Determination of diamino acids in peptidoglycans from anaerobic bacteria

S. Satyanarayana, J. S. Grossert, S. F. Lee, R. L. White

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

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 peptidog-lycan. 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 inFusobacterium 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.

Original languageEnglish
Pages (from-to)221-235
Number of pages15
JournalAmino Acids
Volume21
Issue number3
DOIs
Publication statusPublished - 2001

ASJC Scopus Subject Areas

  • Biochemistry
  • Organic Chemistry
  • Clinical Biochemistry

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