Two-dimensional NMR spectroscopy of urinary glycosaminoglycans from patients with different mucopolysaccharidoses

NMR in Biomedicine

Volumn 16, Issue 4, 2003, Pages 224-236

  Hochuli, Michel ^a   Wüthrich, Kurt ^b   Steinmann, Beat ^a  

^a UNIVERSITY CHILDREN S HOSPITAL   (Switzerland)

^b ETH ZURICH   (Switzerland)

Author keywords

Genetic diseases; Glycosaminoglycans; MPS; Mucopolysaccharidosis; NMR; Pathogenesis; Urine

Indexed keywords

BRAIN; CARBOHYDRATES; ENZYMES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PATIENT MONITORING;

SULFATION;

BIOMEDICAL ENGINEERING;

CHONDROITIN SULFATE; DERMATAN SULFATE; GLYCOSAMINOGLYCAN; HEPARAN SULFATE; KERATAN SULFATE; LYSOSOME ENZYME;

ADULT; ARTICULAR CARTILAGE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; CHILD; CLINICAL ARTICLE; CLINICAL FEATURE; COARSE FACE; CONTROLLED STUDY; CORRELATION ANALYSIS; DISEASE CLASSIFICATION; ENZYME DEFICIENCY; ENZYME SUBSTRATE; FEMALE; HUMAN; HUMAN TISSUE; HUNTER SYNDROME; HURLER SYNDROME; JOINT CONTRACTURE; MALE; MAROTEAUX LAMY SYNDROME; MORQUIO SYNDROME; MUCOPOLYSACCHARIDOSIS; NERVE DEGENERATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REVIEW; SANFILIPPO SYNDROME; SKELETON MALFORMATION; SPECTROMETER; SULFATION; URINARY EXCRETION;

ADULT; CARBOHYDRATE SEQUENCE; CHILD; FEMALE; GLYCOSAMINOGLYCANS; HUMANS; MALE; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; MUCOPOLYSACCHARIDOSES; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR;

SUIDAE;

EID: 0142094033     PISSN: 09523480     EISSN: None     Source Type: Journal    
DOI: 10.1002/nbm.833     Document Type: Review

References (51)

1. Neufeld EF, Muenzer J. The mucopolysaccharidoses. In The Metabolic and Molecular Bases of Inherited Disease, Scriver CR, Beaudet AL, Sly WS, Valle D (eds). McGraw Hill: New York, 2001; 3421-3452.
2. Beaty NB, Mello RJ. Extracellular mammalian polysaccharides: glycosaminoglycans and proteoglycans. J. Chromatogr. 1987; 418: 187-222.
3. Lennarz WJ. The Biochemistry Glycoproteins and Proteoglycans. Plenum press: New York, 1980.
4. Prydz K, Dalen KT. Synthesis and sorting of proteoglycans. J. Cell Sci. 2000; 113: 193-205.
5. Sugahara K, Kitagawa H. Recent advances in the study of the biosynthesis and functions of sulfated glycosaminoglycans. Curr. Opin. Struct. Biol. 2000; 10: 518-527.
6. Beck M. Variable clinical presentation in lysosomal storage disorders. J. Inherit. Metab. Dis. 2001; 24(Suppl. 2): 47-51, discussion 45-46.
7. Kodama C, Kodama T, Yosizawa Z. Methods for analysis of urinary glycosaminoglycans. J. Chromatogr. 1988; 429: 293-313.
8. Stone JE. Urine analysis in the diagnosis of mucopolysaccharide disorders. Ann. Clin. Biochem. 1998; 35: 207-225.
9. 1H-NMR profile of glycosaminoglycans in human urine. Anal. Sci. 1994; 10: 537-541.
10. DeJong JG, Wevers RA, Liebrand-van Sambeek R. Measuring urinary glycosaminoglycans in the presence of protein: an improved screening procedure for mucopolysaccharidoses based on dimethylmethylene blue. Clin. Chem. 1992; 38: 803-807.
11. Byers S, Rozaklis T, Brumfield LK, Ranieri E, Hopwood JJ. Glycosaminoglycan accumulation and excretion in the mucopolysaccharidoses: characterization and basis of a diagnostic test for MPS. Mol. Genet. Metab. 1998; 65: 282-290.
12. Mori S, Abeygunawardana C, Johnson MO, van Zijl PC. Improved sensitivity of HSQC spectra of exchanging protons at short interscan delays using a new fast HSQC (FHSQC) detection scheme that avoids water saturation. J. Magn. Reson. 1995; 108: 94-98.
13. Bax A, Pochapsky S. Optimized recording of heteronuclear multi-dimensional NMR spectra using pulsed field gradients. J. Magn. Reson. 1992; 99: 638-643.
14. Wider G, Wüthrich K. A simple experimental scheme using pulsed field gradients for coherence pathway rejection and solvent suppression in phase-sensitive heteronuclear correlation spectra. J. Magn. Reson. 1993; 102: 239-241.
15. Shaka AJ, Barker PB, Freeman R. Computer-optimized decoupling scheme for wideband applications and low-level operation. J. Magn. Reson. 1985; 64: 547-552.
16. Marion D, Ikura M, Tschudin R, Bax A. Rapid recording of 2D NMR spectra without phase cycling. Application to the study of hydrogen exchange in proteins. J. Magn. Reson. 1989; 85: 393-399.
17. Güntert P, Dötsch V, Wider G, Wüthrich K. Processing of multi-dimensional NMR data with the new software PROSA. J. Biomol. NMR 1992; 2: 619-629.
18. DeMarco A, Wüthrich K. Digital filtering with a sinusoidal window function: an alternative technique for resolution enhancement in FT NMR. J. Magn. Reson. 1976; 24: 201-204.
19. Bartels C, Xia T, Billeter M, Güntert P, Wüthrich K. The program XEASY for computer-supported NMR spectral analysis of biological macromolecules. J. Biomol. NMR 1995; 6: 1-10.
20. Mulloy B, Forster MJ, Jones C, Drake AF, Johnson EA, Davies DB. The effect of variation of substitution on the solution conformation of heparin: a spectroscopic and molecular modeling study. Carbohydrate Res. 1994; 255: 1-26.
21. Hopwood JJ, Harrison JR. High-resolution electrophoresis of urinary glycosaminoglycans: an improved screening test for the mucopolysaccharidoses. Anal. Biochem. 1982; 119: 120-127.
22. Gallegos-Arreola MP, Machorro-Lazo MV, Flores-Martinez SE, Zuniga-Gonzalez GM, Figuera LE, Gonzalez-Noriega A, Sanchez-Corona J. Urinary glycosaminoglycan excretion in healthy subjects and in patients with mucopolysaccharidosis. Arch. Med. Res. 2000; 31: 505-510.
23. Whitley CB, Spielmann RC, Herro G, Teragawa SS. Urinary glycosaminoglycan excretion quantified by an automated semimicro method in specimens conveniently transported from around the globe. Mol. Gen. Metab. 2002; 75: 56-64.
24. Yang HO, Gunay NS, Toida T, Kuberan B, Yu G, Kim Y, Linhardt RJ. Preparation and structural determination of dermatan sulfate-derived oligosaccharides. Glycobiology 2000; 10: 1033-1039.
25. 13C-NMR studies of reduced disaccharides and tetrasaccharides. Eur. J. Biochem. 2001; 268: 1181-1189.
26. Holme KR, Perlin AS. Nuclear magnetic resonance spectra of heparin in admixture with dermatan sulfate and other glycosaminoglycans. 2-D spectra of the chondroitin sulfates. Carbohydrate Res. 1989; 186: 301-312.
27. Pavao MSG, Mourao PAS, Mulloy B, Tollefsen DM. A unique dermatan sulfate-like glycosaminoglycan from Ascidian. J. Biol. Chem. 1995; 270(52): 31027-31036.
28. Esko JD, Lindahl U. Molecular diversity of heparan sulfate. J. Clin. Invest. 2001; 108: 169-173.
29. Lyon M, Gallagher JT. Bio-specific sequences and domains in heparan sulphate and the regulation of cell growth and adhesion. Matrix Biology. 1998; 17: 485-493.
30. Mulloy B, Forster MJ. Conformation and dynamics of heparin and heparan sulfate. Glycobiology, 2000; 10: 1147-1156.
31. Sasisekharan R, Venkataraman G. Heparin and heparan sulfate: biosynthesis, structure and function. Curr. Opin. Chem. Biol. 2000; 4: 626-631.
32. Casu B, Grazioli G, Razi N, Guerrini M, Naggi A, Torri G, Pasqua O, Tursi F, Zoppetti G, Lindahl U. Heparin-like compounds prepared by chemical modification of capsular polysaccharide from E. coli K5. Carbohydrate Res. 1994; 263: 271-284.
33. 13C spectral assignments of the major sequences of twelve systematically modified heparin derivatives. Carbohydrate Res. 1996; 294: 15-27.
34. Funderburgh JL. Keratan sulfate: structure, biosynthesis, and function. Glycobiology. 2000; 10: 951-958.
35. 13C-NMR spectroscopy of keratan sulphates. Assignments for four poly(N-acetyl-lactosamine)-repeat-sequence tetrasaccharides derived from bovine articular cartilage keratan sulphate by keratanase II digestion. Eur. J. Biochem. 1995; 231: 779-783.
36. Huckerby TN, Brown GM, Dickenson JM, Nieduszynski IA. Spectroscopic characterisation of disaccharides derived from keratan sulfates. Eur. J. Biochem. 1995; 229: 119-131.
37. 1H-NMR studies at 500 MHz of a neutral disaccharide and sulphated di-, tetra-, hexa- and larger oligosaccharides obtained by endo-β-galactosidase treatment of keratan sulphate. Eur. J. Biochem. 1986; 157: 375-384.
38. Brown GM, Huckerby TN, Nieduszynski IA. Oligosaccharides derived by keratanase II digestion of bovine articular cartilage keratan sulphates. Eur. J. Biochem. 1994; 224: 281-308.
39. Tamura J, Neumann KW, Kurono S, Ogawa T. Synthetic approach towards sulfated chondroitin di-, tri- and tetrasaccharides corresponding to the repeating unit. Carbohydrate Res. 1998; 305: 43-63.
40. Chai W, Kogelberg H, Lawson AM. Generation and structural characterization of a range of unmodified chondroitin sulfate oligosaccharide fragments. Anal. Biochem. 1996; 237: 88-102.
41. Lauder RM, Huckerby TN, Nieduszynski IA. Increased incidence of unsulphated and 4-sulphated residues in the chondroitin sulphate linkage region observed by high-pH anion-exchange chromatography. Biochem J. 2000; 347: 339-348.
42. Sanderson PN, Huckerby TN, Nieduszynski IA. Chondroitinase ABC digestion of dermatan sulphate. NMR spectroscopic characterization of the oligo- and poly-saccharides. Biochem. J. 1989; 257: 347-354.
43. Huckerby TN, Nieduszynski IA, Bayliss MT, Brown GM. 600 MHz NMR studies of human articular keratan sulfates. Eur. J. Biochem. 1999; 266: 1174-1183.
44. Sillanaukee P, Pönniö M, Jääskeläinen IP. Occurrence of sialic acids in healthy humans and different disorders. Eur. J. Clin. Invest. 1999; 29: 413-425.
45. 13C NMR spectroscopy. Eur. J. Biochem. 2000; 267: 3360-3369.
46. Lindahl U, Kusche-Gullberg M, Kjellen L. Regulated diversity of neparan sulfate. J. Biol. Chem. 1998; 273: 24979-24982.
47. Toida T, Yoshida H, Toyoda H, Koshiishi I, Imanari T, Hileman RE, Fromm JR, Linhardt RJ. Structural differences and the presence of unsubstituted amino groups in heparan sulphates from different tissues and species. Biochem. J. 1997; 322: 499-506.
48. Bayliss MT, Osborne D, Woodhouse S, Davidson C. Sulfation of chondroitin sulfate in human articular cartilage. The effect of age, topographical position, and zone of cartilage on tissue composition. J. Biol. Chem. 1999; 274: 15892-15900.
49. Kakkis ED, Muenzer J, Tiller GE, Waber L, Belmont J, Passage M, Izykowski B, RN, Phillips J, Doroshow R, Walot I, Hoft R, Neufeld EF. Enzyme replacement therapy in mucopolysaccharidosis I. New Engl. J. Med. 2001; 344: 182-188.
50. 1H-magnetic resonance spectroscopy before and after bone marrow transplantation. Pediatr. Res. 2001; 49: 349-355.
51. Wraith JE. Enzyme replacement therapy in mucopolysaccharidosis type I: progress and emerging difficulties. J. Inherit. Metab. Dis. 2001; 24: 245-250.