Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus

Three new ganglioside molecular species, termed PNG-1, PNG-2A, and PNG-2B were isolated from pyloric caeca of the starfish Protoreaster nodosus. Their structures were elucidated using a combination of spectroscopic and chemical methods, and characterized as 1-O-[8-O-methyl-N-acetyl-α-neuraminosyl-(2...

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Autores principales: Pan, Ke, Tanaka, Chiaki, Inagaki, Masanori, Higuchi, Ryuichi, Miyamoto, Tomofumi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3509529/
https://www.ncbi.nlm.nih.gov/pubmed/23203271
http://dx.doi.org/10.3390/md10112467
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author Pan, Ke
Tanaka, Chiaki
Inagaki, Masanori
Higuchi, Ryuichi
Miyamoto, Tomofumi
author_facet Pan, Ke
Tanaka, Chiaki
Inagaki, Masanori
Higuchi, Ryuichi
Miyamoto, Tomofumi
author_sort Pan, Ke
collection PubMed
description Three new ganglioside molecular species, termed PNG-1, PNG-2A, and PNG-2B were isolated from pyloric caeca of the starfish Protoreaster nodosus. Their structures were elucidated using a combination of spectroscopic and chemical methods, and characterized as 1-O-[8-O-methyl-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-1, 1-O-[β-galactofuranosyl-(1→3)-α-galactopyranosyl-(1→4)-8-O-methyl-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-2A, and 1-O-[β-galactofuranosyl-(1→3)-α-galactopyranosyl-(1→9)-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-2B. PNG-2A and PNG-2B represent the first GM4 elongation products in nature.
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spelling pubmed-35095292012-12-10 Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus Pan, Ke Tanaka, Chiaki Inagaki, Masanori Higuchi, Ryuichi Miyamoto, Tomofumi Mar Drugs Article Three new ganglioside molecular species, termed PNG-1, PNG-2A, and PNG-2B were isolated from pyloric caeca of the starfish Protoreaster nodosus. Their structures were elucidated using a combination of spectroscopic and chemical methods, and characterized as 1-O-[8-O-methyl-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-1, 1-O-[β-galactofuranosyl-(1→3)-α-galactopyranosyl-(1→4)-8-O-methyl-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-2A, and 1-O-[β-galactofuranosyl-(1→3)-α-galactopyranosyl-(1→9)-N-acetyl-α-neuraminosyl-(2→3)-β-galactopyranosyl]-ceramide for PNG-2B. PNG-2A and PNG-2B represent the first GM4 elongation products in nature. MDPI 2012-11-05 /pmc/articles/PMC3509529/ /pubmed/23203271 http://dx.doi.org/10.3390/md10112467 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Pan, Ke
Tanaka, Chiaki
Inagaki, Masanori
Higuchi, Ryuichi
Miyamoto, Tomofumi
Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus
title Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus
title_full Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus
title_fullStr Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus
title_full_unstemmed Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus
title_short Isolation and Structure Elucidation of GM4-Type Gangliosides from the Okinawan Starfish Protoreaster nodosus
title_sort isolation and structure elucidation of gm4-type gangliosides from the okinawan starfish protoreaster nodosus
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3509529/
https://www.ncbi.nlm.nih.gov/pubmed/23203271
http://dx.doi.org/10.3390/md10112467
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