Structures of sugar chains of ricin D

Yoshinobu Kimura, Sumihiro Hase, Yuji Kobayashi, Yoshimasa Kyogoku, Tokuji Ikenaka, Gunki Funatsu

Research output: Contribution to journalArticle

112 Citations (Scopus)

Abstract

The toxic lectin, ricin D, contains mannose, fucose, xylose, and N-acetylglucosamine as sugar components. Sugar chains are linked to Asn-10 of the A-chain, and to Asn-95 and Asn-135 of the B-chain (Funatsu, G. et al. (1978) Agric. Biol. Chem. 42, 501-503; Araki, T.& Funatsu, G. (1985) FEBS Lett. 191, 121-124). Asparagine-linked sugar chains of each glycopeptide from ricin D were liberated by hydrazinolysis followed by N-acetylation. The reducing end residues of the sugar chains were coupled with 2-aminopyridine and the pyridylamino (PA-) derivatives obtained were purified by gel-filtration and reversed-phase HPLC. Eight main PA-sugar chains were obtained from three glycopeptides and the structures of these sugar chains were determined by component analysis, stepwise exoglycosidase digestions, partial acetolysis, and 500 MHZ 1H-NMR spectroscopy. The results show that oligomannose type sugar chains (Man6-7GlcNAc2) are linked to Asn-95; Man5-7 GlcNAc2 and M4X (structure, see below) to Asn-135 of the B-chain, and M3FX and M3X to Asn-10 of the A-chain.Manα13Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM4X Manα12{set minus}Xylβ1Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM3XManα12{set minus}Xylβ1Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM3FXManα12{set minus}3Xylβ1Fucα1

Original languageEnglish
Pages (from-to)944-949
Number of pages6
JournalJournal of Biochemistry
Volume103
Issue number6
Publication statusPublished - Jun 1988
Externally publishedYes

Fingerprint

Ricin
Glycopeptides
Sugars
Fucose
Acetylglucosamine
Glycoside Hydrolases
Poisons
Xylose
Asparagine
Acetylation
Mannose
Lectins
Gel Chromatography
Digestion
Magnetic Resonance Spectroscopy
High Pressure Liquid Chromatography
Lectin
Nuclear magnetic resonance spectroscopy
High-performance Liquid Chromatography
Gels

ASJC Scopus subject areas

  • Statistics, Probability and Uncertainty
  • Applied Mathematics
  • Physiology (medical)
  • Radiology Nuclear Medicine and imaging
  • Molecular Biology
  • Biochemistry

Cite this

Kimura, Y., Hase, S., Kobayashi, Y., Kyogoku, Y., Ikenaka, T., & Funatsu, G. (1988). Structures of sugar chains of ricin D. Journal of Biochemistry, 103(6), 944-949.

Structures of sugar chains of ricin D. / Kimura, Yoshinobu; Hase, Sumihiro; Kobayashi, Yuji; Kyogoku, Yoshimasa; Ikenaka, Tokuji; Funatsu, Gunki.

In: Journal of Biochemistry, Vol. 103, No. 6, 06.1988, p. 944-949.

Research output: Contribution to journalArticle

Kimura, Y, Hase, S, Kobayashi, Y, Kyogoku, Y, Ikenaka, T & Funatsu, G 1988, 'Structures of sugar chains of ricin D', Journal of Biochemistry, vol. 103, no. 6, pp. 944-949.
Kimura Y, Hase S, Kobayashi Y, Kyogoku Y, Ikenaka T, Funatsu G. Structures of sugar chains of ricin D. Journal of Biochemistry. 1988 Jun;103(6):944-949.
Kimura, Yoshinobu ; Hase, Sumihiro ; Kobayashi, Yuji ; Kyogoku, Yoshimasa ; Ikenaka, Tokuji ; Funatsu, Gunki. / Structures of sugar chains of ricin D. In: Journal of Biochemistry. 1988 ; Vol. 103, No. 6. pp. 944-949.
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abstract = "The toxic lectin, ricin D, contains mannose, fucose, xylose, and N-acetylglucosamine as sugar components. Sugar chains are linked to Asn-10 of the A-chain, and to Asn-95 and Asn-135 of the B-chain (Funatsu, G. et al. (1978) Agric. Biol. Chem. 42, 501-503; Araki, T.& Funatsu, G. (1985) FEBS Lett. 191, 121-124). Asparagine-linked sugar chains of each glycopeptide from ricin D were liberated by hydrazinolysis followed by N-acetylation. The reducing end residues of the sugar chains were coupled with 2-aminopyridine and the pyridylamino (PA-) derivatives obtained were purified by gel-filtration and reversed-phase HPLC. Eight main PA-sugar chains were obtained from three glycopeptides and the structures of these sugar chains were determined by component analysis, stepwise exoglycosidase digestions, partial acetolysis, and 500 MHZ 1H-NMR spectroscopy. The results show that oligomannose type sugar chains (Man6-7GlcNAc2) are linked to Asn-95; Man5-7 GlcNAc2 and M4X (structure, see below) to Asn-135 of the B-chain, and M3FX and M3X to Asn-10 of the A-chain.Manα13Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM4X Manα12{set minus}Xylβ1Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM3XManα12{set minus}Xylβ1Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM3FXManα12{set minus}3Xylβ1Fucα1",
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AB - The toxic lectin, ricin D, contains mannose, fucose, xylose, and N-acetylglucosamine as sugar components. Sugar chains are linked to Asn-10 of the A-chain, and to Asn-95 and Asn-135 of the B-chain (Funatsu, G. et al. (1978) Agric. Biol. Chem. 42, 501-503; Araki, T.& Funatsu, G. (1985) FEBS Lett. 191, 121-124). Asparagine-linked sugar chains of each glycopeptide from ricin D were liberated by hydrazinolysis followed by N-acetylation. The reducing end residues of the sugar chains were coupled with 2-aminopyridine and the pyridylamino (PA-) derivatives obtained were purified by gel-filtration and reversed-phase HPLC. Eight main PA-sugar chains were obtained from three glycopeptides and the structures of these sugar chains were determined by component analysis, stepwise exoglycosidase digestions, partial acetolysis, and 500 MHZ 1H-NMR spectroscopy. The results show that oligomannose type sugar chains (Man6-7GlcNAc2) are linked to Asn-95; Man5-7 GlcNAc2 and M4X (structure, see below) to Asn-135 of the B-chain, and M3FX and M3X to Asn-10 of the A-chain.Manα13Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM4X Manα12{set minus}Xylβ1Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM3XManα12{set minus}Xylβ1Manα1{set minus}M36anβ1-4GlcNAcβ1-4GlcNAcM3FXManα12{set minus}3Xylβ1Fucα1

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