Structure of an acidic polysaccharide from a marine bacterium Pseudoalteromonas distincta KMM 638 containing 5-acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid
An acidic polysaccharide was obtained from the lipopolysaccharide of Pseudoalteromonas distincta strain KMM 638, isolated from a marine sponge, and found to contain d-GlcA, d-GalNAc, 2-acetamido-2,6-dideoxy- d-glucose ( d-QuiNAc) and two unusual acidic amino sugars: 2-acetamido-2-deoxy- d-galacturon...
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| Veröffentlicht in: | Carbohydrate research 2001-01, Vol.330 (2), p.231-239 |
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| creator | Muldoon, Jimmy Shashkov, Alexander S. Senchenkova, Sof'ya N. Tomshich, Svetlana V. Komandrova, Nadezhda A. Romanenko, Lyudmila A. Knirel, Yuriy A. Savage, Angela V. |
| description | An acidic polysaccharide was obtained from the lipopolysaccharide of
Pseudoalteromonas distincta strain KMM 638, isolated from a marine sponge, and found to contain
d-GlcA,
d-GalNAc, 2-acetamido-2,6-dideoxy-
d-glucose (
d-QuiNAc) and two unusual acidic amino sugars: 2-acetamido-2-deoxy-
d-galacturonic acid (
d-GalNAcA) and 5-acetamido-3,5,7,9-tetradeoxy-7-formamido-
l-
glycero-
l-
manno-nonulosonic acid (Pse5Ac7Fo, a derivative of pseudaminic acid). Oligosaccharides were derived from the polysaccharide by partial acid hydrolysis and mild alkaline degradation and characterised by electrospray ionisation (ESI) MS and
1H and
13C NMR spectroscopy. Based on these data and NMR spectroscopic studies of the initial and O-deacetylated polysaccharides, including quaternary carbon detection, 2D COSY, TOCSY, ROESY, H-detected
1H,
13C HMQC and HMBC experiments, the following structure of the branched pentasaccharide repeating unit was established:
where the degree of O-acetylation of
d-Gal
pNAcA at position 3 is ∼60%. |
| doi_str_mv | 10.1016/S0008-6215(00)00280-9 |
| format | Article |
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Pseudoalteromonas distincta strain KMM 638, isolated from a marine sponge, and found to contain
d-GlcA,
d-GalNAc, 2-acetamido-2,6-dideoxy-
d-glucose (
d-QuiNAc) and two unusual acidic amino sugars: 2-acetamido-2-deoxy-
d-galacturonic acid (
d-GalNAcA) and 5-acetamido-3,5,7,9-tetradeoxy-7-formamido-
l-
glycero-
l-
manno-nonulosonic acid (Pse5Ac7Fo, a derivative of pseudaminic acid). Oligosaccharides were derived from the polysaccharide by partial acid hydrolysis and mild alkaline degradation and characterised by electrospray ionisation (ESI) MS and
1H and
13C NMR spectroscopy. Based on these data and NMR spectroscopic studies of the initial and O-deacetylated polysaccharides, including quaternary carbon detection, 2D COSY, TOCSY, ROESY, H-detected
1H,
13C HMQC and HMBC experiments, the following structure of the branched pentasaccharide repeating unit was established:
where the degree of O-acetylation of
d-Gal
pNAcA at position 3 is ∼60%.</description><identifier>ISSN: 0008-6215</identifier><identifier>EISSN: 1873-426X</identifier><identifier>DOI: 10.1016/S0008-6215(00)00280-9</identifier><identifier>PMID: 11217976</identifier><language>eng</language><publisher>Netherlands: Elsevier Ltd</publisher><subject>2-Acetamido-2-deoxy- d-galacturonic acid ; 5-Acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid ; Alteromonas - chemistry ; Animals ; Carbohydrate Conformation ; Carbohydrate Sequence ; Lipopolysaccharides - chemistry ; Lipopolysaccharides - isolation & purification ; Marine Biology ; Molecular Sequence Data ; Nuclear Magnetic Resonance, Biomolecular ; O Antigens - chemistry ; O Antigens - isolation & purification ; O-specific polysaccharide ; Porifera - chemistry ; Pseudoalteromonas distincta ; Sialic Acids - chemistry ; Spectrometry, Mass, Electrospray Ionization ; Structure</subject><ispartof>Carbohydrate research, 2001-01, Vol.330 (2), p.231-239</ispartof><rights>2001 Elsevier Science Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c361t-4a4a83cf7d22d06280f69912ae0ee75c7ed2afbbaae8fea2e4bd4755afd9dbd03</citedby><cites>FETCH-LOGICAL-c361t-4a4a83cf7d22d06280f69912ae0ee75c7ed2afbbaae8fea2e4bd4755afd9dbd03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/S0008-6215(00)00280-9$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27923,27924,45994</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11217976$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Muldoon, Jimmy</creatorcontrib><creatorcontrib>Shashkov, Alexander S.</creatorcontrib><creatorcontrib>Senchenkova, Sof'ya N.</creatorcontrib><creatorcontrib>Tomshich, Svetlana V.</creatorcontrib><creatorcontrib>Komandrova, Nadezhda A.</creatorcontrib><creatorcontrib>Romanenko, Lyudmila A.</creatorcontrib><creatorcontrib>Knirel, Yuriy A.</creatorcontrib><creatorcontrib>Savage, Angela V.</creatorcontrib><title>Structure of an acidic polysaccharide from a marine bacterium Pseudoalteromonas distincta KMM 638 containing 5-acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid</title><title>Carbohydrate research</title><addtitle>Carbohydr Res</addtitle><description>An acidic polysaccharide was obtained from the lipopolysaccharide of
Pseudoalteromonas distincta strain KMM 638, isolated from a marine sponge, and found to contain
d-GlcA,
d-GalNAc, 2-acetamido-2,6-dideoxy-
d-glucose (
d-QuiNAc) and two unusual acidic amino sugars: 2-acetamido-2-deoxy-
d-galacturonic acid (
d-GalNAcA) and 5-acetamido-3,5,7,9-tetradeoxy-7-formamido-
l-
glycero-
l-
manno-nonulosonic acid (Pse5Ac7Fo, a derivative of pseudaminic acid). Oligosaccharides were derived from the polysaccharide by partial acid hydrolysis and mild alkaline degradation and characterised by electrospray ionisation (ESI) MS and
1H and
13C NMR spectroscopy. Based on these data and NMR spectroscopic studies of the initial and O-deacetylated polysaccharides, including quaternary carbon detection, 2D COSY, TOCSY, ROESY, H-detected
1H,
13C HMQC and HMBC experiments, the following structure of the branched pentasaccharide repeating unit was established:
where the degree of O-acetylation of
d-Gal
pNAcA at position 3 is ∼60%.</description><subject>2-Acetamido-2-deoxy- d-galacturonic acid</subject><subject>5-Acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid</subject><subject>Alteromonas - chemistry</subject><subject>Animals</subject><subject>Carbohydrate Conformation</subject><subject>Carbohydrate Sequence</subject><subject>Lipopolysaccharides - chemistry</subject><subject>Lipopolysaccharides - isolation & purification</subject><subject>Marine Biology</subject><subject>Molecular Sequence Data</subject><subject>Nuclear Magnetic Resonance, Biomolecular</subject><subject>O Antigens - chemistry</subject><subject>O Antigens - isolation & purification</subject><subject>O-specific polysaccharide</subject><subject>Porifera - chemistry</subject><subject>Pseudoalteromonas distincta</subject><subject>Sialic Acids - chemistry</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><subject>Structure</subject><issn>0008-6215</issn><issn>1873-426X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2001</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkduKFDEQhoMo7rj6CEquRGGiSfd00n0lsnjCXRRWwbtQnVTWSHcym6TFeTmfzcwBvfSq6id_HVIfIY8FfyG4kC-vOec9k43onnH-nPOm52y4Q1aiVy3bNPLbXbL6azkjD3L-USWXSt4nZ0I0Qg1Krsjv65IWU5aENDoKgYLx1hu6jdMugzHfIXmL1KU4U6BzVQHpCKZg8stMP2dcbISpyjjHAJlan4sPpgD9eHVFZdtTE0MBH3y4oR0DgwVmbyNr191arQdWsCSwGH_tmGIupvn4TCdGb6adqY0P-QwhRBZiWKaYY6gr7jd9SO45mDI-OsVz8vXtmy8X79nlp3cfLl5fMtNKUdgGNtC3xinbNJbLeisnh0E0gBxRdUahbcCNIwD2DqHBzWg3quvA2cGOlrfn5Omx7zbF2wVz0bPPBqcJAsYla8W7oatYqrE7Gk2KOSd0ept8PdtOC6734PQBnN5T0ZzrAzg91LonpwHLOKP9V3UiVQ2vjgas3_zpMelsPAaD1ic0Rdvo_zPiD-0Bq5w</recordid><startdate>20010130</startdate><enddate>20010130</enddate><creator>Muldoon, Jimmy</creator><creator>Shashkov, Alexander S.</creator><creator>Senchenkova, Sof'ya N.</creator><creator>Tomshich, Svetlana V.</creator><creator>Komandrova, Nadezhda A.</creator><creator>Romanenko, Lyudmila A.</creator><creator>Knirel, Yuriy A.</creator><creator>Savage, Angela V.</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20010130</creationdate><title>Structure of an acidic polysaccharide from a marine bacterium Pseudoalteromonas distincta KMM 638 containing 5-acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid</title><author>Muldoon, Jimmy ; Shashkov, Alexander S. ; Senchenkova, Sof'ya N. ; Tomshich, Svetlana V. ; Komandrova, Nadezhda A. ; Romanenko, Lyudmila A. ; Knirel, Yuriy A. ; Savage, Angela V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c361t-4a4a83cf7d22d06280f69912ae0ee75c7ed2afbbaae8fea2e4bd4755afd9dbd03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2001</creationdate><topic>2-Acetamido-2-deoxy- d-galacturonic acid</topic><topic>5-Acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid</topic><topic>Alteromonas - chemistry</topic><topic>Animals</topic><topic>Carbohydrate Conformation</topic><topic>Carbohydrate Sequence</topic><topic>Lipopolysaccharides - chemistry</topic><topic>Lipopolysaccharides - isolation & purification</topic><topic>Marine Biology</topic><topic>Molecular Sequence Data</topic><topic>Nuclear Magnetic Resonance, Biomolecular</topic><topic>O Antigens - chemistry</topic><topic>O Antigens - isolation & purification</topic><topic>O-specific polysaccharide</topic><topic>Porifera - chemistry</topic><topic>Pseudoalteromonas distincta</topic><topic>Sialic Acids - chemistry</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><topic>Structure</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Muldoon, Jimmy</creatorcontrib><creatorcontrib>Shashkov, Alexander S.</creatorcontrib><creatorcontrib>Senchenkova, Sof'ya N.</creatorcontrib><creatorcontrib>Tomshich, Svetlana V.</creatorcontrib><creatorcontrib>Komandrova, Nadezhda A.</creatorcontrib><creatorcontrib>Romanenko, Lyudmila A.</creatorcontrib><creatorcontrib>Knirel, Yuriy A.</creatorcontrib><creatorcontrib>Savage, Angela V.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Carbohydrate research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Muldoon, Jimmy</au><au>Shashkov, Alexander S.</au><au>Senchenkova, Sof'ya N.</au><au>Tomshich, Svetlana V.</au><au>Komandrova, Nadezhda A.</au><au>Romanenko, Lyudmila A.</au><au>Knirel, Yuriy A.</au><au>Savage, Angela V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Structure of an acidic polysaccharide from a marine bacterium Pseudoalteromonas distincta KMM 638 containing 5-acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid</atitle><jtitle>Carbohydrate research</jtitle><addtitle>Carbohydr Res</addtitle><date>2001-01-30</date><risdate>2001</risdate><volume>330</volume><issue>2</issue><spage>231</spage><epage>239</epage><pages>231-239</pages><issn>0008-6215</issn><eissn>1873-426X</eissn><abstract>An acidic polysaccharide was obtained from the lipopolysaccharide of
Pseudoalteromonas distincta strain KMM 638, isolated from a marine sponge, and found to contain
d-GlcA,
d-GalNAc, 2-acetamido-2,6-dideoxy-
d-glucose (
d-QuiNAc) and two unusual acidic amino sugars: 2-acetamido-2-deoxy-
d-galacturonic acid (
d-GalNAcA) and 5-acetamido-3,5,7,9-tetradeoxy-7-formamido-
l-
glycero-
l-
manno-nonulosonic acid (Pse5Ac7Fo, a derivative of pseudaminic acid). Oligosaccharides were derived from the polysaccharide by partial acid hydrolysis and mild alkaline degradation and characterised by electrospray ionisation (ESI) MS and
1H and
13C NMR spectroscopy. Based on these data and NMR spectroscopic studies of the initial and O-deacetylated polysaccharides, including quaternary carbon detection, 2D COSY, TOCSY, ROESY, H-detected
1H,
13C HMQC and HMBC experiments, the following structure of the branched pentasaccharide repeating unit was established:
where the degree of O-acetylation of
d-Gal
pNAcA at position 3 is ∼60%.</abstract><cop>Netherlands</cop><pub>Elsevier Ltd</pub><pmid>11217976</pmid><doi>10.1016/S0008-6215(00)00280-9</doi><tpages>9</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0008-6215 |
| ispartof | Carbohydrate research, 2001-01, Vol.330 (2), p.231-239 |
| issn | 0008-6215 1873-426X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70595016 |
| source | MEDLINE; ScienceDirect Freedom Collection (Elsevier) |
| subjects | 2-Acetamido-2-deoxy- d-galacturonic acid 5-Acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid Alteromonas - chemistry Animals Carbohydrate Conformation Carbohydrate Sequence Lipopolysaccharides - chemistry Lipopolysaccharides - isolation & purification Marine Biology Molecular Sequence Data Nuclear Magnetic Resonance, Biomolecular O Antigens - chemistry O Antigens - isolation & purification O-specific polysaccharide Porifera - chemistry Pseudoalteromonas distincta Sialic Acids - chemistry Spectrometry, Mass, Electrospray Ionization Structure |
| title | Structure of an acidic polysaccharide from a marine bacterium Pseudoalteromonas distincta KMM 638 containing 5-acetamido-3,5,7,9-tetradeoxy-7-formamido- l- glycero- l- manno-nonulosonic acid |
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