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US 10,705,037 B2Granted
Method for the analysis of glycosaminoglycans, and their derivatives and salts by nuclear magnetic resonance
AssigneeLaboratorios Farmaceuticos Rovi, S.A.
InventorsGuillermo Franco Rodriguez, Ibon Gutierro Aduriz
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Abstract
An analytical method employing nuclear magnetic resonance of glycosaminoglycans in general, and of heparins and low molecular weight heparins and their derivatives in particular, is provided. The method is used for identification and the relative quantification of characteristic signals by 1H-NMR and/or 1H-13C HSQC.
Claims28
A composition comprising:
- at least one glycosaminoglycan comprising at least one saccharide comprising anomeric or target hydrogen exhibiting respective anomeric or target 1H chemical shift signal in the range of about 3.2 ppm to about 6 ppm when analyzed by NMR;
- at least one reference compound comprising at least one reference hydrogen atom having a NMR signal t1 longitudinal relaxation time of about 1 s or less, wherein the at least one reference hydrogen exhibits a reference 1H NMR chemical shift signal separated from said anomeric or target 1H chemical shift signals, and said reference 1H chemical shift signal exhibits a concentration dependent signal intensity.
A composition comprising:
- at least one glycosaminoglycan comprising at least one saccharide comprising anomeric or target carbon exhibiting respective anomeric or target 13C chemical shift signal in the range of about 55 ppm to about 115 ppm when analyzed by NMR;
- at least one reference compound comprising at least one reference carbon atom that exhibits a reference 13C NMR chemical shift signal separated from said anomeric or target 13C chemical shift signal, and said reference 13C chemical shift signal exhibits a concentration dependent signal intensity.
A composition comprising
- at least one glycosaminoglycan comprising at least one saccharide comprising a) anomeric or target hydrogen exhibiting respective anomeric or target 1H chemical shift signal in the range of about 3.2 ppm to about 6 ppm when analyzed by NMR;
- or b) anomeric or target carbon exhibiting respective anomeric or target 13C chemical shift signal in the range of about 55 ppm to about 115 ppm when analyzed by NMR;
- wherein said glycosaminoglycan is an oligosaccharide or polysaccharide;
- and
- dimethylmalonic acid.
2 more elements
Dependencies are inferred from the claim text.