Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes
Pantothenic acid, also called vitamin B5, is an essential nutrient involved in several metabolic pathways. It shows a characteristic preference for interacting with Ca(II) ions, which are abundant in the extracellular media and act as secondary mediators in the activation of numerous biological func...
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MDPI AG
2021-01-01
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| Series: | International Journal of Molecular Sciences |
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| Online Access: | https://www.mdpi.com/1422-0067/22/2/692 |
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| author | Davide Corinti Barbara Chiavarino Debora Scuderi Caterina Fraschetti Antonello Filippi Simonetta Fornarini Maria Elisa Crestoni |
| author_facet | Davide Corinti Barbara Chiavarino Debora Scuderi Caterina Fraschetti Antonello Filippi Simonetta Fornarini Maria Elisa Crestoni |
| author_sort | Davide Corinti |
| collection | DOAJ |
| description | Pantothenic acid, also called vitamin B5, is an essential nutrient involved in several metabolic pathways. It shows a characteristic preference for interacting with Ca(II) ions, which are abundant in the extracellular media and act as secondary mediators in the activation of numerous biological functions. The bare deprotonated form of pantothenic acid, [panto-H]<sup>−</sup>, its complex with Ca(II) ion, [Ca(panto-H)]<sup>+</sup>, and singly charged micro-hydrated calcium pantothenate [Ca(panto-H)(H<sub>2</sub>O)]<sup>+</sup> adduct have been obtained in the gas phase by electrospray ionization and assayed by mass spectrometry and IR multiple photon dissociation spectroscopy in the fingerprint spectral range. Quantum chemical calculations at the B3LYP(-D3) and MP2 levels of theory were performed to simulate geometries, thermochemical data, and linear absorption spectra of low-lying isomers, allowing us to assign the experimental absorptions to particular structural motifs. Pantothenate was found to exist in the gas phase as a single isomeric form showing deprotonation on the carboxylic moiety. On the contrary, free and monohydrated calcium complexes of deprotonated pantothenic acid both present at least two isomers participating in the gas-phase population, sharing the deprotonation of pantothenate on the carboxylic group and either a fourfold or fivefold coordination with calcium, thus justifying the strong affinity of pantothenate for the metal. |
| first_indexed | 2024-03-09T05:05:36Z |
| format | Article |
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| institution | Directory Open Access Journal |
| issn | 1661-6596 1422-0067 |
| language | English |
| last_indexed | 2024-03-09T05:05:36Z |
| publishDate | 2021-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | International Journal of Molecular Sciences |
| spelling | doaj.art-fd09bfa05614415dad48b9769f27761d2023-12-03T12:55:57ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672021-01-0122269210.3390/ijms22020692Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium ComplexesDavide Corinti0Barbara Chiavarino1Debora Scuderi2Caterina Fraschetti3Antonello Filippi4Simonetta Fornarini5Maria Elisa Crestoni6Dipartimento di Chimica e Tecnologie del Farmaco, Università di Roma “La Sapienza”, Piazzale Aldo Moro, 5, I-00185 Roma, ItalyDipartimento di Chimica e Tecnologie del Farmaco, Università di Roma “La Sapienza”, Piazzale Aldo Moro, 5, I-00185 Roma, ItalyInstitut de Chimie Physique (UMR8000), CNRS, Université Paris-Saclay, 91405 Orsay, FranceDipartimento di Chimica e Tecnologie del Farmaco, Università di Roma “La Sapienza”, Piazzale Aldo Moro, 5, I-00185 Roma, ItalyDipartimento di Chimica e Tecnologie del Farmaco, Università di Roma “La Sapienza”, Piazzale Aldo Moro, 5, I-00185 Roma, ItalyDipartimento di Chimica e Tecnologie del Farmaco, Università di Roma “La Sapienza”, Piazzale Aldo Moro, 5, I-00185 Roma, ItalyDipartimento di Chimica e Tecnologie del Farmaco, Università di Roma “La Sapienza”, Piazzale Aldo Moro, 5, I-00185 Roma, ItalyPantothenic acid, also called vitamin B5, is an essential nutrient involved in several metabolic pathways. It shows a characteristic preference for interacting with Ca(II) ions, which are abundant in the extracellular media and act as secondary mediators in the activation of numerous biological functions. The bare deprotonated form of pantothenic acid, [panto-H]<sup>−</sup>, its complex with Ca(II) ion, [Ca(panto-H)]<sup>+</sup>, and singly charged micro-hydrated calcium pantothenate [Ca(panto-H)(H<sub>2</sub>O)]<sup>+</sup> adduct have been obtained in the gas phase by electrospray ionization and assayed by mass spectrometry and IR multiple photon dissociation spectroscopy in the fingerprint spectral range. Quantum chemical calculations at the B3LYP(-D3) and MP2 levels of theory were performed to simulate geometries, thermochemical data, and linear absorption spectra of low-lying isomers, allowing us to assign the experimental absorptions to particular structural motifs. Pantothenate was found to exist in the gas phase as a single isomeric form showing deprotonation on the carboxylic moiety. On the contrary, free and monohydrated calcium complexes of deprotonated pantothenic acid both present at least two isomers participating in the gas-phase population, sharing the deprotonation of pantothenate on the carboxylic group and either a fourfold or fivefold coordination with calcium, thus justifying the strong affinity of pantothenate for the metal.https://www.mdpi.com/1422-0067/22/2/692pantothenatevitamin B5calciumcomplexationIRMPD spectroscopyquantum chemistry calculations |
| spellingShingle | Davide Corinti Barbara Chiavarino Debora Scuderi Caterina Fraschetti Antonello Filippi Simonetta Fornarini Maria Elisa Crestoni Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes International Journal of Molecular Sciences pantothenate vitamin B5 calcium complexation IRMPD spectroscopy quantum chemistry calculations |
| title | Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes |
| title_full | Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes |
| title_fullStr | Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes |
| title_full_unstemmed | Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes |
| title_short | Molecular Properties of Bare and Microhydrated Vitamin B5–Calcium Complexes |
| title_sort | molecular properties of bare and microhydrated vitamin b5 calcium complexes |
| topic | pantothenate vitamin B5 calcium complexation IRMPD spectroscopy quantum chemistry calculations |
| url | https://www.mdpi.com/1422-0067/22/2/692 |
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