Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36
A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor...
Gespeichert in:
Veröffentlicht in: | Bulletin of the Korean Chemical Society 2004, Vol.25 (2), p.289-292 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | kor |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 292 |
---|---|
container_issue | 2 |
container_start_page | 289 |
container_title | Bulletin of the Korean Chemical Society |
container_volume | 25 |
creator | Yoon, Shin-Sook Shin, Young-Sook Chun, Keun-Ho Nam Shin, Jeong E |
description | A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor in the presence of iodonium dicollidine perchlorate (IDCP) promoter afforded the ${\alpha}$-galactosidic trisaccharide with high stereoselectivities. Subsequent deacetalation, dephthaloylation, N-acetylation, and hydrogenolytic debenzylation furnished the title compound. |
format | Article |
fullrecord | <record><control><sourceid>kisti</sourceid><recordid>TN_cdi_kisti_ndsl_JAKO200402727000009</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>JAKO200402727000009</sourcerecordid><originalsourceid>FETCH-kisti_ndsl_JAKO2004027270000093</originalsourceid><addsrcrecordid>eNqNi09KAzEYxYNYcNDe4dsIFvxKmswf4m4o2mLBAa3rEmcyNTUmYRLBuYB7vYkexEN4Elt04dK3eY_fe2-PJBPGBGYiFfskoSzjyESeHpBhCPqOZpwXecFFQl5vehvvVdABXAszU1-VtUf4_MCTydfLGx_hTJodeP8BbIQ5Nso99yhN7Nxc-T9thb5zvjenIC1UWNqo18rqGq6VVzJqu4ZbqyO0nXuE6Rg2avNkNVRnjG8fzTbw_IgMWmmCGv76ITm-OF9O5_igQ9Qr2wSzuiwXFaM0paxgBd1J8P_uvgGhwVUV</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36</title><source>EZB-FREE-00999 freely available EZB journals</source><source>Free Full-Text Journals in Chemistry</source><creator>Yoon, Shin-Sook ; Shin, Young-Sook ; Chun, Keun-Ho ; Nam Shin, Jeong E</creator><creatorcontrib>Yoon, Shin-Sook ; Shin, Young-Sook ; Chun, Keun-Ho ; Nam Shin, Jeong E</creatorcontrib><description>A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor in the presence of iodonium dicollidine perchlorate (IDCP) promoter afforded the ${\alpha}$-galactosidic trisaccharide with high stereoselectivities. Subsequent deacetalation, dephthaloylation, N-acetylation, and hydrogenolytic debenzylation furnished the title compound.</description><identifier>ISSN: 0253-2964</identifier><identifier>EISSN: 1229-5949</identifier><language>kor</language><ispartof>Bulletin of the Korean Chemical Society, 2004, Vol.25 (2), p.289-292</ispartof><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,776,780,881,4009</link.rule.ids></links><search><creatorcontrib>Yoon, Shin-Sook</creatorcontrib><creatorcontrib>Shin, Young-Sook</creatorcontrib><creatorcontrib>Chun, Keun-Ho</creatorcontrib><creatorcontrib>Nam Shin, Jeong E</creatorcontrib><title>Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36</title><title>Bulletin of the Korean Chemical Society</title><addtitle>Bulletin of the Korean chemical society</addtitle><description>A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor in the presence of iodonium dicollidine perchlorate (IDCP) promoter afforded the ${\alpha}$-galactosidic trisaccharide with high stereoselectivities. Subsequent deacetalation, dephthaloylation, N-acetylation, and hydrogenolytic debenzylation furnished the title compound.</description><issn>0253-2964</issn><issn>1229-5949</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2004</creationdate><recordtype>article</recordtype><sourceid>JDI</sourceid><recordid>eNqNi09KAzEYxYNYcNDe4dsIFvxKmswf4m4o2mLBAa3rEmcyNTUmYRLBuYB7vYkexEN4Elt04dK3eY_fe2-PJBPGBGYiFfskoSzjyESeHpBhCPqOZpwXecFFQl5vehvvVdABXAszU1-VtUf4_MCTydfLGx_hTJodeP8BbIQ5Nso99yhN7Nxc-T9thb5zvjenIC1UWNqo18rqGq6VVzJqu4ZbqyO0nXuE6Rg2avNkNVRnjG8fzTbw_IgMWmmCGv76ITm-OF9O5_igQ9Qr2wSzuiwXFaM0paxgBd1J8P_uvgGhwVUV</recordid><startdate>2004</startdate><enddate>2004</enddate><creator>Yoon, Shin-Sook</creator><creator>Shin, Young-Sook</creator><creator>Chun, Keun-Ho</creator><creator>Nam Shin, Jeong E</creator><scope>JDI</scope></search><sort><creationdate>2004</creationdate><title>Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36</title><author>Yoon, Shin-Sook ; Shin, Young-Sook ; Chun, Keun-Ho ; Nam Shin, Jeong E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-kisti_ndsl_JAKO2004027270000093</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>kor</language><creationdate>2004</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yoon, Shin-Sook</creatorcontrib><creatorcontrib>Shin, Young-Sook</creatorcontrib><creatorcontrib>Chun, Keun-Ho</creatorcontrib><creatorcontrib>Nam Shin, Jeong E</creatorcontrib><collection>KoreaScience</collection><jtitle>Bulletin of the Korean Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yoon, Shin-Sook</au><au>Shin, Young-Sook</au><au>Chun, Keun-Ho</au><au>Nam Shin, Jeong E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36</atitle><jtitle>Bulletin of the Korean Chemical Society</jtitle><addtitle>Bulletin of the Korean chemical society</addtitle><date>2004</date><risdate>2004</risdate><volume>25</volume><issue>2</issue><spage>289</spage><epage>292</epage><pages>289-292</pages><issn>0253-2964</issn><eissn>1229-5949</eissn><abstract>A trisaccharide, GlcNAcp- ${\beta}-(1{\to}3)-Galp-{\alpha}-(1{\to}2)$-6-deoxy-altroHepp- ${\alpha}-(1{\to}O$-propyl, as an O-antigenic repeating unit of C. jejuni serotype O:23 and O:36 was synthesized. Coupling of the GlcNPhth-(1${\to}$3)-Gal disaccharide donor with allyl 6-deoxy-altroHep acceptor in the presence of iodonium dicollidine perchlorate (IDCP) promoter afforded the ${\alpha}$-galactosidic trisaccharide with high stereoselectivities. Subsequent deacetalation, dephthaloylation, N-acetylation, and hydrogenolytic debenzylation furnished the title compound.</abstract><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0253-2964 |
ispartof | Bulletin of the Korean Chemical Society, 2004, Vol.25 (2), p.289-292 |
issn | 0253-2964 1229-5949 |
language | kor |
recordid | cdi_kisti_ndsl_JAKO200402727000009 |
source | EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
title | Synthesis of GlcNAcp- β-(1→3)-Galp- α-(1→2)-6-deoxy-altroHepp- α-(1→O-propyl, an O-Antigenic Repeating Unit from C. jejuni O:23 and O:36 |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-26T18%3A06%3A12IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-kisti&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20GlcNAcp-%20%CE%B2-(1%E2%86%923)-Galp-%20%CE%B1-(1%E2%86%922)-6-deoxy-altroHepp-%20%CE%B1-(1%E2%86%92O-propyl,%20an%20O-Antigenic%20Repeating%20Unit%20from%20C.%20jejuni%20O:23%20and%20O:36&rft.jtitle=Bulletin%20of%20the%20Korean%20Chemical%20Society&rft.au=Yoon,%20Shin-Sook&rft.date=2004&rft.volume=25&rft.issue=2&rft.spage=289&rft.epage=292&rft.pages=289-292&rft.issn=0253-2964&rft.eissn=1229-5949&rft_id=info:doi/&rft_dat=%3Ckisti%3EJAKO200402727000009%3C/kisti%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |