Cited by 171Origins and Evolution of LifePolymer Surface Interaction StudiesAdsorption, diffusion, and thermodynamic properties of materials

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Adsorption and Thermal Condensation Mechanisms of Amino Acids on Oxide Supports. 1. Glycine on Silica

Meng, Ming, Stievano, Lorenzo, Lambert, Jean-François·2004·Langmuir

DOI 10.1021/la035336b

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Abstract

Glycine was adsorbed on the surface of a well-defined silica from aqueous solutions of variable concentrations and pHs. The adsorbed molecules were characterized using middle-IR and UV-vis-NIR spectroscopies. Except at the lowest pH (2.0), they were predominantly present on the surface as zwitterions. Two successive deposition mechanisms were evidenced with increasing glycine concentration. At low concentrations, glycine is specifically adsorbed on silica surface sites, probably through its NH3+ moiety. The pH dependence suggests that these sites may be silanolate groups (approximately equal to Si-O-). At higher concentrations, specific adsorption sites are saturated and surface-induced precipitation of beta-glycine is observed. The thermal reactivity of adsorbed/deposited glycine was then investigated by thermogravimetric analysis, in situ diffuse reflectance IR spectroscopy, and thermoprogrammed desorption coupled with mass spectrometry. Adsorbed glycine molecules react to form peptide bonds at a temperature considerably lower than that for bulk crystalline alpha-glycine. The main reaction product is the cyclic dimer diketopiperazine, with no evidence of the linear dimer. The activation mechanism is not diffusionally limited; the formation of "surface acyls", previously proposed for related systems, has not been evidenced here. These findings are of relevance for the evaluation of prebiotic peptide synthesis scenarios.

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Authors: Meng, M., Stievano, L., & Lambert, J.-F.
Affiliations: Centre National de la Recherche Scientifique (FR)
Corresponding author: Lambert, Jean-François
ORCID: Meng, Ming
Stievano, Lorenzo
Lambert, Jean-François
Venue: Langmuir
Publisher: American Chemical Society (ACS)
Published: 2004-01-08
Volume: 20
Issue: 3
Pages: 914-923
ISSN: 0743-7463 (ISSN-L)
1520-5827
DOI: 10.1021/la035336b
OpenAlex: W1977476426
Cited by: 169
References: 35
Citations by year: 2026: 1 · 2025: 3 · 2024: 4 · 2023: 4 · 2022: 10 · 2021: 11 · 2020: 8 · 2019: 4 · 2018: 7 · 2017: 9 · 2016: 9 · 2015: 10 · 2014: 9 · 2013: 17 · 2012: 10
FWCI: 4.72
Type: journal article
Language: en
Open access: closed
Locations: Langmuir (publishedVersion)
PubMed (publishedVersion)
Topics: Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
Physical Sciences › Materials Science › Surfaces, Coatings and Films › Polymer Surface Interaction Studies
Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Adsorption, diffusion, and thermodynamic properties of materials
Keywords: glycine adsorption, silica, amino acid adsorption, zwitterion, thermal condensation, peptide bond formation, diketopiperazines, prebiotic peptide synthesis, pH dependence, adsorption mechanism
MeSH terms: Adsorption, Amino Acids, Quaternary Ammonium Compounds, Glycine, Hydrogen-Ion Concentration, Oxides, Peptides, Silanes, Silicon Dioxide, Spectrum Analysis, Temperature

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Adsorption and Thermal Condensation Mechanisms of Amino Acids on Oxide Supports. 1. Glycine on Silica

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