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Sialylated Carbohydrates as Inhinitors of Coronavirus Infection

Received: 23 November 2020    Accepted: 14 December 2020    Published: 22 January 2021
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Abstract

COVID-19 is pandemic. Neuraminidase ịs central to both infection from the virus and is involved in the cell's endothelial cell rolling, as an example. Inhibition of glycosidases are known to include anhydro ald(ket)itols. An L-1,5-anhydro fucitol substituted by a derivatized (diħydrido) sulfo hydrate has been synthesized from bovine thyroglobulin N-linked oligosaccharide dipeptide. Also, 2,5-anhydro 1,6 di-(hydrido) di-phospho diħydrate mannitol (glucitol) has been prepared. Both include a treatment with NaBH4 in NH4OH. Here evidence is presented on 2,6-anhydro N-acetamido neuraminitol under similar reaction conditions using Kappa casein and bovine submaxilary mucin (bsm). It is hoped to use these reaction conditions and apply it to bovine milk. It may be possible to synthesize 2,6-anhydro N-acetamido neuraminitol in two steps from bovine milk. Then treatment costs can be afforded by those who are financially compromised. Conditions used are 8 hours at ambient temperature in a capped or un-capped reaction vial. These glycoproteins were treated with PNGase-F which could contain peptidase activity that acts in appreciable quantities in the large excesses of PNGase-F used here. Then the effluent from an NH4+ form cation exchange cartridge to which it was bound, after H2O wash, were eluted with NH4OH and partially evaporated to remove excess base. The reaction products were stored frozen prior to analysis by a single quadrupole mass spectrometer, AQA, or a triple quadrupole mass spectrometer, API 2000. Fetuin was treated in the same manner but was used only as a standard and not included as sc a starting material. Hope is in the transfer of these protocols to the preparation pf 2,6-anhydro N-acetamido neuraminitol. It may act as a two-pronged attack on COVID-19 infection. Previous work suggests that the purification of 2,6-anhydro N-acetamido neuraminitol is not trivial.

Published in American Journal of Biomedical and Life Sciences (Volume 9, Issue 1)
DOI 10.11648/j.ajbls.20210901.13
Page(s) 20-28
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

COVID-19 Potential Infection Inhibitor, Glycoprotein, NaBH4/ NH4OH, N, O-linked Oligosaccharide Dipeptide, Mass Spectrometry

References
[1] Schultze, B.; Cavanaugh, D.; Heirrer; Neuraminidase treatment of avian infectious bronchitis coronavirus reveals a hemagglutinating activity that is dependent on sialic acid containing receptors on erythrocytes Virology 189 (2) 792-794 (1992).
[2] Christus, Madson, M.; Possible treatment of Mycobacterium lepramatous with bovine milk World journal of food science and technology 2 (3) 55-61 (2018).
[3] Vlaska, R.; Luytjes, W.; Spaan, W.; Palese, P.; Human and bovine coronaviruses recognise sialic acid containing receptors similar to those of influenza C virus Proceedings of the national academy of.
[4] Christus, J.; Madson, M.; Possible treatment of Mycobacterium lepramatous with bovine milk World journal of food science and technology 2 (3) 55-61 (2018).
[5] Christus, J.; Madson, M.; Preparation of possible P selectin inhibitor from bovine thyroglobulin (di-hydrido) sulfo hydrate. 1,5-anhydro L-fucitol World journal of food sci.
[6] Christus, J.; Madson, M.; Preparation of 2,5-anhydro di-(hydrido) di-phosphate di-hydrate mannitol (glucitol) from banana fruit yields a possible fructose 1,6 di-phosphate aldolase inhibitor World journal of food science and technology accepted for publication (2019).
[7] Christus, J.; Madson, M.; Determination sulfate monosaccharide substitution World journal of food science and technology accepted for publication (2020).
[8] Mane, R.; Goch, S.; Singh, S.; Chopale, B.; Dhavale, D.; Synthesis and anomeric 1,5-anhydro sugars as conformatinally locked selective alpha mann osidase inhibitors Bioorganic and medicinal chemistry 19 (22) 6720-6725 (20y11).
[9] Shively, J.; Conrad, H.; Formation of anhydro sugars in the chemical depolymerization of heparin Biochemistry 15 (18) 3932-3942 (1976).
[10] Christus, J.; Madson, M.; Determination of anomeric configurations of Kappa casein O-linked oligosaccharide dipeptide World journal of food science and technology accepted for publication (2020).
[11] Niwa, T.; Tsuruoka, T.; Goi, H.; Kodama, Y.; Itoh, J.; Inouye, S.; Yamada, Y.; Niida, T.; Nobe, M.; Ogawa, Y.; Novel glycosidase inhibitors B and D-mannonic-delta-lactam The journal of antibiotics 37 (12) 1579-1586 (1984).
[12] Christus, J.; Madson, M.; Possible Mimics of Duffy Binding Protein-II for Plasmodium vivax Binding Endothelial Cells or Binding Plasmodium falciparum by Mimicking Epitope on Erythrocyte Binding Antigen-175 World journal of food science and technology 2 (2) 44-54 (2018).
[13] Madson, M.; Metho d of discerning substitution of carbohydrate esters patent US 9,726,671 B2 (2017).
[14] Harvey, D.; Fragmentation of negative ions from carbohydrates: part 1. Use of nitrate and other anionic adducts for the production of negative ion electrospray spectrum. Journal of American society of mass spectrometry 16 (5) 622-630 (2005).
[15] Schwegman-Wessels, C.; Herrler, G.; Sialic acid as a r Krempl, C.; Schultze, B.; Laude, H.; Herrier, G.; Point mutation in the S protein connect the sialic acid binding activity with the enteropatogenicity of transmissible gastroenteritis coronavirus Journal of virology 71 (4) 3285-3287 (1997).
[16] Valcadlo, D.; Davies, G.; Mechanistic insights into glycosidase chemistry Current opinions in chemical biology 12 (5) 539-555 (2008).
[17] Schwegman-Wessels, C.; Herrler, G.; Sialic acid as a receptor determinant for coronavirus Glycoconjugate journal 23 (1-2) 51-58 (2006).
[18] Holmes, K.; SARS-associated coronavirus New england journal of medicine 348 (20) 1948-1951 (2003).
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    Jesus' Christus, Michael Arden Madson. (2021). Sialylated Carbohydrates as Inhinitors of Coronavirus Infection. American Journal of Biomedical and Life Sciences, 9(1), 20-28. https://doi.org/10.11648/j.ajbls.20210901.13

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    ACS Style

    Jesus' Christus; Michael Arden Madson. Sialylated Carbohydrates as Inhinitors of Coronavirus Infection. Am. J. Biomed. Life Sci. 2021, 9(1), 20-28. doi: 10.11648/j.ajbls.20210901.13

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    AMA Style

    Jesus' Christus, Michael Arden Madson. Sialylated Carbohydrates as Inhinitors of Coronavirus Infection. Am J Biomed Life Sci. 2021;9(1):20-28. doi: 10.11648/j.ajbls.20210901.13

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  • @article{10.11648/j.ajbls.20210901.13,
      author = {Jesus' Christus and Michael Arden Madson},
      title = {Sialylated Carbohydrates as Inhinitors of Coronavirus Infection},
      journal = {American Journal of Biomedical and Life Sciences},
      volume = {9},
      number = {1},
      pages = {20-28},
      doi = {10.11648/j.ajbls.20210901.13},
      url = {https://doi.org/10.11648/j.ajbls.20210901.13},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajbls.20210901.13},
      abstract = {COVID-19 is pandemic. Neuraminidase ịs central to both infection from the virus and is involved in the cell's endothelial cell rolling, as an example. Inhibition of glycosidases are known to include anhydro ald(ket)itols. An L-1,5-anhydro fucitol substituted by a derivatized (diħydrido) sulfo hydrate has been synthesized from bovine thyroglobulin N-linked oligosaccharide dipeptide. Also, 2,5-anhydro 1,6 di-(hydrido) di-phospho diħydrate mannitol (glucitol) has been prepared. Both include a treatment with NaBH4 in NH4OH. Here evidence is presented on 2,6-anhydro N-acetamido neuraminitol under similar reaction conditions using Kappa casein and bovine submaxilary mucin (bsm). It is hoped to use these reaction conditions and apply it to bovine milk. It may be possible to synthesize 2,6-anhydro N-acetamido neuraminitol in two steps from bovine milk. Then treatment costs can be afforded by those who are financially compromised. Conditions used are 8 hours at ambient temperature in a capped or un-capped reaction vial. These glycoproteins were treated with PNGase-F which could contain peptidase activity that acts in appreciable quantities in the large excesses of PNGase-F used here. Then the effluent from an NH4+ form cation exchange cartridge to which it was bound, after H2O wash, were eluted with NH4OH and partially evaporated to remove excess base. The reaction products were stored frozen prior to analysis by a single quadrupole mass spectrometer, AQA, or a triple quadrupole mass spectrometer, API 2000. Fetuin was treated in the same manner but was used only as a standard and not included as sc a starting material. Hope is in the transfer of these protocols to the preparation pf 2,6-anhydro N-acetamido neuraminitol. It may act as a two-pronged attack on COVID-19 infection. Previous work suggests that the purification of 2,6-anhydro N-acetamido neuraminitol is not trivial.},
     year = {2021}
    }
    

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  • TY  - JOUR
    T1  - Sialylated Carbohydrates as Inhinitors of Coronavirus Infection
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    AB  - COVID-19 is pandemic. Neuraminidase ịs central to both infection from the virus and is involved in the cell's endothelial cell rolling, as an example. Inhibition of glycosidases are known to include anhydro ald(ket)itols. An L-1,5-anhydro fucitol substituted by a derivatized (diħydrido) sulfo hydrate has been synthesized from bovine thyroglobulin N-linked oligosaccharide dipeptide. Also, 2,5-anhydro 1,6 di-(hydrido) di-phospho diħydrate mannitol (glucitol) has been prepared. Both include a treatment with NaBH4 in NH4OH. Here evidence is presented on 2,6-anhydro N-acetamido neuraminitol under similar reaction conditions using Kappa casein and bovine submaxilary mucin (bsm). It is hoped to use these reaction conditions and apply it to bovine milk. It may be possible to synthesize 2,6-anhydro N-acetamido neuraminitol in two steps from bovine milk. Then treatment costs can be afforded by those who are financially compromised. Conditions used are 8 hours at ambient temperature in a capped or un-capped reaction vial. These glycoproteins were treated with PNGase-F which could contain peptidase activity that acts in appreciable quantities in the large excesses of PNGase-F used here. Then the effluent from an NH4+ form cation exchange cartridge to which it was bound, after H2O wash, were eluted with NH4OH and partially evaporated to remove excess base. The reaction products were stored frozen prior to analysis by a single quadrupole mass spectrometer, AQA, or a triple quadrupole mass spectrometer, API 2000. Fetuin was treated in the same manner but was used only as a standard and not included as sc a starting material. Hope is in the transfer of these protocols to the preparation pf 2,6-anhydro N-acetamido neuraminitol. It may act as a two-pronged attack on COVID-19 infection. Previous work suggests that the purification of 2,6-anhydro N-acetamido neuraminitol is not trivial.
    VL  - 9
    IS  - 1
    ER  - 

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  • Research and Development, Bio Logistics Limited Liability Company, Ames Iowa, United States of America

  • Research and Development, Bio Logistics Limited Liability Company, Ames Iowa, United States of America

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