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On the plausibility of pseudosugar formation in cometary ices and oxygen-rich tholins

On the plausibility of pseudosugar formation in cometary ices and oxygen-rich tholins
On the plausibility of pseudosugar formation in cometary ices and oxygen-rich tholins
We revisit herein the formation and structure of dihydroxy dioxanes, which can be obtained from prebiotically available precursors and can be regarded as primeval sugar surrogates. Previous studies dealing with the heterogeneous composition of interstellar bodies point to the existence of significant amounts of small polyalcohols along with oxygen-containing oligomers. Even though such derivatives did not give rise to nucleosides and oligonucleotides, nor they were incorporated into subsequent metabolic routes, molecular chimeras based on sugar-like species could be opportunistic scaffolds in pre-evolutionary scenarios. We could figure out that pseudosugars, assembled by hemiacetalic bonds from available precursors in both interstellar and terrestrial scenarios, were presumably more abundant than thought. Moreover, these species share some key features with naturally-occurring sugar rings, such as anomeric preferences, coordinating ability, and the prevalent occurrence of racemic compounds.
prebiotic chemistry, sugars, comets, tholins, racemic compounds
0169-6149
31-49
Lavado, Nieves
7cbccc77-1007-4286-b91a-336f88da5fa1
Ávalos, Martín
2d0b39c7-15a3-4f90-bdfb-8e4b6e69c64a
Babiano, Reyes
b7ffd91c-bacd-4372-ab99-fc30ac2450ae
Cintas, Pedro
29979233-8382-47a8-bde7-1faf4869308c
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Jiménez, José Luis
770bdb9c-1673-4b1a-9af4-7f26868b8967
Palacios, Juan C.
2c06e379-89b3-46b1-95c8-7f5057732f9f
Lavado, Nieves
7cbccc77-1007-4286-b91a-336f88da5fa1
Ávalos, Martín
2d0b39c7-15a3-4f90-bdfb-8e4b6e69c64a
Babiano, Reyes
b7ffd91c-bacd-4372-ab99-fc30ac2450ae
Cintas, Pedro
29979233-8382-47a8-bde7-1faf4869308c
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Jiménez, José Luis
770bdb9c-1673-4b1a-9af4-7f26868b8967
Palacios, Juan C.
2c06e379-89b3-46b1-95c8-7f5057732f9f

Lavado, Nieves, Ávalos, Martín, Babiano, Reyes, Cintas, Pedro, Light, Mark E., Jiménez, José Luis and Palacios, Juan C. (2016) On the plausibility of pseudosugar formation in cometary ices and oxygen-rich tholins. Origins of Life and Evolution of Biospheres, 46 (1), 31-49. (doi:10.1007/s11084-015-9456-z).

Record type: Article

Abstract

We revisit herein the formation and structure of dihydroxy dioxanes, which can be obtained from prebiotically available precursors and can be regarded as primeval sugar surrogates. Previous studies dealing with the heterogeneous composition of interstellar bodies point to the existence of significant amounts of small polyalcohols along with oxygen-containing oligomers. Even though such derivatives did not give rise to nucleosides and oligonucleotides, nor they were incorporated into subsequent metabolic routes, molecular chimeras based on sugar-like species could be opportunistic scaffolds in pre-evolutionary scenarios. We could figure out that pseudosugars, assembled by hemiacetalic bonds from available precursors in both interstellar and terrestrial scenarios, were presumably more abundant than thought. Moreover, these species share some key features with naturally-occurring sugar rings, such as anomeric preferences, coordinating ability, and the prevalent occurrence of racemic compounds.

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Revised_ORIG-D-15-00017.pdf - Accepted Manuscript
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More information

Accepted/In Press date: 30 July 2015
e-pub ahead of print date: 1 October 2015
Published date: March 2016
Keywords: prebiotic chemistry, sugars, comets, tholins, racemic compounds
Organisations: Chemistry, Faculty of Natural and Environmental Sciences

Identifiers

Local EPrints ID: 385728
URI: http://eprints.soton.ac.uk/id/eprint/385728
ISSN: 0169-6149
PURE UUID: d9124218-05aa-4fb1-9cdc-b67ea467eebc
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 21 Jan 2016 14:25
Last modified: 18 Feb 2021 16:52

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