Structural investigation by tandem mass spectrometry analysis of a heterogeneous mixture of Lipid A_n isolated from the lipopolysaccharide of Aeromonas hydrophila SJ‐55Ra

Abstract

Tandem mass spectrometric analyses allowed the exact determination of the fatty acid acylation locations on the D-GlcpN disaccharide. The MS/MS results established that it was possible to selectively cleave C-O, C-N, and C-C bonds, together with glycosidic C-O and cross-ring cleavages, affording excellent structural analysis of lipid A biomolecules.

Lipopolysaccharide and the gut microbiota: considering structural variation

“…Manipulation of MS operating parameters allows for enhanced qualitative and quantitative assessment of LPS. Low‐energy collision‐induced dissociation (CID)‐MS/MS permits selective cleavage of C‐O, C‐N, and C‐C bonds, together with glycosidic C‐O and cross‐ring cleavages, affording excellent structural analysis of a heterogeneous lipid A mixture derived from Gram‐negative Aeromonas hydrophila [167]. Additionally, in a study of LPS host specificity, low‐energy CID was harnessed in conjunction with Fourier‐transform ion cyclotron resonance (FT‐ICR)‐MS/MS to accurately determine the fatty acid acylation positions on the H 2 PO 3 →4‐O'‐β‐ d ‐GlcpN‐(1→6)‐α‐ d ‐GlcpN disaccharide backbones of lipid A [167].…”

“…Low‐energy collision‐induced dissociation (CID)‐MS/MS permits selective cleavage of C‐O, C‐N, and C‐C bonds, together with glycosidic C‐O and cross‐ring cleavages, affording excellent structural analysis of a heterogeneous lipid A mixture derived from Gram‐negative Aeromonas hydrophila [167]. Additionally, in a study of LPS host specificity, low‐energy CID was harnessed in conjunction with Fourier‐transform ion cyclotron resonance (FT‐ICR)‐MS/MS to accurately determine the fatty acid acylation positions on the H 2 PO 3 →4‐O'‐β‐ d ‐GlcpN‐(1→6)‐α‐ d ‐GlcpN disaccharide backbones of lipid A [167]. In conjunction with database searches, careful manipulation of instrument parameters can allow researchers to identify specific LPS signatures beyond what is possible with traditional reactivity assays.…”

Gas phase reaction between chromones and solvent in an electrospray ionization source

“…Electrospray ionization mass spectrometry (ESI‐MS) is an effective tool for structural elucidation of organic small molecules and biomolecules . It is widely recognized as a soft ionization technique for measuring intact molecular mass by producing protonated molecules, [M + H] + and deprotonated molecules, [M − H] − .…”

“…Electrospray ionization mass spectrometry (ESI-MS) is an effective tool for structural elucidation of organic small molecules 1 and biomolecules. 2 Protonated/deprotonated ion identification, however, is still considered as an imposing bottleneck especially in untargeted LC-MS analysis. One of the difficulties in signal annotation is the formation of adducts.…”