Skip Navigation

This Article
Right arrow Full Text Freely available
Right arrow FREE Full Text (PDF) Freely available
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Services
Right arrow Email this article to a friend
Right arrow Similar articles in this journal
Right arrow Similar articles in ISI Web of Science
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Add to My Personal Archive
Right arrow Download to citation manager
Right arrow Search for citing articles in:
ISI Web of Science (46)
Right arrowRequest Permissions
Right arrow Disclaimer
Google Scholar
Right arrow Articles by Moothoo, D. N.
Right arrow Articles by Naismith, J. H.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Moothoo, D. N.
Right arrow Articles by Naismith, J. H.
Social Bookmarking
Add to CiteULike   Add to Connotea   Add to Del.icio.us  
What's this?

Glycobiology, Vol 8, 173-181, Copyright © 1998 by Society for Glycobiology

ORIGINAL ARTICLES

Concanavalin A distorts the beta-GlcNAc-(1-->2)-Man linkage of beta- GlcNAc-(1-->2)-alpha-Man-(1-->3)-[beta-GlcNAc-(1-->2)-alpha-Man- (1-- >6)]-Man upon binding

DN Moothoo and JH Naismith
Centre for Biomolecular Sciences, The University, St. Andrews, Scotland, United Kingdom.

Carbohydrate recognition by proteins is a key event in many biological processes. Concanavalin A is known to specifically recognize the pentasaccharide core (beta-GlcNAc-(1-->2)-alpha- Man-(1-->3)-[beta- GlcNAc-(1-->2)-alpha-Man-(1-->6)]-Man) of N-linked oligosaccharides with a Ka of 1.41 x 10(6 )M-1. We have determined the structure of concanavalin A bound to beta-GlcNAc-(1-->2)-alpha-Man-(1-->3)-[beta- GlcNAc-(1-->2)-alpha-Man- (1-->6)]-Man to 2.7A. In six of eight subunits there is clear density for all five sugar residues and a well ordered binding site. The pentasaccharide adopts the same conformation in all eight subunits. The binding site is a continuous extended cleft on the surface of the protein. Van der Waals interactions and hydrogen bonds anchor the carbohydrate to the protein. Both GlcNAc residues contact the protein. The GlcNAc on the 1-->6 arm of the pentasaccharide makes particularly extensive contacts and including two hydrogen bonds. The binding site of the 1-->3 arm GlcNAc is much less extensive. Oligosaccharide recognition by Con A occurs through specific protein carbohydrate interactions and does not require recruitment of adventitious water molecules. The beta-GlcNAc-(1-->2)-Man glycosidic linkage PSI torsion angle on the 1-->6 arm is rotated by over 50 degrees from that observed in solution. This rotation is coupled to disruption of interactions at the monosaccharide site. We suggest destabilization of the monosaccharide site and the conformational strain reduces the free energy liberated by additional interactions at the 1-->6 arm GlcNAc site.
Add to CiteULike CiteULike   Add to Connotea Connotea   Add to Del.icio.us Del.icio.us    What's this?


This article has been cited by other articles:


Home page
 J. Virol.Home page
P. W.-P. Hong, S. Nguyen, S. Young, S. V. Su, and B. Lee
Identification of the Optimal DC-SIGN Binding Site on Human Immunodeficiency Virus Type 1 gp120
J. Virol., August 1, 2007; 81(15): 8325 - 8336.
[Abstract] [Full Text] [PDF]

Home page
 Plant Physiol.Home page
A. Garcia-Pino, L. Buts, L. Wyns, A. Imberty, and R. Loris
How a Plant Lectin Recognizes High Mannose Oligosaccharides
Plant Physiology, August 1, 2007; 144(4): 1733 - 1741.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
A. Pashov, S. MacLeod, R. Saha, M. Perry, T. C. VanCott, and T. Kieber-Emmons
Concanavalin A binding to HIV envelope protein is less sensitive to mutations in glycosylation sites than monoclonal antibody 2G12
Glycobiology, October 1, 2005; 15(10): 994 - 1001.
[Abstract] [Full Text] [PDF]

Home page
 Cancer Res.Home page
R. Suriano, S. K. Ghosh, B. T. Ashok, A. Mittelman, Y. Chen, A. Banerjee, and R. K. Tiwari
Differences in Glycosylation Patterns of Heat Shock Protein, gp96: Implications for Prostate Cancer Prevention
Cancer Res., July 15, 2005; 65(14): 6466 - 6475.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
R. Gutierrez Gallego, S. R. Haseley, V. F. L. van Miegem, J. F. G. Vliegenthart, and J. P. Kamerling
Identification of carbohydrates binding to lectins by using surface plasmon resonance in combination with HPLC profiling
Glycobiology, May 1, 2004; 14(5): 373 - 386.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
G. A. de Souza, P. S.L. Oliveira, S. Trapani, A. C. O. Santos, J. C. Rosa, H. J. Laure, V. M. Faca, M. T.S. Correia, G. A. Tavares, G. Oliva, et al.
Amino acid sequence and tertiary structure of Cratylia mollis seed lectin
Glycobiology, December 1, 2003; 13(12): 961 - 972.
[Abstract] [Full Text] [PDF]

Home page
 GlycobiologyHome page
D. J. Kelleher, D. Karaoglu, and R. Gilmore
Large-scale isolation of dolichol-linked oligosaccharides with homogeneous oligosaccharide structures: determination of steady-state dolichol-linked oligosaccharide compositions
Glycobiology, April 1, 2001; 11(4): 321 - 333.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
D. Jain, K. Kaur, B. Sundaravadivel, and D. M. Salunke
Structural and Functional Consequences of Peptide-Carbohydrate Mimicry. CRYSTAL STRUCTURE OF A CARBOHYDRATE-MIMICKING PEPTIDE BOUND TO CONCANAVALIN A
J. Biol. Chem., May 19, 2000; 275(21): 16098 - 16102.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
J. Bouckaert, T. W. Hamelryck, L. Wyns, and R. Loris
The Crystal Structures of Man(alpha 1-3)Man(alpha 1-O)Me and Man(alpha 1-6)Man(alpha 1-O)Me in Complex with Concanavalin A
J. Biol. Chem., October 8, 1999; 274(41): 29188 - 29195.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
D. A. Rozwarski, B. M. Swami, C. F. Brewer, and J. C. Sacchettini
Crystal Structure of the Lectin from Dioclea grandiflora Complexed with Core Trimannoside of Asparagine-linked Carbohydrates
J. Biol. Chem., December 4, 1998; 273(49): 32818 - 32825.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
Y. Oda, K. Nakayama, B. Abdul-Rahman, M. Kinoshita, O. Hashimoto, N. Kawasaki, T. Hayakawa, K. Kakehi, N. Tomiya, and Y. C. Lee
Crocus sativus Lectin Recognizes Man3GlcNAc in the N-Glycan Core Structure
J. Biol. Chem., August 25, 2000; 275(35): 26772 - 26779.
[Abstract] [Full Text] [PDF]

Home page
 J. Biol. Chem.Home page
G. Cunto-Amesty, T. K. Dam, P. Luo, B. Monzavi-Karbassi, C. F. Brewer, T. C. Van Cott, and T. Kieber-Emmons
Directing the Immune Response to Carbohydrate Antigens
J. Biol. Chem., August 3, 2001; 276(32): 30490 - 30498.
[Abstract] [Full Text] [PDF]


Disclaimer: Please note that abstracts for content published before 1996 were created through digital scanning and may therefore not exactly replicate the text of the original print issues. All efforts have been made to ensure accuracy, but the Publisher will not be held responsible for any remaining inaccuracies. If you require any further clarification, please contact our Customer Services Department.