Synthetic Inhibitors of Cell Adhesion: A Glycopeptide from E-Selectin Ligand 1 (ESL-1) with the Arabino Sialyl Lewisx Structure
Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid‐labile β‐arabinopyranoside bond. It is important for the inhibition of cell adhesion that the arabino sialyl Lewisx glycopeptide 1, which contains the Gly 672–Asp 681 sequence of th...
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| Published in | Angewandte Chemie (International ed.) Vol. 40; no. 20; pp. 3836 - 3839 |
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| Main Authors | , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
Weinheim
WILEY-VCH Verlag GmbH
15.10.2001
WILEY‐VCH Verlag GmbH |
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| Online Access | Get full text |
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| Abstract | Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid‐labile β‐arabinopyranoside bond. It is important for the inhibition of cell adhesion that the arabino sialyl Lewisx glycopeptide 1, which contains the Gly 672–Asp 681 sequence of the E‐selectin Ligand 1 (ESL‐1), binds ten times more strongly than sialyl Lewisx to E‐selectin, although it is monovalent and does not contain L‐fucose, which is considered essential. |
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| AbstractList | Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid‐labile β‐arabinopyranoside bond. It is important for the inhibition of cell adhesion that the arabino sialyl Lewisx glycopeptide 1, which contains the Gly 672–Asp 681 sequence of the E‐selectin Ligand 1 (ESL‐1), binds ten times more strongly than sialyl Lewisx to E‐selectin, although it is monovalent and does not contain L‐fucose, which is considered essential. |
| Author | Wild, Martin Kunz, Horst Rösch, Markus Dippold, Wolfgang Vestweber, Dietmar Herzner, Holger |
| Author_xml | – sequence: 1 givenname: Markus surname: Rösch fullname: Rösch, Markus organization: Institut für Organische Chemie der Universität Mainz Duesbergweg 10-14, 55128 Mainz (Germany) Fax: (+49) 6131-39-24786 – sequence: 2 givenname: Holger surname: Herzner fullname: Herzner, Holger organization: Institut für Organische Chemie der Universität Mainz Duesbergweg 10-14, 55128 Mainz (Germany) Fax: (+49) 6131-39-24786 – sequence: 3 givenname: Wolfgang surname: Dippold fullname: Dippold, Wolfgang organization: Naturwissenschaftlich-Medizinisches Forschungszentrum der Universität Mainz and St. Vincenz-Hospital Mainz (Germany) – sequence: 4 givenname: Martin surname: Wild fullname: Wild, Martin organization: ZMBE-Institut für Zellbiologie, Universität Münster Von-Esmarch-Str. 56, 48149 Münster (Germany) – sequence: 5 givenname: Dietmar surname: Vestweber fullname: Vestweber, Dietmar organization: ZMBE-Institut für Zellbiologie, Universität Münster Von-Esmarch-Str. 56, 48149 Münster (Germany) – sequence: 6 givenname: Horst surname: Kunz fullname: Kunz, Horst email: hokunz@mail-uni-mainz.de organization: Institut für Organische Chemie der Universität Mainz Duesbergweg 10-14, 55128 Mainz (Germany) Fax: (+49) 6131-39-24786 |
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| Notes | ArticleID:ANIE3836 ark:/67375/WNG-PQ0BRMZW-W istex:F021CFE94CAA8D9EE7F5553683EC80B1B6A4E1E9 This work was supported by the Deutsche Forschungsgemeinschaft and by the Fonds der Chemischen Industrie ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
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| Snippet | Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid‐labile β‐arabinopyranoside bond. It is... Particularly selective methods are required for the synthesis of arabino sialyl Lewisx glycopeptides owing to the acid-labile β-arabinopyranoside bond. It is... |
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| SubjectTerms | allyl anchor E-selectin ligand glycopeptides sialyl Lewisx mimetica solid-phase synthesis |
| Title | Synthetic Inhibitors of Cell Adhesion: A Glycopeptide from E-Selectin Ligand 1 (ESL-1) with the Arabino Sialyl Lewisx Structure |
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