The Specific Polysaccharide of Type XVIII Pneumococcus. III

Sergio Estrada-Parra, Michael Heidelberger

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The galactose in the specific polysaccharide of type XVIII pneumococcus (S XVIII) has now been identified as the d enantiomorph by means of d-galactose oxidase. Glycerol was confirmed by paper electrophoresis and by the action of glycerol dehydrogenase. O-Acetyl was found as an additional constituent very important in the immunological specificity of S XVIII. Molar ratios of the components approximate: d-glucose 3, d-galactose 1, l-rhamnose 1, glycerol 1, O-acetyl 1, phosphate 1. The sugars appear to be in the pyranose form. Treatment with strong alkali splits off glycerophosphate and O-acetyl, yielding a product, Alk S XVIII, which retains the sugars with no change in ratios. Alk S VXIII, oxidized by periodate and reduced by borohydride, yields, in the proportions indicated: d-galactose 1, l-rhamnose 1, erythritol≮1.5, glycerol 1. Mild acid hydrolysis of this product, followed by a second oxidation with periodate and reduction, results in destruction of the galactose and rhamnose with formation of glycerol and propylene glycol. These results, together with the cross reactions described and tests for their inhibition, point toward one or the other structure: [formula omitted]. © 1963, American Chemical Society. All rights reserved.
Original languageAmerican English
Pages (from-to)1288-1294
Number of pages1158
JournalBiochemistry
DOIs
StatePublished - 1 Nov 1963
Externally publishedYes

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Streptococcus pneumoniae
Galactose
Rhamnose
Glycerol
Polysaccharides
glycerol dehydrogenase
Sugars
Galactose Oxidase
Paper Electrophoresis
Glycerophosphates
Borohydrides
Propylene Glycol
Cross Reactions
Alkalies
Electrophoresis
Hydrolysis
Phosphates
Glucose
Oxidation
Acids

Cite this

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title = "The Specific Polysaccharide of Type XVIII Pneumococcus. III",
abstract = "The galactose in the specific polysaccharide of type XVIII pneumococcus (S XVIII) has now been identified as the d enantiomorph by means of d-galactose oxidase. Glycerol was confirmed by paper electrophoresis and by the action of glycerol dehydrogenase. O-Acetyl was found as an additional constituent very important in the immunological specificity of S XVIII. Molar ratios of the components approximate: d-glucose 3, d-galactose 1, l-rhamnose 1, glycerol 1, O-acetyl 1, phosphate 1. The sugars appear to be in the pyranose form. Treatment with strong alkali splits off glycerophosphate and O-acetyl, yielding a product, Alk S XVIII, which retains the sugars with no change in ratios. Alk S VXIII, oxidized by periodate and reduced by borohydride, yields, in the proportions indicated: d-galactose 1, l-rhamnose 1, erythritol≮1.5, glycerol 1. Mild acid hydrolysis of this product, followed by a second oxidation with periodate and reduction, results in destruction of the galactose and rhamnose with formation of glycerol and propylene glycol. These results, together with the cross reactions described and tests for their inhibition, point toward one or the other structure: [formula omitted]. {\circledC} 1963, American Chemical Society. All rights reserved.",
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The Specific Polysaccharide of Type XVIII Pneumococcus. III. / Estrada-Parra, Sergio; Heidelberger, Michael.

In: Biochemistry, 01.11.1963, p. 1288-1294.

Research output: Contribution to journalArticle

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N2 - The galactose in the specific polysaccharide of type XVIII pneumococcus (S XVIII) has now been identified as the d enantiomorph by means of d-galactose oxidase. Glycerol was confirmed by paper electrophoresis and by the action of glycerol dehydrogenase. O-Acetyl was found as an additional constituent very important in the immunological specificity of S XVIII. Molar ratios of the components approximate: d-glucose 3, d-galactose 1, l-rhamnose 1, glycerol 1, O-acetyl 1, phosphate 1. The sugars appear to be in the pyranose form. Treatment with strong alkali splits off glycerophosphate and O-acetyl, yielding a product, Alk S XVIII, which retains the sugars with no change in ratios. Alk S VXIII, oxidized by periodate and reduced by borohydride, yields, in the proportions indicated: d-galactose 1, l-rhamnose 1, erythritol≮1.5, glycerol 1. Mild acid hydrolysis of this product, followed by a second oxidation with periodate and reduction, results in destruction of the galactose and rhamnose with formation of glycerol and propylene glycol. These results, together with the cross reactions described and tests for their inhibition, point toward one or the other structure: [formula omitted]. © 1963, American Chemical Society. All rights reserved.

AB - The galactose in the specific polysaccharide of type XVIII pneumococcus (S XVIII) has now been identified as the d enantiomorph by means of d-galactose oxidase. Glycerol was confirmed by paper electrophoresis and by the action of glycerol dehydrogenase. O-Acetyl was found as an additional constituent very important in the immunological specificity of S XVIII. Molar ratios of the components approximate: d-glucose 3, d-galactose 1, l-rhamnose 1, glycerol 1, O-acetyl 1, phosphate 1. The sugars appear to be in the pyranose form. Treatment with strong alkali splits off glycerophosphate and O-acetyl, yielding a product, Alk S XVIII, which retains the sugars with no change in ratios. Alk S VXIII, oxidized by periodate and reduced by borohydride, yields, in the proportions indicated: d-galactose 1, l-rhamnose 1, erythritol≮1.5, glycerol 1. Mild acid hydrolysis of this product, followed by a second oxidation with periodate and reduction, results in destruction of the galactose and rhamnose with formation of glycerol and propylene glycol. These results, together with the cross reactions described and tests for their inhibition, point toward one or the other structure: [formula omitted]. © 1963, American Chemical Society. All rights reserved.

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