Guy G.S. Dutton

University of British Columbia

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Haralambos Parolis

Rhodes University

Angela V. Savage

Memorial Healthcare System

Gwendolyn M. Bebault

University of British Columbia

A. M. Unrau

Simon Fraser University

Joffre M. Berry

British Columbia Institute of Technology

Lesley A.S. Parolis

University of Cape Town

José Luis Di Fábio

World University of Bangladesh

K.B. Gibney

University of British Columbia

Zamas Lam

Delaware Technical Community College

Norman A. Funnell

University of British Columbia

Cooperative Institutions

University of British Columbia

National Research Council Canada

Centre National de la Recherche Scientifique

Centre de Recherches sur les Macromolécules Végétales

Rhodes University

Tel Aviv University

University of Cape Town

National Academies of Sciences, Engineering, and Medicine

University of Minnesota

Université Joseph Fourier

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SYNTHESIS OF 6′-SUBSTITUTED MALTOSES

Canadian Journal of Chemistry (1966)

Guy G.S. Dutton Keith N. Slessor

Derivatives of maltose substituted at position 6′ have been prepared by the replacement of a 6′-O-p-toluenesulfonate ester by various reagents. Tritylation of 1,6-anhydro-β-maltose followed by acetylation and detritylation yielded 2,3,2′,3′,4′-penta-O-acetyl-1,6-anhydro-β-maltose, which gave the 6′-O-p-toluenesulfonate in good yield. Replacement of the sulfonate ester with iodide led to a derivative from which 6′-deoxy-maltose was prepared by reduction, acetolysis, and deacetylation. 6′-Deoxy-6′-mercapto-maltose was prepared by replacement of the sulfonate with thiolacetate followed by acetolysis and deacetylation. 6′-Amino-6′-deoxy-maltose was prepared in low yield by azide replacement of the sulfonate, deacetylation, reduction, and mild acid hydrolysis.Attempts to prepare 6-substituted derivatives from benzyl 4′,6'-O-benzylidene-β-maltoside were unsuccessful. The possible explanations for the unreactivity of position 6 are discussed.

10.1139/v66-158

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Citations (19)

A micromanipulator for compounds eluted from a gas chromatograph

Journal of Chromatography A (1972)

Guy G.S. Dutton K.B. Gibney

Gel permeation chromatography

Ion chromatography

10.1016/0021-9673(72)80020-7

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Citations (5)

La D-xylane du roseau Arundo donax

Carbohydrate Research (1973)

F. Barnoud Guy G.S. Dutton Jean Paul Joseleau

Arabinose

Arundo donax

Periodate

D-Glucose

10.1016/s0008-6215(00)82441-6

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Citations (15)

Structural investigation of the capsular polysaccharide of klebsiella serotype K58

Carbohydrate Research (1980)

Guy G.S. Dutton Angela V. Savage

Uronic acid

Klebsiella

Tetrasaccharide

Periodate

Residue (chemistry)

10.1016/s0008-6215(00)85559-7

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Citations (14)

Homologous and heterologous reactions of bacteriophages φ41 and φ12 on the capsular polysaccharides from Klebsiella K41 and K12

Carbohydrate Research (1989)

Michel Beurret J.P. Joseleau Guy G.S. Dutton Angela V. Savage

Klebsiella

Uronic acid

Heterologous

10.1016/0008-6215(89)84100-x

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Citations (2)

P. M. R. Spectroscopic Analysis of Bacterial Polysaccharides Containing Pyruvic Acid

Analytical Letters (1972)

Y.M. Choy Guy G.S. Dutton Alistair M. Stephen M. T. Yang

Abstract The characteristic p.m.r. signal at τ 8.4–8.6 given by the CH3-C group of a pyruvic acid ketal (1-carboxyethylidene derivative)may be used to demonstrate the presence of such a substituent in polysaccharides. Similar signals are given when the pyruvic acid ketal is methylated or reduced. The method is convenient for monitoring purification procedures and chemical transformations of polysaccharides such as are involved in structural studies. In certain cases the molar ratio of pyruvic acid may be estimated.

Pyruvic acid

Molar ratio

Derivative (finance)

10.1080/00032717208064348

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Citations (21)

THE CONSTITUTION OF THE HEMICELLULOSE OF APPLE WOOD (MALUS PUMILA L. VAR. GOLDEN TRANSPARENT)

Canadian Journal of Chemistry (1961)

Guy G.S. Dutton T. Murata

The hemicellulose isolated by direct alkaline extraction of the wood has been shown to be a 4-O-methylglucuronoxylan. Methylation data indicate a backbone of approximately 120 D-xylopyranose units linked by β, 1—4 bonds with single units of 4-O-methyl-D-glucuronic acid linked by α, 1—2 bonds. The proportion of acid units to xylose is approximately 1:6. Two artifacts were isolated from the hydrolysis products of the methylated polysaccharide: 4-O-(2,3-di-O-methyl-α-D-xylopyranosyl)-2,3-di-O-methyl-D-xylose and 2,3-di-O-methyl-D-lyxose.

Hemicellulose

10.1139/v61-269

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Citations (11)

Molecular structures for microbial polysaccharides. X-ray diffraction from the capsular polysaccharide of Klebsiella K-type 5

International Journal of Biological Macromolecules (1979)

D.H. Isaac K. H. Gardner Ch. Wolf-Ullish E. D. T. Atkins Guy G.S. Dutton

Glycosidic bond

Uronic acid

Trisaccharide

Residue (chemistry)

10.1016/0141-8130(79)90025-4

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Citations (12)

Simultaneous Estimation of 4-O-Methyl-D-Glucuronic Acid and Other Uronic Acids By Gas-Liquid Chromatography

Analytical Letters (1971)

Guy G.S. Dutton S. Kabir

Abstract Uronic acids in polysaccharides may be reduced by reaction of the propionated methyl ester with lithium borohydride in tetrahydrofuran. After hydrolysis and reduction of the monosaccharides the acetylated alditols may be separated by gas-liquid chromatography on a column of butanediol succinate. The method permits the simultaneous estimation of 4-O-methyl-D-glucuronic acid, glucuronic and galacturonic acids.

Uronic acid

Monosaccharide

Borohydride

Tetrahydrofuran

10.1080/00032717108058596

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Citations (10)

DINITRO-ISOBUTYLPHENOL AND DINITRO-ISOAMYLPHENOL

Canadian Journal of Chemistry (1953)

Guy G.S. Dutton T. Briggs Ezio Merler

An unequivocal synthesis of ortho- and para-isobutyl and isoamyl phenols by the method of Klages is described. The resulting phenols were nitrated and characterized as their amine salts. The nitrophenols were prepared as part of a program for testing potential herbicides.

Isoamyl acetate

10.1139/v53-147

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Citations (8)