title: Structural elucidation of the tetrasaccharide pool in enoxaparin sodium.
abstract: Low-molecular-weight heparins (LMWHs) are produced from heparin by various depolymerization strategies, which result in a reduction of the average molecular weight of the polysaccharide chains, a reduction of the anti-factor IIa activity (and a concomitant increase in the anti-factor Xa/anti-factor IIa ratio), and introduction of process-related structural signatures. Numerous techniques have been developed to characterize LMWHs and to measure the type and extent of structural modifications that are introduced as a function of the depolymerization process. We present here an analysis of the tetrasaccharide pool of enoxaparin sodium, a LMWH produced by chemical β-elimination of heparin benzyl ester. We identify the predominant sequences present within the tetrasaccharide pool and demonstrate that this pool provides a sensitive, specific readout of the physicochemical process conditions used to generate enoxaparin sodium.
authors.affiliation: Momenta Pharmaceuticals, Cambridge, MA 02142, USA.
authors.forename: Jennifer
authors.initials: J
authors.lastname: Ozug
authors.forename: Steve
authors.initials: S
authors.lastname: Wudyka
authors.forename: Nur Sibel
authors.initials: NS
authors.lastname: Gunay
authors.forename: Daniela
authors.initials: D
authors.lastname: Beccati
authors.forename: Jonathan
authors.initials: J
authors.lastname: Lansing
authors.forename: Jing
authors.initials: J
authors.lastname: Wang
authors.forename: Ishan
authors.initials: I
authors.lastname: Capila
authors.forename: Zachary
authors.initials: Z
authors.lastname: Shriver
authors.forename: Ganesh V
authors.initials: GV
authors.lastname: Kaundinya
mesh_terms: D000925:Anticoagulants / Q000737:chemistry*; D002240:Carbohydrate Sequence; D019075:Electrophoresis, Capillary; D017984:Enoxaparin / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000032:analysis* / Q000302:isolation & purification; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D000925:Anticoagulants; D017984:Enoxaparin; D009844:Oligosaccharides