SOLUTION STRUCTURES OF BIS(GLYCOALDEHYDE) PHOSPHODIESTER AND MIXED GLYCOALDEHYDE-TRIOSE PHOSPHODIESTERS

Citation
Jd. Sutherland et Gw. Weaver, SOLUTION STRUCTURES OF BIS(GLYCOALDEHYDE) PHOSPHODIESTER AND MIXED GLYCOALDEHYDE-TRIOSE PHOSPHODIESTERS, Tetrahedron letters, 35(48), 1994, pp. 9113-9116
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
48
Year of publication
1994
Pages
9113 - 9116
Database
ISI
SICI code
0040-4039(1994)35:48<9113:SSOBPA>2.0.ZU;2-D
Abstract
The solution structures of the potentially prebiotic compounds, bis(gl ycoaldehyde) phosphodiester 1, dihydroxyacetonephosphoglycoaldehyde 2 and gIyceraldehyde-2-phosphoglycoaldehyde 3 have been elucidated. The aldehyde moieties of 1, 2, and 3 are fully hydrated in aqueous solutio n whereas the ketone moiety of 2 is only approximately 50% hydrated. T he hydration behaviour of 2 results in ketone enolisation being kineti cally preferred to aldehyde enolisation.