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Zartler ER, Martin GE
The use of 1H-31P GHMBC and covariance NMR to unambiguously determine phosphate ester linkages in complex polysaccharide mixtures
Journal of Biomolecular NMR 51(3) (2011)
357-367
Streptococcus pneumoniae 19F
(Ancestor NCBI TaxID 1313,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW 
]
NCBI PubMed ID: 21922277Publication DOI: 10.1007/s10858-011-9563-8Journal NLM ID: 9110829Publisher: ESCOM Science Publishers
Correspondence: teddyzartler
gmail.com
Institutions: Vaccine Analytical Development, Merck Research Labs, Merck & Co., West Point, PA 19486, USA.
Poly- and oligo-saccharides are commonly employed as antigens in many vaccines. These antigens contain phosphoester structural elements that are crucial to the antigenicity, and hence the effectiveness of the vaccine. Nuclear Magnetic Resonance (NMR) is a powerful tool for the site-specific identification of phosphoesters in saccharides. We describe here two advances in the characterization of phosphoesters in saccharides: (1) the use of (1)H-(31)P GHMBC to determine the site-specific identity of phosphoester moieties in heterogeneous mixtures and (2) the use of Unsymmetrical/Generalized Indirect Covariance (U/GIC) to calculate a carbon-phosphorus 2D spectrum. The sensitivity of the (1)H-(31)P GHMBC is far greater than the 'standard' (1)H-(31)P GHSQC and allows long-range (3-5)J(HP) couplings to be readily detected. This is the first example to be reported of using U/GIC to calculate a carbon-phosphorus spectrum. The U/GIC processing affords, in many cases, a fivefold to tenfold or greater increase in signal-to-noise ratios in the calculated spectrum. When coupled with the high sensitivity of (1)H-(31)P HMBC, U/GIC processing allows the complete and unambiguous assignments of phosphoester moieties present in heterogeneous samples at levels of ~5% (or less) of the total sample, expanding the breadth of samples that NMR can be used to analyze. This new analytical technique is generally applicable to any NMR-observable phosphoester.
NMR, antigen, (1)H-(31)P GHMBC
Structure type: polymer chemical repeating unit
Location inside paper: p.359, fig.1a
Compound class: CPS
Contained glycoepitopes: IEDB_136105,IEDB_137485,IEDB_142488,IEDB_144983,IEDB_144998,IEDB_146664,IEDB_152206,IEDB_225177,IEDB_885823,IEDB_983930,IEDB_983931,SB_192,SB_44,SB_72
Methods: 13C NMR, 1H NMR, NMR-2D, 31P NMR, NMR-3D, 1H-31P GHMBC, U/GIC
Related record ID(s): 27027
NCBI Taxonomy refs (TaxIDs): 1313Reference(s) to other database(s): GTC:G56059JW
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Zartler ER, Martin GE
The use of 1H-31P GHMBC and covariance NMR to unambiguously determine phosphate ester linkages in complex polysaccharide mixtures
Journal of Biomolecular NMR 51(3) (2011)
357-367
|
Cho-(1--P--6)--+ Cho-(1--P--6)--+
| |
-6)-b-D-Glcp-(1-3)-a-D-FucpNAc4N-(1-4)-a-D-GalpNAc-(1-3)-b-D-GalpNAc-(1-1)-D-Rib-ol-(5-P- |
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Streptococcus pneumoniae 19F
(Ancestor NCBI TaxID 1313,
species name lookup)
Taxonomic group: bacteria / Firmicutes
(Phylum: Firmicutes)
Associated disease: infection due to Streptococcus pneumoniae [ICD11:
XN3PW ]
NCBI PubMed ID: 21922277Publication DOI: 10.1007/s10858-011-9563-8Journal NLM ID: 9110829Publisher: ESCOM Science Publishers
Correspondence: teddyzartler
gmail.com
Institutions: Vaccine Analytical Development, Merck Research Labs, Merck & Co., West Point, PA 19486, USA.
Poly- and oligo-saccharides are commonly employed as antigens in many vaccines. These antigens contain phosphoester structural elements that are crucial to the antigenicity, and hence the effectiveness of the vaccine. Nuclear Magnetic Resonance (NMR) is a powerful tool for the site-specific identification of phosphoesters in saccharides. We describe here two advances in the characterization of phosphoesters in saccharides: (1) the use of (1)H-(31)P GHMBC to determine the site-specific identity of phosphoester moieties in heterogeneous mixtures and (2) the use of Unsymmetrical/Generalized Indirect Covariance (U/GIC) to calculate a carbon-phosphorus 2D spectrum. The sensitivity of the (1)H-(31)P GHMBC is far greater than the 'standard' (1)H-(31)P GHSQC and allows long-range (3-5)J(HP) couplings to be readily detected. This is the first example to be reported of using U/GIC to calculate a carbon-phosphorus spectrum. The U/GIC processing affords, in many cases, a fivefold to tenfold or greater increase in signal-to-noise ratios in the calculated spectrum. When coupled with the high sensitivity of (1)H-(31)P HMBC, U/GIC processing allows the complete and unambiguous assignments of phosphoester moieties present in heterogeneous samples at levels of ~5% (or less) of the total sample, expanding the breadth of samples that NMR can be used to analyze. This new analytical technique is generally applicable to any NMR-observable phosphoester.
NMR, antigen, (1)H-(31)P GHMBC
Structure type: polymer chemical repeating unit
Location inside paper: p.359, fig.1b
Trivial name: C polysaccharide, c-PS
Compound class: CPS, cell wall polysaccharide, teichoic acid
Contained glycoepitopes: IEDB_114703,IEDB_115009,IEDB_116046,IEDB_130648,IEDB_137473,IEDB_1391961,IEDB_140624,IEDB_141109,IEDB_141582,IEDB_141584,IEDB_142488,IEDB_146664,IEDB_153207,IEDB_241118,IEDB_591403,IEDB_885822,IEDB_983931,SB_192
Methods: 13C NMR, 1H NMR, NMR-2D, 31P NMR, NMR-3D, 1H-31P GHMBC, U/GIC
Comments, role: published polymerization frame was shifted for conformity with other records
Related record ID(s): 26405
NCBI Taxonomy refs (TaxIDs): 1313
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There is only one chemically distinct structure:
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