Discrimination of cellular developmental states focusing on glycan transformation and membrane dynamics by using BODIPY-tagged lactosyl ceramides
Glycosphingolipids (GSLs) are a group of molecules composed of a hydrophilic glycan part and a hydrophobic ceramide creating a diverse family. GSLs are de novo synthesised from ceramides at the endoplasmic reticulum and Golgi apparatus, and transported to the outer surface of the plasma membrane. It...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2020-05, Vol.18 (19), p.3724-3733 |
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| creator | Arai, Kenta Ohtake, Atsuko Daikoku, Shusaku Suzuki, Katsuhiko Ito, Yukishige Kabayama, Kazuya Fukase, Koichi Kanie, Yoshimi Kanie, Osamu |
| description | Glycosphingolipids (GSLs) are a group of molecules composed of a hydrophilic glycan part and a hydrophobic ceramide creating a diverse family. GSLs are
de novo
synthesised from ceramides at the endoplasmic reticulum and Golgi apparatus, and transported to the outer surface of the plasma membrane. It has been known that the glycan structures of GSLs change reflecting disease states. We envisioned that analysing the glycan pattern of GSLs enables distinguishing diseases. For this purpose, we utilised a fluorescently tagged compound, LacCerBODIPY (
1
). At first, compound
1
was taken up by cultured PC12D cells and transformed into various GSLs. As a result, changes in the GSL patterns of differentiation states of the cells were successfully observed by using an analysis platform, nano-liquid chromatography (LC)-fluorescence detection (FLD)-electrospray ionisation (ESI)-mass spectrometry (MS), which could quantify and provide molecular ions simultaneously. We found that compound
1
remained for about 10 min on the plasma membrane before it was converted into other GSLs. We therefore investigated a more rapid way to discriminate different cellular states by fluorescence recovery after photobleaching, which revealed that it is possible to distinguish the differentiation states as well.
Different cellular states were discriminated by analysing either the glycan transformation of exogenously introduced fluorescently tagged probe molecules or fluorescence recovery after photobleaching before conversion. |
| doi_str_mv | 10.1039/d0ob00547a |
| format | Article |
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de novo
synthesised from ceramides at the endoplasmic reticulum and Golgi apparatus, and transported to the outer surface of the plasma membrane. It has been known that the glycan structures of GSLs change reflecting disease states. We envisioned that analysing the glycan pattern of GSLs enables distinguishing diseases. For this purpose, we utilised a fluorescently tagged compound, LacCerBODIPY (
1
). At first, compound
1
was taken up by cultured PC12D cells and transformed into various GSLs. As a result, changes in the GSL patterns of differentiation states of the cells were successfully observed by using an analysis platform, nano-liquid chromatography (LC)-fluorescence detection (FLD)-electrospray ionisation (ESI)-mass spectrometry (MS), which could quantify and provide molecular ions simultaneously. We found that compound
1
remained for about 10 min on the plasma membrane before it was converted into other GSLs. We therefore investigated a more rapid way to discriminate different cellular states by fluorescence recovery after photobleaching, which revealed that it is possible to distinguish the differentiation states as well.
Different cellular states were discriminated by analysing either the glycan transformation of exogenously introduced fluorescently tagged probe molecules or fluorescence recovery after photobleaching before conversion.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d0ob00547a</identifier><identifier>PMID: 32364197</identifier><language>eng</language><publisher>CAMBRIDGE: Royal Soc Chemistry</publisher><subject>Cell differentiation ; Ceramide ; Chemistry ; Chemistry, Organic ; Differentiation ; Endoplasmic reticulum ; Fluorescence ; Fluorescence recovery after photobleaching ; Glycan ; Glycosphingolipids ; Golgi apparatus ; Hydrophobicity ; Ions ; Liquid chromatography ; Mass spectrometry ; Mass spectroscopy ; Membranes ; Molecular ions ; Pattern analysis ; Photobleaching ; Physical Sciences ; Science & Technology</subject><ispartof>Organic & biomolecular chemistry, 2020-05, Vol.18 (19), p.3724-3733</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>true</woscitedreferencessubscribed><woscitedreferencescount>3</woscitedreferencescount><woscitedreferencesoriginalsourcerecordid>wos000536705800014</woscitedreferencesoriginalsourcerecordid><citedby>FETCH-LOGICAL-c429t-67d8b84962a136cbb9dcc1670ea790453488acf081b756e13a84c8c71efb73413</citedby><cites>FETCH-LOGICAL-c429t-67d8b84962a136cbb9dcc1670ea790453488acf081b756e13a84c8c71efb73413</cites><orcidid>0000-0001-6251-7249 ; 0000-0002-7583-5454 ; 0000-0003-4147-6868 ; 0000-0002-8476-2234</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,781,785,27929,27930,28253</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32364197$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Arai, Kenta</creatorcontrib><creatorcontrib>Ohtake, Atsuko</creatorcontrib><creatorcontrib>Daikoku, Shusaku</creatorcontrib><creatorcontrib>Suzuki, Katsuhiko</creatorcontrib><creatorcontrib>Ito, Yukishige</creatorcontrib><creatorcontrib>Kabayama, Kazuya</creatorcontrib><creatorcontrib>Fukase, Koichi</creatorcontrib><creatorcontrib>Kanie, Yoshimi</creatorcontrib><creatorcontrib>Kanie, Osamu</creatorcontrib><title>Discrimination of cellular developmental states focusing on glycan transformation and membrane dynamics by using BODIPY-tagged lactosyl ceramides</title><title>Organic & biomolecular chemistry</title><addtitle>ORG BIOMOL CHEM</addtitle><addtitle>Org Biomol Chem</addtitle><description>Glycosphingolipids (GSLs) are a group of molecules composed of a hydrophilic glycan part and a hydrophobic ceramide creating a diverse family. GSLs are
de novo
synthesised from ceramides at the endoplasmic reticulum and Golgi apparatus, and transported to the outer surface of the plasma membrane. It has been known that the glycan structures of GSLs change reflecting disease states. We envisioned that analysing the glycan pattern of GSLs enables distinguishing diseases. For this purpose, we utilised a fluorescently tagged compound, LacCerBODIPY (
1
). At first, compound
1
was taken up by cultured PC12D cells and transformed into various GSLs. As a result, changes in the GSL patterns of differentiation states of the cells were successfully observed by using an analysis platform, nano-liquid chromatography (LC)-fluorescence detection (FLD)-electrospray ionisation (ESI)-mass spectrometry (MS), which could quantify and provide molecular ions simultaneously. We found that compound
1
remained for about 10 min on the plasma membrane before it was converted into other GSLs. We therefore investigated a more rapid way to discriminate different cellular states by fluorescence recovery after photobleaching, which revealed that it is possible to distinguish the differentiation states as well.
Different cellular states were discriminated by analysing either the glycan transformation of exogenously introduced fluorescently tagged probe molecules or fluorescence recovery after photobleaching before conversion.</description><subject>Cell differentiation</subject><subject>Ceramide</subject><subject>Chemistry</subject><subject>Chemistry, Organic</subject><subject>Differentiation</subject><subject>Endoplasmic reticulum</subject><subject>Fluorescence</subject><subject>Fluorescence recovery after photobleaching</subject><subject>Glycan</subject><subject>Glycosphingolipids</subject><subject>Golgi apparatus</subject><subject>Hydrophobicity</subject><subject>Ions</subject><subject>Liquid chromatography</subject><subject>Mass spectrometry</subject><subject>Mass spectroscopy</subject><subject>Membranes</subject><subject>Molecular ions</subject><subject>Pattern analysis</subject><subject>Photobleaching</subject><subject>Physical Sciences</subject><subject>Science & Technology</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>AOWDO</sourceid><recordid>eNqNkk1v1DAQhi0EomXhwh1kxKWiCtixEzvHdrfQSpWWAxw4Rf7KKlViL7YDys_gHzNt2kXigDh57HnmnS8j9JKS95Sw5oMlQRNScaEeoWPKhShIxZrHB7skR-hZSjeE0EbU_Ck6YiWrOVyO0a9Nn0zsx96r3AePQ4eNG4ZpUBFb98MNYT86n9WAU1bZJdwFM6Xe7zDAu2E2yuMclU9diOMiobzFoxs1vDpsZ6_G3iSsZ7zEnW83V5-_FVntds7iQZkc0jxA1gigdek5etKpIbkX9-cKff148WV9WVxvP12tz64Lw8smF7WwUkve1KWirDZaN9YYWgvilGgIrxiXUpmOSKpFVTvKlORGGkFdpwXjlK3QyaK7j-H75FJuRxgF9A5lhym1JWskrSSDEa_Q27_QmzBFD9W1JYdcVdmwGqh3C2ViSCm6rt3DYFWcW0ra20W1G7I9v1vUGcCv7yUnPTp7QB82A4BcgJ9Ohy6Z3nnjDhgBGQbNVhIsytd9vpv9Okw-Q-jp_4cC_WqhYzIH6M-XAv-bf_nbve3Yb8dzxcY</recordid><startdate>20200520</startdate><enddate>20200520</enddate><creator>Arai, Kenta</creator><creator>Ohtake, Atsuko</creator><creator>Daikoku, Shusaku</creator><creator>Suzuki, Katsuhiko</creator><creator>Ito, Yukishige</creator><creator>Kabayama, Kazuya</creator><creator>Fukase, Koichi</creator><creator>Kanie, Yoshimi</creator><creator>Kanie, Osamu</creator><general>Royal Soc Chemistry</general><general>Royal Society of Chemistry</general><scope>AOWDO</scope><scope>BLEPL</scope><scope>DTL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-6251-7249</orcidid><orcidid>https://orcid.org/0000-0002-7583-5454</orcidid><orcidid>https://orcid.org/0000-0003-4147-6868</orcidid><orcidid>https://orcid.org/0000-0002-8476-2234</orcidid></search><sort><creationdate>20200520</creationdate><title>Discrimination of cellular developmental states focusing on glycan transformation and membrane dynamics by using BODIPY-tagged lactosyl ceramides</title><author>Arai, Kenta ; Ohtake, Atsuko ; Daikoku, Shusaku ; Suzuki, Katsuhiko ; Ito, Yukishige ; Kabayama, Kazuya ; Fukase, Koichi ; Kanie, Yoshimi ; Kanie, Osamu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c429t-67d8b84962a136cbb9dcc1670ea790453488acf081b756e13a84c8c71efb73413</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Cell differentiation</topic><topic>Ceramide</topic><topic>Chemistry</topic><topic>Chemistry, Organic</topic><topic>Differentiation</topic><topic>Endoplasmic reticulum</topic><topic>Fluorescence</topic><topic>Fluorescence recovery after photobleaching</topic><topic>Glycan</topic><topic>Glycosphingolipids</topic><topic>Golgi apparatus</topic><topic>Hydrophobicity</topic><topic>Ions</topic><topic>Liquid chromatography</topic><topic>Mass spectrometry</topic><topic>Mass spectroscopy</topic><topic>Membranes</topic><topic>Molecular ions</topic><topic>Pattern analysis</topic><topic>Photobleaching</topic><topic>Physical Sciences</topic><topic>Science & Technology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Arai, Kenta</creatorcontrib><creatorcontrib>Ohtake, Atsuko</creatorcontrib><creatorcontrib>Daikoku, Shusaku</creatorcontrib><creatorcontrib>Suzuki, Katsuhiko</creatorcontrib><creatorcontrib>Ito, Yukishige</creatorcontrib><creatorcontrib>Kabayama, Kazuya</creatorcontrib><creatorcontrib>Fukase, Koichi</creatorcontrib><creatorcontrib>Kanie, Yoshimi</creatorcontrib><creatorcontrib>Kanie, Osamu</creatorcontrib><collection>Web of Science - Science Citation Index Expanded - 2020</collection><collection>Web of Science Core Collection</collection><collection>Science Citation Index Expanded</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Arai, Kenta</au><au>Ohtake, Atsuko</au><au>Daikoku, Shusaku</au><au>Suzuki, Katsuhiko</au><au>Ito, Yukishige</au><au>Kabayama, Kazuya</au><au>Fukase, Koichi</au><au>Kanie, Yoshimi</au><au>Kanie, Osamu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Discrimination of cellular developmental states focusing on glycan transformation and membrane dynamics by using BODIPY-tagged lactosyl ceramides</atitle><jtitle>Organic & biomolecular chemistry</jtitle><stitle>ORG BIOMOL CHEM</stitle><addtitle>Org Biomol Chem</addtitle><date>2020-05-20</date><risdate>2020</risdate><volume>18</volume><issue>19</issue><spage>3724</spage><epage>3733</epage><pages>3724-3733</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Glycosphingolipids (GSLs) are a group of molecules composed of a hydrophilic glycan part and a hydrophobic ceramide creating a diverse family. GSLs are
de novo
synthesised from ceramides at the endoplasmic reticulum and Golgi apparatus, and transported to the outer surface of the plasma membrane. It has been known that the glycan structures of GSLs change reflecting disease states. We envisioned that analysing the glycan pattern of GSLs enables distinguishing diseases. For this purpose, we utilised a fluorescently tagged compound, LacCerBODIPY (
1
). At first, compound
1
was taken up by cultured PC12D cells and transformed into various GSLs. As a result, changes in the GSL patterns of differentiation states of the cells were successfully observed by using an analysis platform, nano-liquid chromatography (LC)-fluorescence detection (FLD)-electrospray ionisation (ESI)-mass spectrometry (MS), which could quantify and provide molecular ions simultaneously. We found that compound
1
remained for about 10 min on the plasma membrane before it was converted into other GSLs. We therefore investigated a more rapid way to discriminate different cellular states by fluorescence recovery after photobleaching, which revealed that it is possible to distinguish the differentiation states as well.
Different cellular states were discriminated by analysing either the glycan transformation of exogenously introduced fluorescently tagged probe molecules or fluorescence recovery after photobleaching before conversion.</abstract><cop>CAMBRIDGE</cop><pub>Royal Soc Chemistry</pub><pmid>32364197</pmid><doi>10.1039/d0ob00547a</doi><orcidid>https://orcid.org/0000-0001-6251-7249</orcidid><orcidid>https://orcid.org/0000-0002-7583-5454</orcidid><orcidid>https://orcid.org/0000-0003-4147-6868</orcidid><orcidid>https://orcid.org/0000-0002-8476-2234</orcidid></addata></record> |
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| subjects | Cell differentiation Ceramide Chemistry Chemistry, Organic Differentiation Endoplasmic reticulum Fluorescence Fluorescence recovery after photobleaching Glycan Glycosphingolipids Golgi apparatus Hydrophobicity Ions Liquid chromatography Mass spectrometry Mass spectroscopy Membranes Molecular ions Pattern analysis Photobleaching Physical Sciences Science & Technology |
| title | Discrimination of cellular developmental states focusing on glycan transformation and membrane dynamics by using BODIPY-tagged lactosyl ceramides |
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