Journal Article

PreJuSER-112080

http://join2-wiki.gsi.de/foswiki/pub/Main/Artwork/join2_logo100x88.png Photoelectron Spectra of Some Antibiotic Building Blocks: 2-Azetidinone and Thiazolidine-Carboxylic Acid

Ahmed, M. ; Ganesan, A. ; Wang, F. ; Feyer, V.FZJ* ; Plekan, O. ; Prince, K. C.

2012
Soc. Washington, DC

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Please use a persistent id in citations: doi:10.1021/jp302950y

Abstract: X-ray photoelectron spectra of the core and valence levels of the fundamental building blocks of β-lactam antibiotics have been investigated and compared with theoretical calculations. The spectra of the compounds 2-azetidinone and the 2- and 4-isomers of thiazolidine-carboxylic acid are interpreted in the light of theoretical calculations. The spectra of the two isomers of thiazolidine-carboxylic acid are rather similar, as expected, but show clear effects due to isomerization. Both isomers are analogues of proline, which is well-known to populate several low energy conformers in the gas phase. We have investigated the low energy conformers of thiazolidine-4-carboxylic acid theoretically in more detail and find some spectroscopic evidence that multiple conformers may be present. The measured valence levels are assigned for all three compounds, and the character of the frontier orbitals is identified and analyzed.

Keyword(s): J

Note: We wish to thank Professor D. P. Chong for his assistance in the Delta DFT calculations. M.A. and A.G. acknowledge the Swinburne University Postgraduate Research Award (SUPRA) and the Australian Research Council (ARC) for scholarship support. The National Computational Infrastructure (NCI) at the Australian National University under the Merit Allocation Scheme (MAS), the Victorian Partnership for Advanced Computing (VPAC), and Swinburne University Supercomputing Facilities are acknowledged. We acknowledge the Australian Synchrotron for travel funding under the International Synchrotron Access Program (ISAP) and Sincrotrone Trieste (Elettra) for beamtime allocation. We thank our colleagues at Elettra for providing good quality synchrotron light.

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Contributing Institute(s):

1. Elektronische Eigenschaften (PGI-6)

Research Program(s):

1. Grundlagen für zukünftige Informationstechnologien (P42)

Appears in the scientific report 2012

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Database coverage:
; JCR ; NCBI Molecular Biology Database ; SCOPUS ; Science Citation Index ; Science Citation Index Expanded ; Thomson Reuters Master Journal List ; Web of Science Core Collection ; Zoological Record

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