Julian, Ryan R. and Hodyss, Robert and Kinnear, Brian and Jarrold, Martin F. and Beauchamp, J. L. (2002) Nanocrystalline Aggregation of Serine Detected by Electrospray Ionization Mass Spectrometry: Origin of the Stable Homochiral Gas-Phase Serine Octamer. Journal of Physical Chemistry B, 106 (6). pp. 1219-1228. ISSN 1520-6106. doi:10.1021/jp012265l. https://resolver.caltech.edu/CaltechAUTHORS:20170518-144815480
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Abstract
Electrospray ionization sampling of 0.01 M solutions of serine reveals an unusually abundant protonated serine octamer, which demonstrates a strong preference for homochirality. Ion mobility spectra yield an experimental cross section that is consistent with a single “cubic” structure. Density functional theory calculations support experimental observations which suggest that the structure of the serine octamer is closely related to and formed from a small subsection of the crystal structure of anhydrous serine. The formation, bonding, and experimental constraints placed on the serine octamer are discussed in light of the proposed nanocrystalline structure. The mass spectra of the analogous molecules threonine and homoserine exhibit several similar features with that of serine and the likely structures for the octameric species are compared with that of the serine octamer. Finally, implications for the spontaneous symmetry breaking of a racemic mixture and the origin of life are addressed.
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| Additional Information: | © 2002 American Chemical Society. Received 13 June 2001. Published online 18 January 2002. Published in print 1 February 2002. The authors gratefully acknowledge funding received from the Beckman Institute and the NSF (CHE-9727566). | |||||||||
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| Issue or Number: | 6 | |||||||||
| DOI: | 10.1021/jp012265l | |||||||||
| Record Number: | CaltechAUTHORS:20170518-144815480 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170518-144815480 | |||||||||
| Official Citation: | Nanocrystalline Aggregation of Serine Detected by Electrospray Ionization Mass Spectrometry: Origin of the Stable Homochiral Gas-Phase Serine Octamer Ryan R. Julian, Robert Hodyss, Brian Kinnear, Martin F. Jarrold, and J. L. Beauchamp The Journal of Physical Chemistry B 2002 106 (6), 1219-1228 DOI: 10.1021/jp012265l | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 77590 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | Ruth Sustaita | |||||||||
| Deposited On: | 19 May 2017 15:54 | |||||||||
| Last Modified: | 15 Nov 2021 17:32 |
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