SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL
The use of TRIS derivatives as the kernels of branching fragments is a modern method of preparing carbohydrate-containing dendrimer-like amphiphiles. A scheme of the synthesis of derivatives of trivalent neoglycolipids with terminal residues of D-mannose and a branching component based on 2-amino-2-...
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| Format: | Article |
| Language: | Russian |
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MIREA - Russian Technological University
2017-08-01
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| Series: | Тонкие химические технологии |
| Subjects: | |
| Online Access: | https://www.finechem-mirea.ru/jour/article/view/106 |
| _version_ | 1797882077463445504 |
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| author | E. D. Shuina I. S. Shchelik Yu. L. Sebyakin |
| author_facet | E. D. Shuina I. S. Shchelik Yu. L. Sebyakin |
| author_sort | E. D. Shuina |
| collection | DOAJ |
| description | The use of TRIS derivatives as the kernels of branching fragments is a modern method of preparing carbohydrate-containing dendrimer-like amphiphiles. A scheme of the synthesis of derivatives of trivalent neoglycolipids with terminal residues of D-mannose and a branching component based on 2-amino-2-hydroxymethylpropene-1,3-diol (TRIS) differing in the degree of saturation of the hydrocarbon chains is developed. The preparation of the hydrophilic part of the target molecules was carried out with the use of the reaction of 1,3-dipolar cycloaddition followed by conjugation with the hydrophobic component according to the carbodiimide method with the addition of HOBt as a catalyst. Approaches to the formation of target designs - liposomes based on phosphatidylcholine and synthesized neoglycolipids - and their physical and chemical properties, such as the size of particles and stability are investigated. The activity of the obtained compounds in the composition of liposomes loaded with the antibiotic meropenem with respect to Escherichia coli strain is carried out. An opportunity of changing the profile of the action of a liposome sample containing neoglycolipids by choosing various methods of its preparation that is promising for further research in this direction is revealed. |
| first_indexed | 2024-04-10T03:29:11Z |
| format | Article |
| id | doaj.art-e3fb0546fcbf43939b231a1828e6f978 |
| institution | Directory Open Access Journal |
| issn | 2410-6593 2686-7575 |
| language | Russian |
| last_indexed | 2024-04-10T03:29:11Z |
| publishDate | 2017-08-01 |
| publisher | MIREA - Russian Technological University |
| record_format | Article |
| series | Тонкие химические технологии |
| spelling | doaj.art-e3fb0546fcbf43939b231a1828e6f9782023-03-13T07:25:37ZrusMIREA - Russian Technological UniversityТонкие химические технологии2410-65932686-75752017-08-01124657410.32362/2410-6593-2017-12-4-65-74106SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOLE. D. Shuina0I. S. Shchelik1Yu. L. Sebyakin2Moscow Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)Moscow Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)Moscow Technological University (M.V. Lomonosov Institute of Fine Chemical Technologies)The use of TRIS derivatives as the kernels of branching fragments is a modern method of preparing carbohydrate-containing dendrimer-like amphiphiles. A scheme of the synthesis of derivatives of trivalent neoglycolipids with terminal residues of D-mannose and a branching component based on 2-amino-2-hydroxymethylpropene-1,3-diol (TRIS) differing in the degree of saturation of the hydrocarbon chains is developed. The preparation of the hydrophilic part of the target molecules was carried out with the use of the reaction of 1,3-dipolar cycloaddition followed by conjugation with the hydrophobic component according to the carbodiimide method with the addition of HOBt as a catalyst. Approaches to the formation of target designs - liposomes based on phosphatidylcholine and synthesized neoglycolipids - and their physical and chemical properties, such as the size of particles and stability are investigated. The activity of the obtained compounds in the composition of liposomes loaded with the antibiotic meropenem with respect to Escherichia coli strain is carried out. An opportunity of changing the profile of the action of a liposome sample containing neoglycolipids by choosing various methods of its preparation that is promising for further research in this direction is revealed.https://www.finechem-mirea.ru/jour/article/view/106d-маннозаtristrivalent neoglycoconjugated-mannosetrisaggregatesantibacterial action |
| spellingShingle | E. D. Shuina I. S. Shchelik Yu. L. Sebyakin SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL Тонкие химические технологии d-манноза tris trivalent neoglycoconjugate d-mannose tris aggregates antibacterial action |
| title | SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL |
| title_full | SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL |
| title_fullStr | SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL |
| title_full_unstemmed | SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL |
| title_short | SYNTHESIS AND PROPERTIES OF NEOGLYCOLIPIDS BASED ON 2-AMINO-2-HYDROXYMETHYLPROPANE-1,3-DIOL |
| title_sort | synthesis and properties of neoglycolipids based on 2 amino 2 hydroxymethylpropane 1 3 diol |
| topic | d-манноза tris trivalent neoglycoconjugate d-mannose tris aggregates antibacterial action |
| url | https://www.finechem-mirea.ru/jour/article/view/106 |
| work_keys_str_mv | AT edshuina synthesisandpropertiesofneoglycolipidsbasedon2amino2hydroxymethylpropane13diol AT isshchelik synthesisandpropertiesofneoglycolipidsbasedon2amino2hydroxymethylpropane13diol AT yulsebyakin synthesisandpropertiesofneoglycolipidsbasedon2amino2hydroxymethylpropane13diol |