NMR-spectroscopic determination of Glucan Phosphorylation
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1 NMR-spectroscopic determination of Glucan Phosphorylation Peter Schmieder Praktische Probleme der Kernresonanzspektroskopie Erlangen, 13/
2 2/20 In 1911, Dr. Gonzalo Lafora described a myoclonus epilepsy connected with the formation of amyloid bodies, they were subsequently called Lafora disease These Lafora bodies turned out to a water-insoluble glycan, a polymer of glucose The illness usually begins in the second decade of life and leads to death within years There is no cure or medication (Amyloid peptides are thus named because of a mistake by Virchow)
3 3/20 Laforin is a phosphatase genetically connected with Lafora disease Starch and glycogen are also phosphorylated - Lafora bodies contain hypophosphorylated material Glycogen Starch
4 4/20 Starch and glycogen Poly-glucose, chains with 1,4 linkages and branching via 1,6 linkages, n=10 in glycogen (continous), n=20 in starch (discontinous) n To understand the metabolism one has to know where the phosphates usually are
5 5/20 The material is treated with a- amylase and amyloglucosidase to yield short fragments Ultracentrifugation and anion exchange chromatography yield samples enriched with phosphoglucans The material is heterogenous with respect to chain length but homogenous with respect to chemical composition Can we do NMR?
6 6/20 P P P P Pool of reference compounds P
7 7/20 1, 13 C-MQC G3P P D P-1D 1, 31 P-MBC
8 8/20 Glucose/G3P 1, 13 C-MQC
9 9/ G3P 3 3 1, 13 C-SQC with aliasing for high resolution 31 P-edited 1, 13 C-SQC
10 10/20 31 P-edited 1, 13 C-SQC 1 = (-x) 2 = y 3 = 2 (x), 2 (-x) 4 = x 5 = x, -x 6 = 4 (x), 4 (-x) 7 = 8 (x), 8 (-x) r = x, 2 (-x), x, 2 (-x, 2 (x), -x), x, 2 (-x), x
11 11/ G3P 3 3 1, 13 C-SQC with aliasing for high resolution 31 P-edited 1, 13 C-SQC
12 12/20 E.CSY pattern in the 1, 13 C-SQC 2 J CP P G3P 3 J P = 7.5 z 3 J P 3 J P = 7.5 z 2 J CP = 6.0 z 2 J CP = 6.3 z C3 -peak C3 -peak
13 13/20 4 J P G3P P E.CSY pattern in the 1, 13 C-SQC 3 J CP 4 J P < 1 z 4 J P < 1 z 3 J CP = 3.3 z 3 J CP = 3.8 z C2 -peak C2 -peak
14 14/20 Then the real thing! Curcuma starch as a plant model Glycogen from mice liver of mice which lack laforin
15 15/20 edited 1, 13 C-SQC 31 P-edited 1, 13 C-SQC C6 Curcuma starch C5 C3 1, 31 P-MBC
16 16/20 Curcuma starch
17 17/20 edited 1, 13 C-SQC 31 P-edited 1, 13 C-SQC C6 Glycogen C5 C2 C3 1, 31 P-MBC
18 18/20 Glycogen
19 19/20 Summary Glucan-phosphorylation can be detected using NMR Starch is phosphorylated at positions 3 and 6 Glycogen is phosphorylated at positions 2,3 and 6 F. Nitschke; P. Wang; P. Schmieder; G.-M. Girard; D.E. Awrey; T. Wang; J. Israelian; X. Zhao; J. Turnbull; M. eydenreich; E. Kleinpeter; M. Steup; B.A. Minassian; "yperphosphorylation of glucosyl C6 carbons and altered structure of glycogen in the neurodegenerative epilepsy Lafora disease"; Cell Metab. 17, (2013) P. Schmieder; F. Nitschke; M. Steup; K. Mallow; E. Specker; "Determination of Glucan Phosphorylation using eteronuclear 1, 13 C Double and 1, 13 C, 31 P Triple Resonance NMR Spectroscopy"; Magn. Reson. Chem. 51, (2013)
20 20/20 acknowledgement Universität Potsdam Felix Nitschke Martin Steup FMP Monika Beerbaum Kevin Mallow Edgar Specker Bruker W. Bermel R. Kerssebaum
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