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Spontaneous chiral separation in noncovalent molecular clusters

Hodyss, Robert and Julian, Ryan R. and Beauchamp, J. L. (2001) Spontaneous chiral separation in noncovalent molecular clusters. Chirality, 13 (10). pp. 703-706. ISSN 0899-0042. doi:10.1002/chir.10021.

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A new method is introduced to determine the extent to which spontaneous chiral separation occurs in small noncovalently bound clusters. Soft‐sampling electrospray ionization was used to transfer noncovalent complexes from solution to the gas phase. Mixing D and L enantiomers with one of the pair isotopically labeled reveals the effect of chirality on cluster stability. The observed cluster distribution is compared to the predicted statistical distribution to determine any preference for homo‐ or heterochirality. Arginine, for example, forms a stable trimer with no preference for the chirality of the individual amino acids. Serine, however, forms a protonated octamer with a pronounced preference for homochirality. The implications of these results for the structures of the complexes are discussed along with the broader implications for the origins of homochirality in living systems (homochirogenesis).

Item Type:Article
Related URLs:
URLURL TypeDescription
Hodyss, Robert0000-0002-6523-3660
Julian, Ryan R.0000-0003-1580-8355
Beauchamp, J. L.0000-0001-8839-4822
Additional Information:© 2001 Wiley‐Liss, Inc. Special Issue: Proceedings from the 12th International Symposium on Chiral Discrimination, Chamonix‐Mont Blanc, September 2000. Contract grant sponsor: NSF; contract grant number: CHE-9727566; contract grant sponsor: NASA under the Grand Challenge Proposal at JPL. The LCQ mass spectrometer was funded by an instrumentation grant from the NSF.
Funding AgencyGrant Number
Subject Keywords:homochirality; mass spectrometry; electrospray ionization; arginine; serine
Issue or Number:10
Record Number:CaltechAUTHORS:20200612-145542471
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Official Citation:Hodyss, R., Julian, R.R. and Beauchamp, J.L. (2001), Spontaneous chiral separation in noncovalent molecular clusters. Chirality, 13: 703-706. doi:10.1002/chir.10021
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:103895
Deposited By: George Porter
Deposited On:15 Jun 2020 15:14
Last Modified:16 Nov 2021 18:26

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