Interactions of aromatic mannosyl disulfide derivatives with Concanavalin A: synthesis, thermodynamic and NMR spectroscopy studies


Autoria(s): Murthy, Bandaru Narasimha; Sinha, Sharmistha; Surolia, Avadhesha; Jayaraman, Narayanaswamy; Szilagyi, Laszlo; Szabo, Ildiko; Kover, Katalin E
Data(s)

08/09/2009

Resumo

α-d-Mannopyranosyl units were attached to an aromatic scaffold through disulfide linkages to obtain mono- to trivalent glycosylated ligands for lectin binding studies. Isothermal titration calorimetric (ITC) measurements indicated that binding affinities of these derivatives to Concanavalin A (Con A) were comparable to or slightly higher than that of methyl α-d-mannopyranoside (Ka values in the range of 104 M−1). The stoichiometries of the lectin-ligand complexes were in agreement with the formal valencies (1–3) of the respective ligands indicating cross-linking in interactions with the di- and trivalent derivatives. Multivalency effects could not, however, be observed with the latter. These ligands were shown to bind to the carbohydrate binding site of Con A using saturation transfer difference (STD) NMR competition experiments.

Formato

application/pdf

Identificador

http://eprints.iisc.ernet.in/23836/1/1111.pdf

Murthy, Bandaru Narasimha and Sinha, Sharmistha and Surolia, Avadhesha and Jayaraman, Narayanaswamy and Szilagyi, Laszlo and Szabo, Ildiko and Kover, Katalin E (2009) Interactions of aromatic mannosyl disulfide derivatives with Concanavalin A: synthesis, thermodynamic and NMR spectroscopy studies. In: Carbohydrate Research, 344 (13). pp. 1758-1763.

Publicador

Elsevier Science

Relação

http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6TFF-4WGF14S-5&_user=512776&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_acct=C000025298&_version=1&_urlVersion=0&_userid=512776&md5=9decf5eefaf372c1f6d2c9e7a67d2a71

http://eprints.iisc.ernet.in/23836/

Palavras-Chave #Organic Chemistry
Tipo

Journal Article

PeerReviewed