Determination of the Binding Situation of Pyridine in Xylan Sulfates by Means of Detailed NMR Studies. Issue 1 (10th October 2019)

• Record Type: Journal Article
• Authors: Gabriel, Lars; Günther, Wolfgang; Pielenz, Friederike; Heinze, Thomas
• Other Names: Schubert Ulrich S. guestEditor.
• Is Part Of: Macromolecular chemistry and physics. Volume 221:Issue 1(2020)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2019-10-10
• Subjects: diffusion ordered spectroscopy (DOSY) -- NMR spectroscopy -- pyridine -- total correlation spectroscopy (TOCSY) -- xylan sulfate; Polymers -- Periodicals; Polymerization -- Periodicals; Synthetic products -- Periodicals; Macromolecules -- Periodicals; 547.7
• DOI: 10.1002/macp.201900327
• Languages: English
• ISSNs: 1022-1352

Abstract

Abstract: Xylan sulfate is an important drug to treat interstitial cystitis. Production of the drug by sulfation of the polysaccharide with a sulfating agent like chlorosulfuric acid and pyridine–SO3 complex in pyridine may lead to products containing pyridine‐based impurities. Xylan sulfate containing nitrogen is investigated by different NMR measurements in order to clarify the binding situation of pyridine. The detailed NMR studies allow the conclusion that the pyridine‐based impurities are covalently bonded to the reducing end group. Furthermore, the NMR spectroscopic investigation indicates that the side reactions occur at shorter polymer chains only. Abstract : Xylan sulfate is an important drug to treat interstitial cystitis. Production of the drug by sulfation of xylan with a pyridine–SO3 complex in pyridine leads to products containing pyridine‐based impurities. Various NMR spectroscopic methods including selective ROESY, TOCSY, and DOSY measurements prove for the first time the binding situation of these pyridine‐based impurities.