Application of MPEG soluble polymer support in the synthesis of oligo- phosphosaccharide fragments from the Leishmania lipophosphoglycan

Tetrahedron Letters

Volumn 41, Issue 14, 2000, Pages 2449-2452

  Ross, Andrew J ^a   Ivanova, Irina A ^a   Higson, Adrian P ^a   Nikolaev, Andrei V ^a  

^a UNIVERSITY OF DUNDEE   (United Kingdom)

Author keywords

Carbohydrates; Phosphoric acids and derivatives; Phosphorous acid and derivatives; Polymer support

Indexed keywords

CARBOHYDRATE DERIVATIVE; PHOSPHORIC ACID DERIVATIVE; PHOSPHORUS ACID DERIVATIVE; POLYMER;

ARTICLE; CARBOHYDRATE SYNTHESIS; CHEMICAL BOND; CHEMICAL STRUCTURE; LEISHMANIA; NONHUMAN; REACTION ANALYSIS;

EID: 0034175620     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00153-2     Document Type: Article

References (21)

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5. Nikolaev, A. V.; Rutherford, T. J.; Ferguson, M. A. J.; Brimacombe, J. S. J. Chem. Soc., Perkin Trans. 1 1995, 1977; Higson, A. P.; Tsvetkov, Y. E.; Ferguson, M. A. J.; Nikolaev, A. V. J. Chem. Soc., Perkin Trans. 1 1998, 2587; Higson, A. P.; Tsvetkov, Y. E.; Ferguson, M. A. J.; Nikolaev, A. V. Tetrahedron Lett. 1999, 40, 9281.
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11. Nikolaev, A. V.; Ivanova, I. A.; Shibaev, V. N.; Kochetkov, N. K. Carbohydr. Res. 1990, 204, 65.
12. MPEG was used for polymer-supported syntheses of peptides (Bayer, E.; Mutter, M. Nature 1972, 237, 512), oligonucleotides (Bonora, G. M.; Scremin, C. L.; Colonna, F. P.; Garbesi, A. Nucleic Acids Res. 1990, 18, 3155), ribosylribitol phosphate oligomers (Kandil, A. A.; Chan, N.; Chong, P.; Klein, M. Synlett 1992, 555) and oligosaccharides (Krepinsky, J. J. In Modern Methods in Carbohydrate Synthesis; Khan, S. H.; O'Neill, R. A., Eds.; Harwood Academic Publishers: Amsterdam, 1996; pp. 194-224).
13. MPEG was used for polymer-supported syntheses of peptides (Bayer, E.; Mutter, M. Nature 1972, 237, 512), oligonucleotides (Bonora, G. M.; Scremin, C. L.; Colonna, F. P.; Garbesi, A. Nucleic Acids Res. 1990, 18, 3155), ribosylribitol phosphate oligomers (Kandil, A. A.; Chan, N.; Chong, P.; Klein, M. Synlett 1992, 555) and oligosaccharides (Krepinsky, J. J. In Modern Methods in Carbohydrate Synthesis; Khan, S. H.; O'Neill, R. A., Eds.; Harwood Academic Publishers: Amsterdam, 1996; pp. 194-224).
14. MPEG was used for polymer-supported syntheses of peptides (Bayer, E.; Mutter, M. Nature 1972, 237, 512), oligonucleotides (Bonora, G. M.; Scremin, C. L.; Colonna, F. P.; Garbesi, A. Nucleic Acids Res. 1990, 18, 3155), ribosylribitol phosphate oligomers (Kandil, A. A.; Chan, N.; Chong, P.; Klein, M. Synlett 1992, 555) and oligosaccharides (Krepinsky, J. J. In Modern Methods in Carbohydrate Synthesis; Khan, S. H.; O'Neill, R. A., Eds.; Harwood Academic Publishers: Amsterdam, 1996; pp. 194-224).
15. MPEG was used for polymer-supported syntheses of peptides (Bayer, E.; Mutter, M. Nature 1972, 237, 512), oligonucleotides (Bonora, G. M.; Scremin, C. L.; Colonna, F. P.; Garbesi, A. Nucleic Acids Res. 1990, 18, 3155), ribosylribitol phosphate oligomers (Kandil, A. A.; Chan, N.; Chong, P.; Klein, M. Synlett 1992, 555) and oligosaccharides (Krepinsky, J. J. In Modern Methods in Carbohydrate Synthesis; Khan, S. H.; O'Neill, R. A., Eds.; Harwood Academic Publishers: Amsterdam, 1996; pp. 194-224).
16. NMR data and elemental analysis for compound 5, 6, 7, 8 and 9 are consistent with the structures.
17. Lemieux, R. U.; Driguez, H. J. Am. Chem. Soc. 1975, 97, 4069.
18. Gait, M. J.; Mathes, H. W. D.; Singh, M.; Sproat, B. S.; Titmas, R. C. Nucleic Acids Res. 1982, 10, 6243.
19. D values (in degrees, at 24°C in water): for 1 +23.5 (c 1); for 2 +19 (c 0.3).
20. C,P 5.2, C-1, Man′′), 103.79 (C-1, Gal), 104.36 (2C, C-1, Gal′ and Gal′′).
21. 3-).