GM1 ganglioside containing a hydroxylated fatty acid moiety, GM1(OH), was synthesized starting from lyso-GM1 and D-(+)-2-hydroxystearic acid. The aggregative, geometrical and distribution properties of GM1(OH) were compared with those of stearic acid containing GM1 ganglioside; laser light scattering measurements, differential scanning calorimetry and fluorescence spectroscopy were used. GM1 and GM1(OH) are present in solution as micelles with a hydrodynamic radius of 58.7 and 60.0 Angstrom, and molecular mass of 470 and 570 kDa, respectively. The surface area occupied by the monomer of GM1(OH) at the lipid-water interface of the aggregate was calculated to be 117 Angstrom(2), which is 3 Angstrom(2) lower than that determined for GM1. Proton NMR analyses of GM1 and GM1(OH) suggest different three-dimensional structures at the ganglioside lipid-water interface. Both GM1(OH) and GM1 inserted into dipalmitoylphosphatidylcholine (DPPC) vesicles undergo segregation phenomena, with the formation of ganglioside-enriched microdomains, but GM1(OH) shows a higher degree of dispersion in the DPPC matrix and exerts a lower rigidifying effect than does GM1.
SYNTHESIS AND AGGREGATIVE PROPERTIES OF GM1 GANGLIOSIDE (IV(3)NEU5ACGGOSE(4)CER) CONTAINING D-(+)-2-HYDROXYSTEARIC ACID / S. SONNINO, D. ACQUOTTI, L. CANTU, V. CHIGORNO, M. VALSECCHI, R. CASELLATO, M. MASSERINI, M. CORTI, P. ALLEVI, G. TETTAMANTI. - In: CHEMISTRY AND PHYSICS OF LIPIDS. - ISSN 0009-3084. - 69:2(1994), pp. 95-104.
|Titolo:||SYNTHESIS AND AGGREGATIVE PROPERTIES OF GM1 GANGLIOSIDE (IV(3)NEU5ACGGOSE(4)CER) CONTAINING D-(+)-2-HYDROXYSTEARIC ACID|
SONNINO, SANDRO (Primo)
ALLEVI, PIETRO (Penultimo)
TETTAMANTI, GUIDO (Ultimo)
|Settore Scientifico Disciplinare:||Settore BIO/10 - Biochimica|
|Data di pubblicazione:||1994|
|Digital Object Identifier (DOI):||http://dx.doi.org/10.1016/0009-3084(94)90031-0|
|Appare nelle tipologie:||01 - Articolo su periodico|