Isolation and characterization of a 4-O-methylglucuronic acid-containing glycosphingolipid from spermatozoa of a fresh water bivalve, Hyriopsis schlegelii.
A novel glycosphingolipid, provisionally named Lipid IV (Hori, T., Sugita, M., Ando, S., Kuwahara, M., Kumauchi, K., Sugie, E., and Itasaka, O. (1981) J. Biol. Chem. 256, 10979-10985), was obtained from spermatozoa of the fresh water bivalve, Hyriopsis schlegelii. The yield of the glycolipid was 2.2 mg/g of dried spermatozoa. The structure of the glycolipid was elucidated by partial hydrolysis, permethylation analysis, and proton nuclear magnetic resonance. The following structure is proposed: GlcA4Me beta 1-4(GalNAc3Me alpha 1-3)Fuc alpha 1-4GlcNAc beta 1-2Man alpha 1-3(Xyl beta 1-2)Man beta 1-4Glc beta 1-Cer. The acidic glycolipid is unique in containing 4-O-methylglucuronic acid as well as an internally located fucose. Palmitic acid, stearic acid, and C18-sphingosine are the major aliphatic components. This composition is similar to those of other neutral spermatozoan glycolipids, Lipid I (Hori, T., Sugita, M., Kanbayashi, J., and Itasaka, O. (1977) J. Biochem. (Tokyo) 81, 107-114) and Lipid II (Hori, T., Takeda, H., Sugita, M., and Itasaka, O. (1977) J. Biochem. (Tokyo) 82, 1281-1285), suggesting a possible metabolic relationship among them.
D020384:Acidic Glycosphingolipids; D000818:Animals; D002241:Carbohydrates / Q000032:analysis; D002849:Chromatography, Gas; D002852:Chromatography, Ion Exchange; D002855:Chromatography, Thin Layer; D003445:Crustacea; D005227:Fatty Acids / Q000032:analysis; D005965:Glucuronates / Q000032:analysis*; D006028:Glycosphingolipids / Q000032:analysis / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013094:Spermatozoa / Q000032:analysis*
D020384:Acidic Glycosphingolipids; D002241:Carbohydrates; D005227:Fatty Acids; D005965:Glucuronates; D006028:Glycosphingolipids; C037242:Lipid IV; C036035:4-O-methylglucuronic acid