Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin

Manuel Andreini; Daniela Doknic; Ieva Sutkeviciute; Jose J Reina; Janxin Duan; Eric Chabrol; Michel Thepaut; Elisabetta Moroni; Fabio Doro; Laura Belvisi; Joerg Weiser; Javier Rojo; Franck Fieschi; Anna Bernardi

doi:10.1039/c1ob05573a

Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin

Manuel Andreini, Daniela Doknic, Ieva Sutkeviciute, Jose J Reina, Janxin Duan, Eric Chabrol, Michel Thepaut, Elisabetta Moroni, Fabio Doro, Laura Belvisi, Joerg Weiser, Javier Rojo, Franck Fieschi, Anna Bernardi

Research output: Contribution to journal › Article › Research › peer-review

62 Citations (Scopus)

Abstract

DC-SIGN and Langerin are two C-type lectins involved in the initial steps of HIV infections: the former acts as a viral attachment factor and facilitates viral invasion of the immune system, the latter has a protective effect. Potential antiviral compounds targeted against DC-SIGN were synthesized using a common fucosylamide anchor. Their DC-SIGN affinity was tested by SPR and found to be similar to that of the natural ligand Lewis-X (Le X). The compounds were also found to be selective for DC-SIGN and to interact only weakly with Langerin. These molecules are potentially useful therapeutic tools against sexually transmitted HIV infection

Original language	English
Pages (from-to)	5778 - 5786
Number of pages	9
Journal	Organic & Biomolecular Chemistry
Volume	9
Issue number	16
DOIs	https://doi.org/10.1039/c1ob05573a
Publication status	Published - 2011
Externally published	Yes

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10.1039/c1ob05573a

Cite this

Andreini, M., Doknic, D., Sutkeviciute, I., Reina, J. J., Duan, J., Chabrol, E., Thepaut, M., Moroni, E., Doro, F., Belvisi, L., Weiser, J., Rojo, J., Fieschi, F., & Bernardi, A. (2011). Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin. Organic & Biomolecular Chemistry, 9(16), 5778 - 5786. https://doi.org/10.1039/c1ob05573a

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title = "Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin",

abstract = "DC-SIGN and Langerin are two C-type lectins involved in the initial steps of HIV infections: the former acts as a viral attachment factor and facilitates viral invasion of the immune system, the latter has a protective effect. Potential antiviral compounds targeted against DC-SIGN were synthesized using a common fucosylamide anchor. Their DC-SIGN affinity was tested by SPR and found to be similar to that of the natural ligand Lewis-X (Le X). The compounds were also found to be selective for DC-SIGN and to interact only weakly with Langerin. These molecules are potentially useful therapeutic tools against sexually transmitted HIV infection",

author = "Manuel Andreini and Daniela Doknic and Ieva Sutkeviciute and Reina, {Jose J} and Janxin Duan and Eric Chabrol and Michel Thepaut and Elisabetta Moroni and Fabio Doro and Laura Belvisi and Joerg Weiser and Javier Rojo and Franck Fieschi and Anna Bernardi",

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publisher = "The Royal Society of Chemistry",

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Andreini, M, Doknic, D, Sutkeviciute, I, Reina, JJ, Duan, J, Chabrol, E, Thepaut, M, Moroni, E, Doro, F, Belvisi, L, Weiser, J, Rojo, J, Fieschi, F & Bernardi, A 2011, 'Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin', Organic & Biomolecular Chemistry, vol. 9, no. 16, pp. 5778 - 5786. https://doi.org/10.1039/c1ob05573a

TY - JOUR

T1 - Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin

AU - Andreini, Manuel

AU - Doknic, Daniela

AU - Sutkeviciute, Ieva

AU - Reina, Jose J

AU - Duan, Janxin

AU - Chabrol, Eric

AU - Thepaut, Michel

AU - Moroni, Elisabetta

AU - Doro, Fabio

AU - Belvisi, Laura

AU - Weiser, Joerg

AU - Rojo, Javier

AU - Fieschi, Franck

AU - Bernardi, Anna

PY - 2011

Y1 - 2011

N2 - DC-SIGN and Langerin are two C-type lectins involved in the initial steps of HIV infections: the former acts as a viral attachment factor and facilitates viral invasion of the immune system, the latter has a protective effect. Potential antiviral compounds targeted against DC-SIGN were synthesized using a common fucosylamide anchor. Their DC-SIGN affinity was tested by SPR and found to be similar to that of the natural ligand Lewis-X (Le X). The compounds were also found to be selective for DC-SIGN and to interact only weakly with Langerin. These molecules are potentially useful therapeutic tools against sexually transmitted HIV infection

AB - DC-SIGN and Langerin are two C-type lectins involved in the initial steps of HIV infections: the former acts as a viral attachment factor and facilitates viral invasion of the immune system, the latter has a protective effect. Potential antiviral compounds targeted against DC-SIGN were synthesized using a common fucosylamide anchor. Their DC-SIGN affinity was tested by SPR and found to be similar to that of the natural ligand Lewis-X (Le X). The compounds were also found to be selective for DC-SIGN and to interact only weakly with Langerin. These molecules are potentially useful therapeutic tools against sexually transmitted HIV infection

U2 - 10.1039/c1ob05573a

DO - 10.1039/c1ob05573a

M3 - Article

SN - 1477-0520

VL - 9

SP - 5778

EP - 5786

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

IS - 16

ER -