Pteridines Part CXVIII. Methanopterin, chemical approach and partial synthesis

Helvetica Chimica Acta

Volumn 90, Issue 10, 2007, Pages 1856-1873

  Heizmann, Gerhard ^a   Pfleiderer, Wolfgang ^a  

^a UNIVERSITY OF KONSTANZ   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ISOPROPYLIDENE GROUPS; NUCLEOPHILIC DISPLACEMENT REACTIONS; PARTIAL SYNTHESIS; RIBOFURANOSYL MOIETY;

ACETONE; CONDENSATION; HYDROLYSIS; OXIDATION; REDUCTION; SYNTHESIS (CHEMICAL);

ORGANIC COMPOUNDS;

1 (4 AMINOPHENYL) 1 DEOXY 2,3:4,5 DI O ISOPROPYLIDENE DEXTRO RIBITOL; 1 [4 [[1 [2 AMINO 7 METHYL 4 (METHYLETHOXY)PTERIDIN 6 YL]ETHYL]AMINO]PHENYL] 1 DEOXY DEXTRO RIBITOL; 6 (1 HYDROXYETHYL) O 4 ISOPROPYL 7 METHYLPTERIN; 6 ACETYL O 4 ISOPROPYL 7 METHYLPTERIN; 6 IROPROPOXY 5 NITROSOPYRIMIDINE 2,4 DIAMINE; 6 ISOPROPOXYPYRIMIDINE 2,4,5 TRIAMINE; ACETYLACETONE; AMINE; BIS(4 NITROBENZYL) 2 [[(2 CYANOETHOXY)(DIISOPROPYLAMINO)PHOSPHINO]OXY]PENTANEDIOATE; FOLIC ACID; GLUTARIC ACID; METHANOPTERIN; N (4 BROMOPHENYL)BENZAMIDE; PENTANE 2,3,4 TRIONE; PTERIDINE DERIVATIVE; RIBITOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; GLYCOSYLATION; POLYMERIZATION; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 35548977909     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200790195     Document Type: Article

References (31)

1. K. Torigoe, N. Kariya, K. Soranaka, W. Pfleiderer, Helv. Chim. Acta 2007, 90, 1190.
2. G. D. Vogels, J. T. Keltjens, C. van der Drift, in 'Biology of Anaerobic Microorganisms', Ed. A. J. B. Zehnder, J. Wiley & Sons, 1988, p. 707-770.
3. J. T. Keltjens, M. J. Huberts, W. H. Laarhoven, G. D. Vogels, Eur. J. Biochem. 1983, 130, 537.
4. P. Van Beelen, A. P. M. Stassen, J. W. G. Bosch, G. D. Vogels, W. Guijt, C. A. G. Haasnoot, Eur. J. Biochem. 1984, 138, 563.
5. P. van Beelen, A. P. M. Stassen, J. W. G. Bosch, G. D. Vogels, W. Guijt, C. A. G. Haasnoot, Eur. J. Biochem. 1984, 139, 359.
6. P. C. Raemakers-Franken, F. G. J. Voncken, J. Korteland, J. T. Keltjens, C. van der Drift, G. D. Vogels, BioFactors 1989, 2, 117.
7. P. C. Raemakers-Franken, R. Bongaerts, R. Fokkens, C. van der Drift, G. D. Vogels, Eur. J. Biochem. 1991, 200, 783.
8. R. H. White, J. Am. Chem. Soc. 1986, 108, 6434.
9. G. Heizmann, W. Pfleiderer, in 'Chemistry and Biology of Pteridines 1989', Eds. H.-C. Curtius, S. Ghisla, and N. Blau, W. de Gruyter, Berlin, 1990, p. 55-58.
10. W. Pfleiderer, in 'Comprehensive Heterocyclic Chemistry', Eds. A. R. Katritzky and C. W. Rees, Pergamon Press, Oxford, 1984, Vol. 3, Part 2B, p. 309-313.
11. K. Sugiura, M. Goto, Bull. Chem. Soc. Jpn. 1969, 42, 2662.
12. W. Pfleiderer, R. Lohrmann, Chem. Ber. 1961, 94, 12.
13. T. M. Meijer, Recl. Trav. Chim. Pays-Bas 1934, 53, 387.
14. G. Aslani-Shotorbani, J. G. Buchanan, A. R. Edgar, P. K. Shahidi, Carbohydr. Res. 1985, 136, 37.
15. A. Albert, E. P. Serjant, 'The Determination of Ionization Constants', Chapman & Hall, London, 1971, p. 44-64.
16. W. Pfleiderer, J. W. Bunting, D. D. Perrin, G. Nübel, Chem. Ber. 1968, 101, 1072.
17. O. Makabe, M. Nakamura, S. Umezawa, Bull. Chem. Soc. Jpn. 1975, 48, 3210.
18. T. Mukaiyama, S. Kobayashi, S. Shoda, Chem. Lett. 1984, 907.
19. N. Iwasawa, T. Mukaiyama, Chem. Lett. 1987, 463.
20. T. Mukaiyama, K. Kobayashi, M. Tamura, Y. Sagawa, Chem. Lett. 1987, 491.
21. M. Hayashi, A. Inubushi, T. Mukaiyama, Chem. Lett. 1987, 1975.
22. S. Kobayashi, M. Tamura, T. Mukaiyama, Chem. Lett. 1988, 91.
23. T. Mukaiyama, K. Wariishi, Y. Saito, M. Hayashi, S. Kobayashi, Chem. Lett. 1988, 1101.
24. T. Mukaiyama, H. Sugumi, H. Ochiro, S. Kobayashi, Chem. Lett. 1988, 1291.
25. T. Mukaiyama, T. Shimpuku, T. Takashima, S. Kobayashi, Chem. Lett. 1989, 145.
26. R. R. Schmidt, M. Reichrath, Angew. Chem. 1979, 91, 497.
27. F. Sachs, G. Meyerheim, Ber. Dtsch. Chem. Ges. 1908, 41, 3957.
28. P. A. Levene, E. T. Stiller, J. Biol. Chem. 1933, 102, 187.
29. T. Mukaiyama, Y. Hashimoto, Y. Hayashi, S. Shoda, Chem. Lett. 1984, 557.
30. E. Fischer, A. Moreschi, Ber. Dtsch. Chem. Ges. 1912, 45, 2447.
31. H. R. Kricheldorf, M. J. Fehrle, Makromol. Chem. 1980, 181, 2571.