Analysis of the lipoteichoic‐acid‐like macroamphiphile from Bifidobacterium bifidum subspecies pennsylvanicum by one‐ and two‐dimensional 1H‐ and 13C‐NMR spectroscopy

Abstract

The native lipoteichoic‐acid‐like amphiphile from Bifidobacterium bifidum subspecies pennsylvanicum and its basic glycan moiety, obtained by alkaline hydrolysis, were studied by 1H‐, 13C‐, and 31P‐NMR, DEPT (distorsionless enhancement by polarization transfer), 1H‐1H correlation spectroscopy and 13C‐1H shift correlation NMR spectroscopy. The results are consistent with the structure elucidated by chemical analysis (Fischer, W., preceding paper in this journal): (Formula Presented.) and establish the structures of the repeating units independently. In addition to characteristic shifts in the 13C‐NMR spectrum, the sites of phosphodiester and alanine ester bonds are also manifest in the 1H‐NMR spectrum. Substitution of the glycerophosphate residues can be recognized in the 31P‐NMR spectrum also. Copyright © 1987, Wiley Blackwell. All rights reserved