Lack of the Induction of Anti‐Ganglioside G<sub>M3</sub> Antibody in the Patients With Malignant Melanoma in Japanese

A biantennary GM3-saccharide (sialyllactoside) derivative (4) was constructed using allylmalonic acid as a bivalent linker, both carboxylic acids of which were condensed with 3-aminopropyl lactoside (2) prior to enzymatic sialylation with a fusion enzyme. While ozonolysis of its allyl group generated a saccharide having a terminal aldehyde (6), we were unable to couple 6 directly to protein by reductive amination. However, extension of the spacer by means of introducing a maleimide group to 6 through its aldehyde group to give 7 enabled the latter to be successfully coupled to thiolated proteins. The average ratios of saccharide to protein were observed to be 35 in KLH conjugate (13) and 9-12 in HSA conjugates (14 and 15). The antisera obtained by immunizing mice with the biantennary sialyllactoside-KLH conjugate (13) together with MPL adjuvant were analyzed by ELISA. Using several structurally related saccharide-HSA conjugates as screening antigens, it was concluded that anti-sialyllactoside antibodies, both IgG and IgM, were effectively raised. This was further supported by competitive inhibition experiments using lactoside (1), sialyllactoside (8) and biantennary sialyllactoside (4) as inhibitors.

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Zou

Abraham

Gilbert

et al. 1999

Glycoconjugate Journal

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Lack of the Induction of Anti‐Ganglioside G_M3 Antibody in the Patients With Malignant Melanoma in Japanese

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References 10 publications

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Lack of the Induction of Anti‐Ganglioside GM3 Antibody in the Patients With Malignant Melanoma in Japanese

Cited by 1 publication

References 10 publications

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Lack of the Induction of Anti‐Ganglioside G_M3 Antibody in the Patients With Malignant Melanoma in Japanese