4-O-Methyl-beta-L-idopyranosyluronic acid linked to xylan from kraft pulp: Isolation procedure and characterisation by NMR spectroscopy

Anita Teleman (Corresponding Author), Matti Siika-aho, Harri Sorsa, Johanna Buchert, Marjukka Perttula, Tiina Hausalo, Maija Tenkanen

Research output: Contribution to journalArticleScientificpeer-review

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Abstract

The tetrasaccharide 2"-0-(4-0-methyl-β-L-idopyranosyluronic acid) was isolated from enzymatically hydrolysed, unbleached, birch kraft pulp by anion-exchange chromatography in two steps. The primary structure of the tetrasaccharide was determined by 1H and 13C NMR spectroscopy, using homonuclear and heteronuclear two-dimensional techniques. NOE data and 3JH.H coupling constants show that the 4-0-methyl-β-L-idopyranosyluronic acid in the tetrasaccharide is predominantly in the 1C4 chair conformation. The pKa value (3.17) for 4-O-methyliduronic acid attached β-(1 → 2) to xylose was determined from the pH-dependent chemical shift of H-5. The amount of 4-O-methyliduronic acid (0.1–0.5 mol%) in surface xylan of unbleached birch and pine kraft pulps was determined by extensive xylanase treatment and further analysis by NMR spectroscopy and high-performance anion-exchange chromatography.
Original languageEnglish
Pages (from-to)1-13
Number of pages13
JournalCarbohydrate Research
Volume293
Issue number1
DOIs
Publication statusPublished - 1996
MoE publication typeA1 Journal article-refereed

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Xylans
Kraft pulp
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
Betula
Acids
Chromatography
Anions
Unbleached pulp
Xylose
Chemical shift
Conformations
4-O-methylidopyranosyluronic acid

Cite this

Teleman, Anita ; Siika-aho, Matti ; Sorsa, Harri ; Buchert, Johanna ; Perttula, Marjukka ; Hausalo, Tiina ; Tenkanen, Maija. / 4-O-Methyl-beta-L-idopyranosyluronic acid linked to xylan from kraft pulp : Isolation procedure and characterisation by NMR spectroscopy. In: Carbohydrate Research. 1996 ; Vol. 293, No. 1. pp. 1-13.
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title = "4-O-Methyl-beta-L-idopyranosyluronic acid linked to xylan from kraft pulp: Isolation procedure and characterisation by NMR spectroscopy",
abstract = "The tetrasaccharide 2{"}-0-(4-0-methyl-β-L-idopyranosyluronic acid) was isolated from enzymatically hydrolysed, unbleached, birch kraft pulp by anion-exchange chromatography in two steps. The primary structure of the tetrasaccharide was determined by 1H and 13C NMR spectroscopy, using homonuclear and heteronuclear two-dimensional techniques. NOE data and 3JH.H coupling constants show that the 4-0-methyl-β-L-idopyranosyluronic acid in the tetrasaccharide is predominantly in the 1C4 chair conformation. The pKa value (3.17) for 4-O-methyliduronic acid attached β-(1 → 2) to xylose was determined from the pH-dependent chemical shift of H-5. The amount of 4-O-methyliduronic acid (0.1–0.5 mol{\%}) in surface xylan of unbleached birch and pine kraft pulps was determined by extensive xylanase treatment and further analysis by NMR spectroscopy and high-performance anion-exchange chromatography.",
author = "Anita Teleman and Matti Siika-aho and Harri Sorsa and Johanna Buchert and Marjukka Perttula and Tiina Hausalo and Maija Tenkanen",
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4-O-Methyl-beta-L-idopyranosyluronic acid linked to xylan from kraft pulp : Isolation procedure and characterisation by NMR spectroscopy. / Teleman, Anita (Corresponding Author); Siika-aho, Matti; Sorsa, Harri; Buchert, Johanna; Perttula, Marjukka; Hausalo, Tiina; Tenkanen, Maija.

In: Carbohydrate Research, Vol. 293, No. 1, 1996, p. 1-13.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - 4-O-Methyl-beta-L-idopyranosyluronic acid linked to xylan from kraft pulp

T2 - Isolation procedure and characterisation by NMR spectroscopy

AU - Teleman, Anita

AU - Siika-aho, Matti

AU - Sorsa, Harri

AU - Buchert, Johanna

AU - Perttula, Marjukka

AU - Hausalo, Tiina

AU - Tenkanen, Maija

N1 - Project code: B5SU00072

PY - 1996

Y1 - 1996

N2 - The tetrasaccharide 2"-0-(4-0-methyl-β-L-idopyranosyluronic acid) was isolated from enzymatically hydrolysed, unbleached, birch kraft pulp by anion-exchange chromatography in two steps. The primary structure of the tetrasaccharide was determined by 1H and 13C NMR spectroscopy, using homonuclear and heteronuclear two-dimensional techniques. NOE data and 3JH.H coupling constants show that the 4-0-methyl-β-L-idopyranosyluronic acid in the tetrasaccharide is predominantly in the 1C4 chair conformation. The pKa value (3.17) for 4-O-methyliduronic acid attached β-(1 → 2) to xylose was determined from the pH-dependent chemical shift of H-5. The amount of 4-O-methyliduronic acid (0.1–0.5 mol%) in surface xylan of unbleached birch and pine kraft pulps was determined by extensive xylanase treatment and further analysis by NMR spectroscopy and high-performance anion-exchange chromatography.

AB - The tetrasaccharide 2"-0-(4-0-methyl-β-L-idopyranosyluronic acid) was isolated from enzymatically hydrolysed, unbleached, birch kraft pulp by anion-exchange chromatography in two steps. The primary structure of the tetrasaccharide was determined by 1H and 13C NMR spectroscopy, using homonuclear and heteronuclear two-dimensional techniques. NOE data and 3JH.H coupling constants show that the 4-0-methyl-β-L-idopyranosyluronic acid in the tetrasaccharide is predominantly in the 1C4 chair conformation. The pKa value (3.17) for 4-O-methyliduronic acid attached β-(1 → 2) to xylose was determined from the pH-dependent chemical shift of H-5. The amount of 4-O-methyliduronic acid (0.1–0.5 mol%) in surface xylan of unbleached birch and pine kraft pulps was determined by extensive xylanase treatment and further analysis by NMR spectroscopy and high-performance anion-exchange chromatography.

U2 - 10.1016/0008-6215(96)00170-X

DO - 10.1016/0008-6215(96)00170-X

M3 - Article

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SP - 1

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JF - Carbohydrate Research

SN - 0008-6215

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