Asymmetric adsorption of DL-alanine hydrochloride by quartz
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medium-pressure mercury lamp at ice bath temperature.The solution was agitated with a magnetic stirrer and was purged with a slow stream of nitrogen.At intervals, an aliquot of the photolysate was pipetted out and was properly diluted for spectroscopic measurements in the 400-500-nm region.The photolysis was continued until the quinone absorption at 450 nm disappeared completely.For workup, of the reaction mixture, the solvent was removed under vacuum at ~45 °C.In some experiments, crystalline compound sep- arated on dilution with petroleum ether; the mother liquor was separated by column chromatography.
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Radiolabelled alanine hydrochloride showed up to 20% differential adsorption between L-quartz and D-quartz.
“A more precise evaluation of the selectivity with radiolabelled (RS)-alanine hydrochloride led to higher levels of differential adsorption between L-quartz and D-quartz (up to 20%). 247”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [247]
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Possible chemical and physical scenarios towards biological homochirality
Sallembien, Q., Bouteiller, L., Crassous, J., & Raynal, M. (2022) · Chemical Society Reviews · doi:10.1039/d1cs01179k · Cited by 186 · see citing works
Enantioselective Synthesis and Enantiomeric Amplification of Amino Acids under Prebiotic Conditions
Levine, M., Kenesky, C. S., Mazori, D., & Breslow, R. (2008) · Organic Letters · doi:10.1021/ol8007099 · Cited by 54 · see citing works
Kahr, B., Chittenden, B., & Rohl, A. (2006) · Chirality · doi:10.1002/chir.20229 · Cited by 14 · see citing works
- Authors
- Bonner, W. A., & Kavasmaneck, P. R.
- Venue
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 1976-06
- Volume
- 41
- Issue
- 12
- Pages
- 2225-2226
- ISSN
- 0022-3263 (ISSN-L)
- 1520-6904
- OpenAlex
- W1986553746
- Cited by
- 47
- References
- 0
- Citations by year
- 2025: 3 · 2023: 1 · 2022: 2 · 2020: 1 · 2019: 1 · 2018: 1 · 2016: 2 · 2013: 3 · 2012: 1
- FWCI
- 1.60
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Locations
- The Journal of Organic Chemistry (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Spectroscopy › Analytical Chemistry and Chromatography
- Physical Sciences › Chemistry › Spectroscopy › Adsorption, diffusion, and thermodynamic properties of materials
- Physical Sciences › Chemistry › Organic Chemistry › Chemistry and Stereochemistry Studies
- Keywords
- quartz, amino acid adsorption, chiral recognition
- MeSH terms
- Adsorption, Alanine, Quartz, Silicon Dioxide
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