Abstract
Two gangliosides were efficiently synthesized from asialo‐Gm1 (Galβ1‐3GalNAcβ1‐4Galβ1‐4Glcβ1‐1 Cer) and cytidine 5′‐phosphate‐N‐acetylneuraminic acid (CMP‐NeuAc) by using sialyltransferases in rat liver Golgi vesicles in vitro. These gangliosides were rapidly purified by a combination of anion exchange and reverse‐phase column chromatographies. The ganglioside structures were determined by TLC analysis, treatment with a sialidase from Salmonella typhimurium LT2, which specifically hydrolyzes α2‐3 N‐acetylneuraminic acid (NeuAcα2‐3) linkages, TLC immunostaining, and 1H‐NMR spectroscopy. One of the gangliosides was identified as Gd1α [NeuAcα2‐3Galβ1‐3(NeuAcα2‐6)GalNAcβ1‐4Galβ1‐4Glcβ1‐1 Cer]. The other ganglioside was determined to be Gm1b (NeuAcα2‐3Galβ1‐3GalNAcβ1‐4Galβ1‐4Glcβ1‐1 Cer), which has been reported in a previous study [Pohlentz, G., Klein, D., Schmitz, D., Schwarzmann, G., Peter‐Katalinic, J. & Sandhoff, K. (1988) Biol. Chem. Hoppe‐Seyler 369, 55–63]. Finally, Gm1b and Gd1α were obtained from asialo‐Gm1 as a starting material in 8.1% and 1.2% overall yields, respectively. This study also suggests that the novel synthetic pathway asialo‐Gm1→ Gm1b→ Gd1α may exist in rat liver.
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Dates
Type | When |
---|---|
Created | 20 years, 5 months ago (March 4, 2005, 5:14 a.m.) |
Deposited | 1 year, 10 months ago (Oct. 16, 2023, 11:58 p.m.) |
Indexed | 5 months, 1 week ago (March 19, 2025, 8:38 a.m.) |
Issued | 31 years, 4 months ago (April 1, 1994) |
Published | 31 years, 4 months ago (April 1, 1994) |
Published Online | 20 years, 5 months ago (March 3, 2005) |
Published Print | 31 years, 4 months ago (April 1, 1994) |
@article{HIDARI_1994, title={In vitro synthesis of disialoganglioside (Gd1α) from asialo‐Gm1 using sialyltransferases in rat liver Golgi vesicles}, volume={221}, ISSN={1432-1033}, url={http://dx.doi.org/10.1111/j.1432-1033.1994.tb18772.x}, DOI={10.1111/j.1432-1033.1994.tb18772.x}, number={1}, journal={European Journal of Biochemistry}, publisher={Wiley}, author={HIDARI, Kazuya I.‐P. Jwa and KAWASHIMA, Ikuo and TAI, Tadashi and INAGAKI, Fuyuhiko and NAGAI, Yoshitaka and SANAI, Yutaka}, year={1994}, month=apr, pages={603–609} }