Abstract
A novel monosialoganglioside was isolated from Tay-Sachs brains. It represented about 0.1% of the total ganglioside mixture. Compositional analysis by gas-liquid chromatography indicated that it contained glucose, galactose, N-acetylgalactosamine, N-acetylneuraminic acid, and long chain base in the molar ratio of 1:2:2:1:1. The ganglioside was found to be resistant to neuraminidase (Clostridium perfringens), β-hexosaminidase (jack bean), and β-galactosidase. However, it could be degraded by a human liver β-hexosaminidase preparation in the presence of an activator to produce a glycolipid chromatographically identical with authentic IV3NeuAc-GgOse4-ceramide. This glycolipid product was resistant to β-galactosidase (jack bean), but could be readily degraded to GgOse4-ceramide by neuraminidase. Mild formic acid hydrolysis degraded the intact ganglioside to an asialo derivative chromatographically identical with the pentahexosyl ceramide (GalNAc-Gal-GalNAc-Gal-Glc-ceramide) derived from G(D1a-GalNAc). The asialo derivative could then be degraded to GgOse4-ceramide and GgOse3-ceramide by sequential treatment with jack bean β-hexosaminidase and β-galactosidase. These data suggest that the novel ganglioside is a monosialosylpentahexosyl ceramide with the sialosyl group attached to the penultimate r224w1 =GalNAc(β1-4)Gal(β1-3)GalNAc(β1-4)Gal(β1-4)Glc-ceramide galactose moiety of the pentahexosyl ceramide backbone, and it has the following structure: (Ga1NAc(β1-4)Ga1(β1-3)Ga1NAc(β1-4)Ga1(β1-4)Glc-ceramide (3/2/α) NeuAc
| Original language | English (US) |
|---|---|
| Pages (from-to) | 165-169 |
| Number of pages | 5 |
| Journal | Journal of Biological Chemistry |
| Volume | 256 |
| Issue number | 1 |
| State | Published - Dec 1 1981 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Biochemistry
Cite this
Isolation and characterization of a novel monosialosylpentahexosyl ceramide from Tay-Sachs brain. / Itoh, T.; Li, Y. T.; Li, S. C.; Yu, Robert K.
In: Journal of Biological Chemistry, Vol. 256, No. 1, 01.12.1981, p. 165-169.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Isolation and characterization of a novel monosialosylpentahexosyl ceramide from Tay-Sachs brain
AU - Itoh, T.
AU - Li, Y. T.
AU - Li, S. C.
AU - Yu, Robert K
PY - 1981/12/1
Y1 - 1981/12/1
N2 - A novel monosialoganglioside was isolated from Tay-Sachs brains. It represented about 0.1% of the total ganglioside mixture. Compositional analysis by gas-liquid chromatography indicated that it contained glucose, galactose, N-acetylgalactosamine, N-acetylneuraminic acid, and long chain base in the molar ratio of 1:2:2:1:1. The ganglioside was found to be resistant to neuraminidase (Clostridium perfringens), β-hexosaminidase (jack bean), and β-galactosidase. However, it could be degraded by a human liver β-hexosaminidase preparation in the presence of an activator to produce a glycolipid chromatographically identical with authentic IV3NeuAc-GgOse4-ceramide. This glycolipid product was resistant to β-galactosidase (jack bean), but could be readily degraded to GgOse4-ceramide by neuraminidase. Mild formic acid hydrolysis degraded the intact ganglioside to an asialo derivative chromatographically identical with the pentahexosyl ceramide (GalNAc-Gal-GalNAc-Gal-Glc-ceramide) derived from G(D1a-GalNAc). The asialo derivative could then be degraded to GgOse4-ceramide and GgOse3-ceramide by sequential treatment with jack bean β-hexosaminidase and β-galactosidase. These data suggest that the novel ganglioside is a monosialosylpentahexosyl ceramide with the sialosyl group attached to the penultimate r224w1 =GalNAc(β1-4)Gal(β1-3)GalNAc(β1-4)Gal(β1-4)Glc-ceramide galactose moiety of the pentahexosyl ceramide backbone, and it has the following structure: (Ga1NAc(β1-4)Ga1(β1-3)Ga1NAc(β1-4)Ga1(β1-4)Glc-ceramide (3/2/α) NeuAc
AB - A novel monosialoganglioside was isolated from Tay-Sachs brains. It represented about 0.1% of the total ganglioside mixture. Compositional analysis by gas-liquid chromatography indicated that it contained glucose, galactose, N-acetylgalactosamine, N-acetylneuraminic acid, and long chain base in the molar ratio of 1:2:2:1:1. The ganglioside was found to be resistant to neuraminidase (Clostridium perfringens), β-hexosaminidase (jack bean), and β-galactosidase. However, it could be degraded by a human liver β-hexosaminidase preparation in the presence of an activator to produce a glycolipid chromatographically identical with authentic IV3NeuAc-GgOse4-ceramide. This glycolipid product was resistant to β-galactosidase (jack bean), but could be readily degraded to GgOse4-ceramide by neuraminidase. Mild formic acid hydrolysis degraded the intact ganglioside to an asialo derivative chromatographically identical with the pentahexosyl ceramide (GalNAc-Gal-GalNAc-Gal-Glc-ceramide) derived from G(D1a-GalNAc). The asialo derivative could then be degraded to GgOse4-ceramide and GgOse3-ceramide by sequential treatment with jack bean β-hexosaminidase and β-galactosidase. These data suggest that the novel ganglioside is a monosialosylpentahexosyl ceramide with the sialosyl group attached to the penultimate r224w1 =GalNAc(β1-4)Gal(β1-3)GalNAc(β1-4)Gal(β1-4)Glc-ceramide galactose moiety of the pentahexosyl ceramide backbone, and it has the following structure: (Ga1NAc(β1-4)Ga1(β1-3)Ga1NAc(β1-4)Ga1(β1-4)Glc-ceramide (3/2/α) NeuAc
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M3 - Article
VL - 256
SP - 165
EP - 169
JO - Journal of Biological Chemistry
JF - Journal of Biological Chemistry
SN - 0021-9258
IS - 1
ER -