Synthesis of Hyperbranched β-Galceramide-Containing Dendritic Polymers that Bind HIV-1 rgp120

被引:11
作者
Antonio Morales-Serna, Jose [1 ]
Boutureira, Omar [1 ]
Serra, Angels [1 ]
Isabel Matheu, M. [1 ]
Diaz, Yolanda [1 ]
Castillon, Sergio [1 ]
机构
[1] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, Tarragona 43007, Spain
关键词
Polymers; Hyperbranched polymers; Glycolipids; Glycoconjugates; Dendrimers; Galceramide; HIV; GLYCODENDRITIC STRUCTURES; QUANTITATIVE MEASUREMENTS; IMMUNODEFICIENCY-VIRUS; CLICK CHEMISTRY; LIPID RAFTS; DENDRIMERS; GALACTOSYLCERAMIDE; GLYCOSPHINGOLIPIDS; MULTIVALENT; SPHINGOSINE;
D O I
10.1002/ejoc.201000132
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We report the design, synthesis, and characterization of a series of water-soluble hyperbranched beta-galceramide-containing dendritic. Polymers showing useful binding ability to HIV-1 rgp120 as demonstrated with surface plasmon resonance.
引用
收藏
页码:2657 / 2660
页数:4
相关论文
共 62 条
[1]   Synthesis of D/L-erythro-Sphingosine Using a Tethered Aminohydroxylation Reaction as the Key Step [J].
Antonio Morales-Sema, Jose ;
Diaz, Yolanda ;
Isabel Matheu, M. ;
Castillon, Sergio .
SYNTHESIS-STUTTGART, 2009, (05) :710-712
[2]   Stannyl ceramides as efficient acceptors for synthesising β-galactosyl ceramides [J].
Antonio Morales-Serna, Jose ;
Diaz, Yolanda ;
Matheu, M. Isabel ;
Castillon, Sergio .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (20) :3831-3836
[3]   Efficient Synthesis of β-Glycosphingolipids by Reaction of Stannylceramides with Glycosyl Iodides Promoted by TBAI/AW 300 Molecular Sieves [J].
Antonio Morales-Serna, Jose ;
Diaz, Yolanda ;
Matheu, Isabel ;
Castillon, Sergio .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (23) :3849-3852
[4]   Glycodendritic structures based on Boltorn hyperbranched polymers and their interactions with Lens culinaris lectin [J].
Arce, E ;
Nieto, PM ;
Díaz, V ;
Castro, RG ;
Bernad, A ;
Rojo, J .
BIOCONJUGATE CHEMISTRY, 2003, 14 (04) :817-823
[5]   A synthetic CD4-heparan sulfate glycoconjugate inhibits CCR5 and CXCR4 HIV-1 attachment and entry [J].
Baleux, Francoise ;
Loureiro-Morais, Latino ;
Hersant, Yael ;
Clayette, Pascal ;
Arenzana-Seisdedos, Fernando ;
Bonnaffe, David ;
Lortat-Jacob, Hugues .
NATURE CHEMICAL BIOLOGY, 2009, 5 (10) :743-748
[6]   Direct and efficient glycosylation protocol for synthesizing α-glycolipids:: Application to the synthesis of KRN7000 [J].
Boutureira, Omar ;
Antonio Morales-Serna, Jose ;
Diaz, Yolanda ;
Matheu, M. Isabel ;
Castillon, Sergio .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (11) :1851-1854
[7]   New methodologies in the construction of dendritic materials [J].
Carlmark, Anna ;
Hawker, Craig J. ;
Hult, Anders ;
Malkoch, Michael .
CHEMICAL SOCIETY REVIEWS, 2009, 38 (02) :352-362
[8]   Structure of an unliganded simian immunodeficiency virus gp120 core [J].
Chen, B ;
Vogan, EM ;
Gong, HY ;
Skehel, JJ ;
Wiley, DC ;
Harrison, SC .
NATURE, 2005, 433 (7028) :834-841
[9]   Quantitative measurements of recombinant HIV surface glycoprotein 120 binding to several glycosphingolipids expressed in planar supported lipid bilayers [J].
Conboy, JC ;
McReynolds, KD ;
Gervay-Hague, J ;
Saavedra, SS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (06) :968-977
[10]  
Conboy JC, 2000, ANGEW CHEM INT EDIT, V39, P2882, DOI 10.1002/1521-3773(20000818)39:16<2882::AID-ANIE2882>3.0.CO