The paper reports the first chemical synthesis of alfa-D-glucopyranosyl-(1-2)-beta-D-galactopyranosyl-5-O-hydroxylysine, a biological marker of bone resorption and of its unnatural (5S)-epimer, starting from commercial sugars and amino acids. Moreover, the synthetic protocol set-up has resulted in a new procedure for the synthesis of the beta-D-galactopyranosyl-5-O-hydroxylysine and its unnatural (5S)-epimer.
Hydroxylysine containing glycoconjugate : an efficient synthesis of natural galactosylhydroxylysine (Gal-Hyl) and glucosylgalactosylhydroxylysine (Glu-Gal-Hyl) and of their 5-(S)-epimers / P. Allevi, M. Anastasia, R. Paroni, A. Ragusa. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 15:19(2004), pp. 3139-3148. [10.1016/j.tetasy.2004.08.006]
Hydroxylysine containing glycoconjugate : an efficient synthesis of natural galactosylhydroxylysine (Gal-Hyl) and glucosylgalactosylhydroxylysine (Glu-Gal-Hyl) and of their 5-(S)-epimers
P. AlleviPrimo
;M. AnastasiaSecondo
;R. ParoniPenultimo
;
2004
Abstract
The paper reports the first chemical synthesis of alfa-D-glucopyranosyl-(1-2)-beta-D-galactopyranosyl-5-O-hydroxylysine, a biological marker of bone resorption and of its unnatural (5S)-epimer, starting from commercial sugars and amino acids. Moreover, the synthetic protocol set-up has resulted in a new procedure for the synthesis of the beta-D-galactopyranosyl-5-O-hydroxylysine and its unnatural (5S)-epimer.
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