.handle.net/10316/5088http://hdl.handle.net/10316/5088https://doi.org/10.1016/j.molstruc.2005.09.021engJournal of Molecular Structure. 786:2-3 (2006) 175-181Jarmelo, S.Fausto, R.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:RCAAP2020-11-06T16:49:16Zoai:estudogeral.uc.pt:10316/5088Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T21:01:18.742598Repositório 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 Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
title Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
spellingShingle Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
Jarmelo, S.
Matrix-isolation infrared spectroscopy
Entropy effect on conformational equilibrium
Conformationally dependent photodecarboxylation
title_short Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
title_full Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
title_fullStr Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
title_full_unstemmed Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
title_sort Entropy effects in conformational distribution and conformationally dependent UV-induced photolysis of serine monomer isolated in solid argon
author Jarmelo, S.
author_facet Jarmelo, S.
Fausto, R.
author_role author
author2 Fausto, R.
author2_role author
dc.contributor.author.fl_str_mv Jarmelo, S.
Fausto, R.
dc.subject.por.fl_str_mv Matrix-isolation infrared spectroscopy
Entropy effect on conformational equilibrium
Conformationally dependent photodecarboxylation
topic Matrix-isolation infrared spectroscopy
Entropy effect on conformational equilibrium
Conformationally dependent photodecarboxylation
description Monomeric serine can be trapped in low temperature argon matrices in different conformers, which can be classified in three groups (A, B, C) accordingly to the main intramolecular interaction they exhibit: A (OHA...N hydrogen bond), B (OHC...N) and C (OHA...O) (subscripts A and C stand for alcohol and carboxylic group, respectively). The OHC...N intramolecular interaction found in B-type conformers is considerably stronger than both the OHA...N and OHA...O hydrogen bonds, and leads to reduce the abundance of B-type form relatively to A and C forms at high temperatures due to entropy effects. When submitted to UV irradiation ([lambda]>200 nm), the main observed photoprocess is decarboxylation, leading to production of CO2 and ethanolamine. A less important photochemical process is also observed, where the compound undergoes decarbonylation, with formation of CO, H2O and acetamide. The two observed photoprocesses were found to be dependent on the conformation assumed by the reactant molecule, with A- and C-type conformers of serine undergoing decarboxylation and B-type conformers decarbonylation.
publishDate 2006
dc.date.none.fl_str_mv 2006
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dc.type.driver.fl_str_mv info:eu-repo/semantics/article
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dc.identifier.uri.fl_str_mv http://hdl.handle.net/10316/5088
http://hdl.handle.net/10316/5088
https://doi.org/10.1016/j.molstruc.2005.09.021
url http://hdl.handle.net/10316/5088
https://doi.org/10.1016/j.molstruc.2005.09.021
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of Molecular Structure. 786:2-3 (2006) 175-181
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