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Synthesis and solvodynamic diameter measurements of closely related mannodendrimers for the study of multivalent carbohydrate-protein interactions.

Identifieur interne : 001865 ( PubMed/Corpus ); précédent : 001864; suivant : 001866

Synthesis and solvodynamic diameter measurements of closely related mannodendrimers for the study of multivalent carbohydrate-protein interactions.

Auteurs : Yoann M. Chabre ; Alex Papadopoulos ; Alexandre A. Arnold ; René Roy

Source :

Beilstein journal of organic chemistry [ 1860-5397 ] ; 2014.

RBID : pubmed:25165490

Abstract

This paper describes the synthesis of three closely related families of mannopyranoside-containing dendrimers for the purpose of studying subtle structural parameters involved in the measurements of multivalent carbohydrate-protein binding interactions. Toward this goal, two trimers 5 and 9, three 9-mers 12, 17, 21, and one 27-mer 23, varying by the number of atoms separating the anomeric and the core carbons, were synthesized using azide-alkyne cycloaddition (CuAAc). Compound 23 was prepared by an efficient convergent strategy. The sugar precursors consisted of either a 2-azidoethyl (3) or a prop-2-ynyl α-D-mannopyranoside (7) derivative. The solvodynamic diameters of 9-mer 12, 17, and 21 were determined by pulsed-field-gradient-stimulated echo (PFG-STE) NMR experiments and were found to be 3.0, 2.5, and 3.4 nm, respectively.

DOI: 10.3762/bjoc.10.157
PubMed: 25165490

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<author><name sortKey="Chabre, Yoann M" sort="Chabre, Yoann M" uniqKey="Chabre Y" first="Yoann M" last="Chabre">Yoann M. Chabre</name>
<affiliation><nlm:affiliation>Pharmaqam, Department of Chemistry, Université du Québec à Montréal, P. O. Box 8888, Succ. Centre-ville, Montréal, Québec, Canada H3C 3P8.</nlm:affiliation>
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<author><name sortKey="Papadopoulos, Alex" sort="Papadopoulos, Alex" uniqKey="Papadopoulos A" first="Alex" last="Papadopoulos">Alex Papadopoulos</name>
<affiliation><nlm:affiliation>Pharmaqam, Department of Chemistry, Université du Québec à Montréal, P. O. Box 8888, Succ. Centre-ville, Montréal, Québec, Canada H3C 3P8.</nlm:affiliation>
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<author><name sortKey="Arnold, Alexandre A" sort="Arnold, Alexandre A" uniqKey="Arnold A" first="Alexandre A" last="Arnold">Alexandre A. Arnold</name>
<affiliation><nlm:affiliation>Pharmaqam, Department of Chemistry, Université du Québec à Montréal, P. O. Box 8888, Succ. Centre-ville, Montréal, Québec, Canada H3C 3P8.</nlm:affiliation>
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<author><name sortKey="Roy, Rene" sort="Roy, Rene" uniqKey="Roy R" first="René" last="Roy">René Roy</name>
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<front><div type="abstract" xml:lang="en">This paper describes the synthesis of three closely related families of mannopyranoside-containing dendrimers for the purpose of studying subtle structural parameters involved in the measurements of multivalent carbohydrate-protein binding interactions. Toward this goal, two trimers 5 and 9, three 9-mers 12, 17, 21, and one 27-mer 23, varying by the number of atoms separating the anomeric and the core carbons, were synthesized using azide-alkyne cycloaddition (CuAAc). Compound 23 was prepared by an efficient convergent strategy. The sugar precursors consisted of either a 2-azidoethyl (3) or a prop-2-ynyl α-D-mannopyranoside (7) derivative. The solvodynamic diameters of 9-mer 12, 17, and 21 were determined by pulsed-field-gradient-stimulated echo (PFG-STE) NMR experiments and were found to be 3.0, 2.5, and 3.4 nm, respectively. </div>
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<Abstract><AbstractText>This paper describes the synthesis of three closely related families of mannopyranoside-containing dendrimers for the purpose of studying subtle structural parameters involved in the measurements of multivalent carbohydrate-protein binding interactions. Toward this goal, two trimers 5 and 9, three 9-mers 12, 17, 21, and one 27-mer 23, varying by the number of atoms separating the anomeric and the core carbons, were synthesized using azide-alkyne cycloaddition (CuAAc). Compound 23 was prepared by an efficient convergent strategy. The sugar precursors consisted of either a 2-azidoethyl (3) or a prop-2-ynyl α-D-mannopyranoside (7) derivative. The solvodynamic diameters of 9-mer 12, 17, and 21 were determined by pulsed-field-gradient-stimulated echo (PFG-STE) NMR experiments and were found to be 3.0, 2.5, and 3.4 nm, respectively. </AbstractText>
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<Keyword MajorTopicYN="N">click chemistry</Keyword>
<Keyword MajorTopicYN="N">dendrimers</Keyword>
<Keyword MajorTopicYN="N">glycodendrimers</Keyword>
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<ReferenceList><Reference><Citation>Carbohydr Res. 2011 Sep 6;346(12):1519-26</Citation>
<ArticleIdList><ArticleId IdType="pubmed">21645881</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Curr Opin Struct Biol. 1996 Oct;6(5):692-702</Citation>
<ArticleIdList><ArticleId IdType="pubmed">8913693</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chemistry. 2011 May 27;17(23):6545-62</Citation>
<ArticleIdList><ArticleId IdType="pubmed">21523837</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Curr Top Med Chem. 2008;8(14):1237-85</Citation>
<ArticleIdList><ArticleId IdType="pubmed">18855708</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Acc Chem Res. 2013 Apr 16;46(4):946-54</Citation>
<ArticleIdList><ArticleId IdType="pubmed">22704792</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chemistry. 2000 May 15;6(10):1757-62</Citation>
<ArticleIdList><ArticleId IdType="pubmed">10845633</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>J Org Chem. 2008 Jul 18;73(14):5602-5</Citation>
<ArticleIdList><ArticleId IdType="pubmed">18572921</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Adv Carbohydr Chem Biochem. 2010;63:165-393</Citation>
<ArticleIdList><ArticleId IdType="pubmed">20381707</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Med Chem. 2006 Sep;2(5):481-9</Citation>
<ArticleIdList><ArticleId IdType="pubmed">17017987</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>J Am Chem Soc. 2009 Dec 16;131(49):17765-7</Citation>
<ArticleIdList><ArticleId IdType="pubmed">19919053</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>J Med Chem. 2013 Feb 14;56(3):1350-4</Citation>
<ArticleIdList><ArticleId IdType="pubmed">23281927</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chem Soc Rev. 2013 Jun 7;42(11):4657-708</Citation>
<ArticleIdList><ArticleId IdType="pubmed">23400414</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chem Soc Rev. 2013 Jun 7;42(11):4515-7</Citation>
<ArticleIdList><ArticleId IdType="pubmed">23632898</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Biochemistry. 2002 Jan 29;41(4):1351-8</Citation>
<ArticleIdList><ArticleId IdType="pubmed">11802737</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chemistry. 2008;14(25):7490-9</Citation>
<ArticleIdList><ArticleId IdType="pubmed">18618537</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Bioorg Med Chem Lett. 1998 May 19;8(10):1127-32</Citation>
<ArticleIdList><ArticleId IdType="pubmed">9871721</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Org Biomol Chem. 2009 May 21;7(10):2013-25</Citation>
<ArticleIdList><ArticleId IdType="pubmed">19421435</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>J Am Chem Soc. 2013 Jul 3;135(26):9877-84</Citation>
<ArticleIdList><ArticleId IdType="pubmed">23742246</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chem Soc Rev. 2012 Sep 21;41(18):6125-37</Citation>
<ArticleIdList><ArticleId IdType="pubmed">22773107</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chem Soc Rev. 2010 Apr;39(4):1231-2</Citation>
<ArticleIdList><ArticleId IdType="pubmed">20309482</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Bioorg Med Chem. 2011 May 15;19(10):3280-7</Citation>
<ArticleIdList><ArticleId IdType="pubmed">21524586</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>FEBS Lett. 1987 Jun 15;217(2):145-57</Citation>
<ArticleIdList><ArticleId IdType="pubmed">2885220</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>ChemMedChem. 2007 Aug;2(8):1190-201</Citation>
<ArticleIdList><ArticleId IdType="pubmed">17589887</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chemistry. 2011 Jul 11;17(29):8139-44</Citation>
<ArticleIdList><ArticleId IdType="pubmed">21656580</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Bioconjug Chem. 2014 Feb 19;25(2):379-92</Citation>
<ArticleIdList><ArticleId IdType="pubmed">24479549</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>J Magn Reson. 2007 Jul;187(1):19-26</Citation>
<ArticleIdList><ArticleId IdType="pubmed">17448713</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>J Biol Chem. 2000 May 12;275(19):14223-30</Citation>
<ArticleIdList><ArticleId IdType="pubmed">10799500</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Angew Chem Int Ed Engl. 2005 Jan 14;44(4):520-54</Citation>
<ArticleIdList><ArticleId IdType="pubmed">15625667</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chem Commun (Camb). 2006 Jun 14;(22):2379-81</Citation>
<ArticleIdList><ArticleId IdType="pubmed">16733586</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Angew Chem Int Ed Engl. 2006 Apr 3;45(15):2348-68</Citation>
<ArticleIdList><ArticleId IdType="pubmed">16557636</ArticleId>
</ArticleIdList>
</Reference>
<Reference><Citation>Chem Soc Rev. 2013 May 21;42(10):4476-91</Citation>
<ArticleIdList><ArticleId IdType="pubmed">23595539</ArticleId>
</ArticleIdList>
</Reference>
</ReferenceList>
</PubmedData>
</pubmed>
</record>

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Synthesis and solvodynamic diameter measurements of closely related mannodendrimers for the study of multivalent carbohydrate-protein interactions.

Synthesis and solvodynamic diameter measurements of closely related mannodendrimers for the study of multivalent carbohydrate-protein interactions.

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Abstract

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