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PMID: 4349114 Published · ppublish English Journal Article

The acid and enzymic hydrolysis of O-acetylated sialic acid residues from rabbit Tamm-Horsfall glycoprotein.

The Biochemical journal ·Vol. 129 ·No. 3 ·1972-09-00 ·Pages 683-93

Neuberger A, Ratcliffe WA

Abstract

Rabbit Tamm-Horsfall glycoprotein and bovine submaxillary glycoprotein were both found to contain sialic acid residues which are released at a slow rate by the standard conditions of acid hydrolysis. These residues are also resistant to neuraminidases from Vibrio cholerae and Clostridium perfringens. This behaviour was attributed to the presence of O-acetylated sialic acid, since the removal of O-acetyl groups by mild alkaline treatment normalized the subsequent release of sialic acid from rabbit Tamm-Horsfall glycoprotein by acid and by enzymic hydrolysis. Determination of the O-acetyl residues in rabbit Tamm-Horsfall glycoprotein indicated that on average two hydroxyl groups of sialic acid are O-acetylated, and these were located on the polyhydroxy side-chain of sialic acid or on C-4 and C-8. These findings confirm the assumption that certain O-acetylated forms of sialic acid are not substrates for bacterial neuraminidases. Several explanations have been suggested to explain the effect of O-acetylation of the side-chain on the rate of acidcatalysed hydrolysis of sialic acid residues.

MeSH Terms
Acetylation Animals Cattle Chromatography, Paper Clostridium perfringens/enzymology Esters/analysis Formaldehyde Glycoproteins/analysis,urine Hydrolysis Neuraminic Acids/analysis Neuraminidase Periodic Acid Rabbits Sodium Hydroxide Submandibular Gland/analysis Sulfuric Acids Vibrio/enzymology
Chemicals
Esters Glycoproteins Neuraminic Acids Sulfuric Acids Periodic Acid Formaldehyde Sodium Hydroxide Neuraminidase
Authors & Affiliations
2 authors, click to expand affiliations / ORCID
Neuberger A
Ratcliffe W A
References (25)
25 references, click to expand
  1. [Action specificity of neuraminidase. The action of bacterial neuraminidase on isomeric N,O-diacetylneuraminic acid glycosides in the submaxilllary mucin of horse and cow].
    Hoppe Seylers Z Physiol Chem. 1968 Aug;349(8):961-8 PMID: 4300548
  2. STUDIES ON THE STABILITY OF SIMPLE DERIVATIVES OF SIALIC ACID.
    J Biol Chem. 1964 Apr;239:949-57 PMID: 14165943
  3. Immunofluorescent localization of Tamm-Horsfall mucoprotein in human kidney.
    J Clin Pathol. 1969 May;22(3):334-9 PMID: 4891482
  4. Quantitative paper partition chromatography of sialic acids.
    Nature. 1958 Apr 19;181(4616):1154-5 PMID: 13541412
  5. THREONINE AND SERINE LINKAGES IN MUCOPOLYSACCHARIDES AND GLYCOPROTEINS.
    J Biol Chem. 1964 Aug;239:PC2716-7 PMID: 14235557
  6. [Biosynthesis of N-acetyl-O-acetylneuraminic acids. I. Incorporation of (14C) acetate into sections of the submaxillary salivary gland of ox and horse].
    Hoppe Seylers Z Physiol Chem. 1970 May;351(5):595-602 PMID: 5446640
  7. Quantitative estimation of sialic acids. II. A colorimetric resorcinol-hydrochloric acid method.
    Biochim Biophys Acta. 1957 Jun;24(3):604-11 PMID: 13436486
  8. THE STRUCTURE AND CHEMISTRY OF COLOMINIC ACID.
    Biochemistry. 1964 Feb;3:247-51 PMID: 14163947
  9. The sialic acids of horse serum with special reference to their virus inhibitory properties.
    Biochim Biophys Acta. 1968 Mar 11;156(2):317-26 PMID: 5689247
  10. Separation of saturated mono-hydroxamic acids by partition chromatography on paper.
    Aust J Sci Res B. 1951 May;4(2):180-6 PMID: 14869293
  11. Neuraminidase: the specific enzyme of influenza virus and Vibrio cholerae.
    Biochim Biophys Acta. 1957 Mar;23(3):645-6 PMID: 13426178
  12. Rabbit Tamm-Horsfall urinary glycoprotein. Chemical composition and subunit structure.
    Biochem J. 1971 May;122(5):623-31 PMID: 5129252
  13. Action of alkali on bovine and ovine submaxillary mucins.
    J Biol Chem. 1967 Sep 10;242(17):3776-81 PMID: 6037543
  14. A modified ninhydrin colorimetric analysis for amino acids.
    Arch Biochem Biophys. 1957 Mar;67(1):10-5 PMID: 13412116
  15. A micromethod for the colorimetric determination of N-acetyl groups in acid mucopolysaccharides.
    Biochim Biophys Acta. 1960 Feb 26;38:212-8 PMID: 14418725
  16. Tamm-Horsfall urinary glycoprotein. The chemical composition.
    Biochem J. 1970 Nov;120(2):417-24 PMID: 5493864
  17. The sialic acids. XI. A periodate-resorcinol method for the quantitative estimation of free sialic acids and their glycosides.
    J Biol Chem. 1971 Jan 25;246(2):430-5 PMID: 5542012
  18. Isolation and characterization of a glycosphingolipid having a new sialic acid.
    Biochemistry. 1969 Dec;8(12):5082-8 PMID: 5365794
  19. Effect of modification of N-acetylneuraminic acid on the binding of glycoproteins to influenza virus and on susceptibility to cleavage by neuraminidase.
    J Biol Chem. 1971 May 25;246(10):3398-404 PMID: 4324901
  20. THE SENSITIVITY OF THE NEURAMINOSIDIC LINKAGE IN MUCOSUBSTANCES TOWARDS ACID AND TOWARDS NEURAMINIDASE.
    Biochem J. 1963 Nov;89:380-91 PMID: 14084624
  21. The colorimetric estimation of formaldehyde by means of the Hantzsch reaction.
    Biochem J. 1953 Oct;55(3):416-21 PMID: 13105648
  22. Methods for the quantitative estimation of N-acetylneuraminic acid and their application to hydrolysates of sialomucoids.
    Biochem J. 1961 Nov;81:384-92 PMID: 13860975
  23. Configuration of the ketosidic bond of sialic acid.
    J Biol Chem. 1969 Mar 10;244(5):1306-13 PMID: 4304192
  24. The thiobarbituric acid assay of sialic acids.
    J Biol Chem. 1959 Aug;234(8):1971-5 PMID: 13672998
  25. Studies on sialic acids.
    Acta Soc Med Ups. 1956 Jun 30;61(1-2):1-25 PMID: 13339502
Article Info
Journal
The Biochemical journal
Abbr.
Biochem J
ISSN
0264-6021
Published
1972-09-00
Pages
683-93
Language
English
Region
England
NLM ID
2984726R
PMCID
PMC1174170
Subset
IM
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