A study of the calcium complex of a glucosylceramide, soya-cerebroside II.
In order to study calcium ion complex of soya-cerebroside II (1), an ionophoretic glucosylceramide isolated from soybean, C8-cerebroside (3) and 3,3'',6''-trideoxy-C8-cerebroside (4) are designed and synthesized. On the basis of extensive 1H-NMR studies in the presence of Ca2+ and a continuous variation method via (1)H-NMR, soya-cerebroside II is suggested to form a calcium complex with 1/Ca2+ ratio of 1 : 1. Soya-cerebroside II serves as a tridentate chelating ligand for Ca2+; the amide carbonyl, C2'-hydroxy, and C2''-hydroxy oxygens are responsible for the Ca2+ binding. Soya-cerebroside II is structurally analogous to a neural glucosylceramide. Thus, the accumulated neural glucosylceramide inside of endoplasmic reticulum (ER) membrane may serve as an endogenous Ca2+-binding and -transport molecule (ionophore) that result in mobilization of Ca2+ from intracellular calcium stores.
Department of Microbiology, Immunology, and Pathology, College of Veterinary Medicine and Biomedical Sciences, Colorado State University, 1682 Campus Delivery, Fort Coliins, CO 80523-1682, USA. michio.kurosu@colostate.edu
Michio
M
Kurosu
Seiji
S
Katayama
Hirotaka
H
Shibuya
Isao
I
Kitagawa
D002518:Ceramides / Q000737:chemistry; D002554:Cerebrosides / Q000737:chemistry*; D002614:Chelating Agents / Q000737:chemistry; D005963:Glucosylceramides / Q000737:chemistry*; D007478:Iontophoresis; D009682:Magnetic Resonance Spectroscopy
D002518:Ceramides; D002554:Cerebrosides; D002614:Chelating Agents; D005963:Glucosylceramides; C068191:soya-cerebroside II