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. 1977 Jul 1;165(1):173–176. doi: 10.1042/bj1650173

3-O-methyl sugars as constituents of glycoproteins. Identification of 3-O-methylgalactose and 3-O-methylmannose in pulmonate gastropod haemocyanins.

R L Hall, E J Wood, J P Kamberling, G J Gerwig, F G Vliegenthart
PMCID: PMC1164884  PMID: 889564

Abstract

In addition to the already knownonosaccharides fucose, xylose, mannose, galactose, glucose, N-acetylgalactosamine and N-acetylglucosamine, the carbohydrate part of the haemocyanin from Helix pomatia (Roman snail) contains 3-O-methylgalactose, and that from Lymnaea stagnalis (a freshwater snail) 3-O-methylgalactose and 3-O-methylmannose. The 3-O-methyl sugars were identified by g.l.c.-mas spectrometry of the corresponding trimethylsilyl methyl glycosides and the alditol acetates, and by co-chromatography with the synthetic reference substances.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. Bacon J. S., Cheshire M. V. Apiose and mono-O-methyl sugars as minor constituents of the leaves of deciduous trees and various other species. Biochem J. 1971 Sep;124(3):555–562. doi: 10.1042/bj1240555. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. Candy D. J., Baddiley J. 3-O-methyl-D-mannose from Streptomyces griseus. Biochem J. 1966 Jan;98(1):15–18. doi: 10.1042/bj0980015. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. Clamp J. R., Bhatti T., Chambers R. E. The determination of carbohydrate in biological materials by gas-liquid chromatography. Methods Biochem Anal. 1971;19:229–344. doi: 10.1002/9780470110386.ch3. [DOI] [PubMed] [Google Scholar]
  4. Dijk J., Brouwer M., Coert A., Gruber M. Structure and function of hemocyanins. VII. The smallest subunit of alpha- and beta-hemocyanin of Helix pomatia: size, composition, N- and C-terminal amino acids. Biochim Biophys Acta. 1970 Dec 22;221(3):467–479. doi: 10.1016/0005-2795(70)90217-5. [DOI] [PubMed] [Google Scholar]
  5. HOUGH L., JONES J. K. N., HIRST E. L. Chemical constitution of slippery elm mucilage; isolation of 3-methyl d-galactose from the hydrolysis products. Nature. 1950 Jan 7;165(4184):34–34. doi: 10.1038/165034a0. [DOI] [PubMed] [Google Scholar]
  6. Hall R. L., Pearson J. S., Wood E. J. The haemocyanin of Lymnaea stagnalis L. (Gastropoda: Pulmonata). Comp Biochem Physiol B. 1975 Oct 15;52(2):211–218. doi: 10.1016/0305-0491(75)90054-1. [DOI] [PubMed] [Google Scholar]
  7. Hall R. L., Wood E. J. The carbohydrate content of gastropod haemocyanins. Biochem Soc Trans. 1976;4(2):307–309. doi: 10.1042/bst0040307. [DOI] [PubMed] [Google Scholar]
  8. Kamerling J. P., Gerwig G. J., Vliegenthart J. F., Clamp J. R. Characterization by gas-liquid chromatography-mass spectrometry and proton-magnetic-resonance spectroscopy of pertrimethylsilyl methyl glycosides obtained in the methanolysis of glycoproteins and glycopeptides. Biochem J. 1975 Dec;151(3):491–495. doi: 10.1042/bj1510491. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. Nimmich W. Occurrence of 3-O-methylmannose in lipopolysaccharides of Klebsiella and Escherichia coli. Biochim Biophys Acta. 1970 Jul 21;215(1):189–191. doi: 10.1016/0304-4165(70)90403-4. [DOI] [PubMed] [Google Scholar]
  10. Porter J. F., Scheer E. R., Wheat R. W. Characterization of 3-O-methylmannose from Coccidioides immitis. Infect Immun. 1971 Nov;4(5):660–661. doi: 10.1128/iai.4.5.660-661.1971. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. Weckesser J., Mayer H., Fromme I. O-methyl sugars in lipopolysaccharides of Rhodospirillaceae. Identification of 3-O-methyl-D-mannose in Rhodopseudomonas viridis and of 4-O-methyl-D-xylose and 3-O-methyl-6-deoxy-D-talose in Rhodopseudomonas palustris respectively. Biochem J. 1973 Oct;135(2):293–297. doi: 10.1042/bj1350293. [DOI] [PMC free article] [PubMed] [Google Scholar]

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