Identification of 3-O-acetylglycerol, a novel structural element in bacterial polysaccharides.
We have discovered a novel bacterial polysaccharide structural element, 3-O-acetylglycerol, in the Streptococcus pneumoniae ST11A polysaccharide: This moiety was elucidated through a combination of homonuclear and heteronuclear 1D and 2D NMR experiments using (1)H, (13)C, and (31)P in various combinations. The 3-O-acetylglycerol moiety is substoichiometrically O-acetylated in ST11A; yet, key connectivities that unequivocally show O-acetylation at the glycerol are provided by the long-range correlations from the acetate methyl groups to the glycerol in the (1)H-(13)C HMBC spectrum. Additionally, we clarify the (1)H-(31)P assignments previously presented.
Zartler
Edward R
ER
Bioprocess Analytical and Formulation Sciences, Merck Research Labs, Merck & Co, West Point, PA 19486, United States. edward_zartler@merck.com
Porambo
Richard J
RJ
Anderson
Carrie L
CL
Yu
Jigui
J
Nahm
Moon H
MH
D000107:Acetylation; D005989:Glycerides / Q000032:analysis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D011135:Polysaccharides, Bacterial / Q000737:chemistry*; D013296:Streptococcus pneumoniae / Q000737:chemistry
D005989:Glycerides; D011135:Polysaccharides, Bacterial; C038923:monoacetin