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Stability of O-glycoside linkages of O-maltoside and O-melibioside derivatives of serine in acid and alkaline media

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    A study was made of the comparative stability of the O-glycoside carbohydrate-amino acid and carbohydrate-carbohydrate linkages of the O-maltoside and O-melibioside of some serine derivatives in both acid and alkaline media.

  2. 2.

    The O-glycoside carbohydrate-carbohydrate linkage is more labile in acid medium. In alkaline medium the O-glycoside carbohydrate-amino acid linkage is cleaved by theβ-elimination mechanism, while the stability of the O-glycoside carbohydrate-carbohydrate linkages is close to the stability of the same linkages in the corresponding disaccharides.

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Literature cited

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Translated from Izvestiya Akademiya Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2246–2253, October, 1971.

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Derevitskaya, V.A., Likhosherstov, L.M., Novikova, O.S. et al. Stability of O-glycoside linkages of O-maltoside and O-melibioside derivatives of serine in acid and alkaline media. Russ Chem Bull 20, 2122–2127 (1971). https://doi.org/10.1007/BF00851263

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  • DOI: https://doi.org/10.1007/BF00851263

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