Synthesis of Glycosyl Phosphate Repeats and Their Analogues Article Swipe
Hiroya Kuwahara
,
Kazuki Sato
,
Takeshi Wada
·
YOU?
·
· 2021
· Open Access
·
· DOI: https://doi.org/10.5059/yukigoseikyokaishi.79.558
YOU?
·
· 2021
· Open Access
·
· DOI: https://doi.org/10.5059/yukigoseikyokaishi.79.558
Glycosyl phosphate repeat structures are seen in bacterial- and protozoan-derived sugar chains and these sugar chains have ten or more glycosyl phosphate repeats in many cases. Chemical synthesis of glycosyl phosphate repeats and their analogues can contribute to reveal their biological functions and to develop novel glycoconjugate vaccines and drugs. However, there is no synthetic approach for such long repeats on demand and only few repeats could be synthesized by most conventional approaches. One of the major problems of this difficulty is derived from the instability of glycosyl phosphates and their synthetic intermediates especially under acidic conditions. We used fluorinated sugar analogues of glycosyl phosphates to overcome the instability and achieved a stepwise solid-phase synthesis of a compound containing five such repeating units using the phosphoramidite approach. In addition, we have developed a phosphorus atom modified analogues of glycosyl phosphate repeats by various strategies.
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Metadata
- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.5059/yukigoseikyokaishi.79.558
- OA Status
- diamond
- Cited By
- 1
- References
- 55
- Related Works
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- OpenAlex ID
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All OpenAlex metadata
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https://openalex.org/W3172617887Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.5059/yukigoseikyokaishi.79.558Digital Object Identifier
- Title
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Synthesis of Glycosyl Phosphate Repeats and Their AnaloguesWork title
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articleOpenAlex work type
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enPrimary language
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2021Year of publication
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2021-06-01Full publication date if available
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Hiroya Kuwahara, Kazuki Sato, Takeshi WadaList of authors in order
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https://doi.org/10.5059/yukigoseikyokaishi.79.558Publisher landing page
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YesWhether a free full text is available
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diamondOpen access status per OpenAlex
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https://doi.org/10.5059/yukigoseikyokaishi.79.558Direct OA link when available
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Glycosyl, Phosphate, Glycoconjugate, Chemistry, Sugar phosphates, Phosphoramidite, Sugar, Combinatorial chemistry, Biochemistry, DNA, Stereochemistry, OligonucleotideTop concepts (fields/topics) attached by OpenAlex
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1Total citation count in OpenAlex
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2025: 1Per-year citation counts (last 5 years)
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10Other works algorithmically related by OpenAlex
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| abstract_inverted_index.intermediates | 92 |
| abstract_inverted_index.glycoconjugate | 46 |
| abstract_inverted_index.phosphoramidite | 125 |
| abstract_inverted_index.protozoan-derived | 9 |
| cited_by_percentile_year.max | 95 |
| cited_by_percentile_year.min | 91 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 3 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/3 |
| sustainable_development_goals[0].score | 0.4300000071525574 |
| sustainable_development_goals[0].display_name | Good health and well-being |
| citation_normalized_percentile.value | 0.06344828 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | False |