Determination of diamino acids in peptidoglycans from anaerobic bacteria |
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Authors: | S Satyanarayana J S Grossert S F Lee R L White |
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Institution: | (1) Department of Chemistry, Dalhousie University,, CA;(2) Department of Applied Oral Sciences, Dalhousie University, and, CA;(3) Department of Microbiology and Immunology, Dalhousie University, Halifax, Nova Scotia, Canada, CA |
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Abstract: | Summary. Peptidoglycans isolated from two Fusobacterium species of anaerobic bacteria were analyzed for constituent amino acids. Hydrolysis conditions were varied to optimize the
yield of diamino acids from peptidoglycan. The o-phthalaldehyde derivatives of the diamino acid stereoisomers were separated by high-performance liquid chromatography (OPA-HPLC),
and variations in the relative areas of the two peaks noticed during analysis of solid samples were attributed to sampling
errors. Co-derivatization/injection experiments using standards of the meso and rac forms separated from commercial mixtures
demonstrated that meso-2,6-diaminopimelic acid and meso-lanthionine were peptidoglycan components in Fusobacterium varium and Fusobacterium nucleatum, respectively. The protonated molecules of 2,6-diaminopimelic acid and lanthionine were detected in peptidoglycan hydrolyzates
by off-line, flow-injection electrospray mass spectrometry (ESI-MS). In ESI-MS-MS experiments under identical collision-induced
dissociation (CID) conditions, peptidoglycan-derived and standard diamino acids exhibited similar fragmentations. Fragmentation
pathways are proposed for each diamino acid. The results confirm that the meso forms of two different diamino acids are utilized
in the peptidoglycans of Fusobacterium species.
Received February 16, 2001 Accepted May 10, 2001 |
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Keywords: | : Amino acids 2 6-Diaminopimelic acid Fusobacterium nucleatum Fusobacterium varium HPLC Lanthionine Electrospray mass spectrometry Peptidoglycan |
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