Structural Insights into the Molecular Recognition Mechanism of the Cancer and Pathogenic Epitope, LacdiNAc by Immune-Related Lectins.
LacdiNAc
glycan-protein interactions
hGal-3
hMGL
molecular recognition
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
20 May 2021
20 May 2021
Historique:
received:
03
03
2021
pubmed:
8
4
2021
medline:
27
5
2021
entrez:
7
4
2021
Statut:
ppublish
Résumé
Interactions of glycan-specific epitopes to human lectin receptors represent novel immune checkpoints for investigating cancer and infection diseases. By employing a multidisciplinary approach that combines isothermal titration calorimetry, NMR spectroscopy, molecular dynamics simulations, and X-ray crystallography, we investigated the molecular determinants that govern the recognition of the tumour and pathogenic glycobiomarker LacdiNAc (GalNAcβ1-4GlcNAc, LDN), including their comparison with the ubiquitous LacNAc epitope (Galβ1-4GlcNAc, LN), by two human immune-related lectins, galectin-3 (hGal-3) and the macrophage galactose C-type lectin (hMGL). A different mechanism of binding and interactions was observed for the hGal-3/LDN and hMGL/LDN complexes, which explains the remarkable difference in the binding specificity of LDN and LN by these two lectins. The new structural clues reported herein are fundamental for the chemical design of mimetics targeting hGal-3/hMGL recognition process.
Identifiants
pubmed: 33826192
doi: 10.1002/chem.202100800
doi:
Substances chimiques
Epitopes
0
Polysaccharides
0
N-acetylgalactosaminyl-1-4-N-acetylglucosamine
136198-41-9
Lactose
J2B2A4N98G
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
7951-7958Subventions
Organisme : Fundação para a Ciência e a Tecnologia
ID : IF/00780/2015
Organisme : Fundação para a Ciência e a Tecnologia
ID : PTDC/BIA-MIB/31028/2017
Organisme : Fundação para a Ciência e a Tecnologia
ID : UIDP/04378/2020
Organisme : Fundação para a Ciência e a Tecnologia
ID : UIDB/04378/2020
Organisme : Fundação para a Ciência e a Tecnologia
ID : PD/BD/142847/2018
Organisme : Fundação para a Ciência e a Tecnologia
ID : Project No 22161
Organisme : Fundação para a Ciência e a Tecnologia
ID : RECI/BBB-BEP/0124/2012
Organisme : H2020 European Research Council
ID : ERC-2017-AdG (788143-RECGLYCANMR)
Organisme : Agencia Estatal de Investigación
ID : RTI2018-094751-BC21
Organisme : Agencia Estatal de Investigación
ID : RTI2018-099592-B-C21
Organisme : European Commission
ID : COST 18132 Glyconanoprobes
Informations de copyright
© 2021 Wiley-VCH GmbH.
Références
E. Rodríguez, S. T. T. Schetters, Y. van Kooyk, Nat. Rev. Immunol. 2018, 18, 204-211.
D. A. Wesener, A. Dugan, L. L. Kiessling, Curr. Opin. Struct. Biol. 2017, 44, 168-178.
Y. van Kooyk, G. A. Rabinovich, Nat. Immunol. 2008, 9, 593-601.
S. S. Pinho, C. A. Reis, Nat. Rev. Cancer 2015, 15, 540-555.
M. Bermejo-Jambrina, J. Eder, L. C. Helgers, N. Hertoghs, B. M. Nijmeijer, M. Stunnenberg, T. B. H. Geijtenbeek, Front. Immunol. 2018, 9, 1-12.
I. van Die, R. D. Cummings, Glycobiology 2010, 20, 2-12.
K. Furukawa, N. Kitamura, T. Sato, S. Hiraizumi, Adv. Exp. Med. Biol., Kluwer Academic/Plenum, 2001, pp. 313-323.
M. P. Lenza, I. Oyenarte, T. Diercks, J. I. Quintana, A. Gimeno, H. Coelho, A. Diniz, F. Peccati, S. Delgado, A. Bosch, M. Valle, O. Millet, N. G. A. Abrescia, A. Palazón, F. Marcelo, G. Jiménez-Osés, J. Jiménez-Barbero, A. Ardá, J. Ereño-Orbea, Angew. Chem. Int. Ed. 2020, 59, 23763-23771;
Angew. Chem. 2020, 132, 23971-23979.
K. Hirano, A. Matsuda, T. Shirai, K. Furukawa, BioMed Res. Int. 2014, 2014, 1-7.
M.-I. Che, J. Huang, J.-S. Hung, Y.-C. Lin, M.-J. Huang, H.-S. Lai, W.-M. Hsu, J.-T. Liang, M.-C. Huang, Oncotarget 2014, 5, 3673-3684.
E. Machado, S. Kandzia, R. Carilho, P. Altevogt, H. S. Conradt, J. Costa, Glycobiology 2011, 21, 376-386.
R. Peracaula, Glycobiology 2003, 13, 227-244.
T. Yoneyama, Y. Tobisawa, T. Kaneko, T. Kaya, S. Hatakeyama, K. Mori, M. Sutoh Yoneyama, T. Okubo, K. Mitsuzuka, W. Duivenvoorden, J. H. Pinthus, Y. Hashimoto, A. Ito, T. Koie, Y. Suda, R. A. Gardiner, C. Ohyama, Cancer Sci. 2019, 110, 2573-2589.
T. K. van den Berg, H. Honing, N. Franke, A. van Remoortere, W. E. C. M. Schiphorst, F.-T. Liu, A. M. Deelder, R. D. Cummings, C. H. Hokke, I. van Die, J. Immunol. 2004, 173, 1902-1907.
S. J. van Vliet, E. van Liempt, E. Saeland, C. A. Aarnoudse, B. Appelmelk, T. Irimura, T. B. H. Geijtenbeek, O. Blixt, R. Alvarez, I. van Die, Y. van Kooyk, Int. Immunol. 2005, 17, 661-669.
M. Pirro, Y. Rombouts, A. Stella, O. Neyrolles, O. Burlet-Schiltz, S. J. van Vliet, A. H. de Ru, Y. Mohammed, M. Wuhrer, P. A. van Veelen, P. J. Hensbergen, Biochim. Biophys. Acta Gen. Subj. 2020, 1864, 129513.
L. Díaz-Alvarez, E. Ortega, Mediators Inflammation 2017, 2017, 1-10.
L. Breuilh, F. Vanhoutte, J. Fontaine, C. M. W. van Stijn, I. Tillie-Leblond, M. Capron, C. Faveeuw, T. Jouault, I. van Die, P. Gosset, F. Trottein, Infect. Immun. 2007, 75, 5148-5157.
E. van Liempt, S. J. van Vliet, A. Engering, J. J. García Vallejo, C. M. C. Bank, M. Sanchez-Hernandez, Y. van Kooyk, I. van Die, Mol. Immunol. 2007, 44, 2605-2615.
F. Chiodo, S. Bruijns, E. Rodriguez, R. J. E. Li, A. Molinaro, A. Silipo, F. Di Lorenzo, D. Garcia-Rivera, Y. Valdes-Balbin, V. Verez-Bencomo, Y. van Kooyk, Biorxiv 2020, https://doi.org/10.1101/2020.05.13.092478.
S. P. Méndez-Huergo, A. G. Blidner, G. A. Rabinovich, Curr. Opin. Immunol. 2017, 45, 8-15.
S. Tsuboi, M. Sutoh, S. Hatakeyama, N. Hiraoka, T. Habuchi, Y. Horikawa, Y. Hashimoto, T. Yoneyama, K. Mori, T. Koie, T. Nakamura, H. Saitoh, K. Yamaya, T. Funyu, M. Fukuda, C. Ohyama, EMBO J. 2011, 30, 3173-3185.
S. J. van Vliet, S. I. Gringhuis, T. B. H. Geijtenbeek, Y. van Kooyk, Nat. Immunol. 2006, 7, 1200-1208.
S. J. van Vliet, S. Bay, I. M. Vuist, H. Kalay, J. J. García-Vallejo, C. Leclerc, Y. van Kooyk, J. Leukocyte Biol. 2013, 94, 315-323.
K. Lenos, J. A. C. M. Goos, I. M. Vuist, S. H. den Uil, P. M. Delis-van Diemen, E. J. T. Belt, H. B. A. C. Stockmann, H. Bril, M. de Wit, B. Carvalho, S. Giblett, C. A. Pritchard, G. A. Meijer, Y. van Kooyk, R. J. A. Fijneman, S. J. van Vliet, Oncotarget 2015, 6, 26278-26290.
A. Varki, R. D. Cummings, J. D. Esko, H. H. Freeze, P. Stanley, C. R. Bertozzi, G. W. Hart, M. E. Etzler, Essentials of Glycobiology, Cold Spring Harbor Laboratory Press, 2009.
M. Nonaka, M. Fukuda, in Glycosignals Cancer Mech. Malig. Phenotypes (Eds.: K. Furukawa, M. Fukuda), Springer Japan, Tokyo, 2016, pp. 141-161.
A. Gimeno, S. Delgado, P. Valverde, S. Bertuzzi, M. A. Berbís, J. Echavarren, A. Lacetera, S. Martín-Santamaría, A. Surolia, F. J. Cañada, J. Jiménez-Barbero, A. Ardá, Angew. Chem. Int. Ed. 2019, 58, 7268-7272;
Angew. Chem. 2019, 131, 7346-7350.
K. Saraboji, M. Håkansson, S. Genheden, C. Diehl, J. Qvist, U. Weininger, U. J. Nilsson, H. Leffler, U. Ryde, M. Akke, D. T. Logan, Biochemistry 2012, 51, 296-306.
O. Haji-Ghassemi, M. Gilbert, J. Spence, M. J. Schur, M. J. Parker, M. L. Jenkins, J. E. Burke, H. van Faassen, N. M. Young, S. V. Evans, J. Biol. Chem. 2016, 291, 24085-24095.
P. Sörme, P. Arnoux, B. Kahl-Knutsson, H. Leffler, J. M. Rini, U. J. Nilsson, J. Am. Chem. Soc. 2005, 127, 1737-1743.
M. L. Verteramo, O. Stenström, M. M. Ignjatović, O. Caldararu, M. A. Olsson, F. Manzoni, H. Leffler, E. Oksanen, D. T. Logan, U. J. Nilsson, U. Ryde, M. Akke, J. Am. Chem. Soc. 2019, 141, 2012-2026.
C. Diehl, O. Engström, T. Delaine, M. Håkansson, S. Genheden, K. Modig, H. Leffler, U. Ryde, U. J. Nilsson, M. Akke, J. Am. Chem. Soc. 2010, 132, 14577-14589.
A. Dahlqvist, S. Mandal, K. Peterson, M. Håkansson, D. T. Logan, F. R. Zetterberg, H. Leffler, U. J. Nilsson, Molecules 2019, 24, 4554.
A. Diniz, H. Coelho, J. S. Dias, S. J. Vliet, J. Jiménez-Barbero, F. Corzana, E. J. Cabrita, F. Marcelo, Chem. Eur. J. 2019, 25, 13945-13955.
A. Gabba, A. Bogucka, J. G. Luz, A. Diniz, H. Coelho, F. Corzana, F. J. Cañada, F. Marcelo, P. V. Murphy, G. Birrane, Biochemistry 2021. Mar 16. doi: 10.1021/acs.biochem.1c00009.
A. Diniz, J. S. Dias, J. Jiménez-Barbero, F. Marcelo, E. J. Cabrita, Chem. Eur. J. 2017, 23, 13213-13220.
A. Pajon, J. Ionides, J. Diprose, J. Fillon, R. Fogh, A. W. Ashton, H. Berman, W. Boucher, M. Cygler, E. Deleury, R. Esnouf, J. Janin, R. Kim, I. Krimm, C. L. Lawson, E. Oeuillet, A. Poupon, S. Raymond, T. Stevens, H. van Tilbeurgh, J. Westbrook, P. Wood, E. Ulrich, W. Vranken, L. Xueli, E. Laue, D. I. Stuart, K. Henrick, Proteins Struct. Funct. Bioinf. 2004, 58, 278-284.
F. H. Schumann, H. Riepl, T. Maurer, W. Gronwald, K.-P. Neidig, H. R. Kalbitzer, J. Biomol. NMR 2007, 39, 275-289.
C. Vonrhein, C. Flensburg, P. Keller, A. Sharff, O. Smart, W. Paciorek, T. Womack, G. Bricogne, Acta Crystallogr. Sect. D 2011, 67, 293-302.
A. J. McCoy, R. W. Grosse-Kunstleve, P. D. Adams, M. D. Winn, L. C. Storoni, R. J. Read, J. Appl. Crystallogr. 2007, 40, 658-674.
P. D. Adams, P. V. Afonine, G. Bunkóczi, V. B. Chen, I. W. Davis, N. Echols, J. J. Headd, L.-W. Hung, G. J. Kapral, R. W. Grosse-Kunstleve, A. J. McCoy, N. W. Moriarty, R. Oeffner, R. J. Read, D. C. Richardson, J. S. Richardson, T. C. Terwilliger, P. H. Zwart, Acta Crystallogr. Sect. D 2010, 66, 213-221.
P. V. Afonine, R. W. Grosse-Kunstleve, N. Echols, J. J. Headd, N. W. Moriarty, M. Mustyakimov, T. C. Terwilliger, A. Urzhumtsev, P. H. Zwart, P. D. Adams, Acta Crystallogr. Sect. D 2012, 68, 352-367.
N. W. Moriarty, R. W. Grosse-Kunstleve, P. D. Adams, Acta Crystallogr. Sect. D 2009, 65, 1074-1080.
D. A. Case, R. C. Walker, T. E. Cheatham, C. Simmerling, A. Roitberg, K. M. Merz, R. Luo, T. Darden, Amber 2018, 2018.
J. A. Maier, C. Martinez, K. Kasavajhala, L. Wickstrom, K. E. Hauser, C. Simmerling, J. Chem. Theory Comput. 2015, 11, 3696-3713.
K. N. Kirschner, A. B. Yongye, S. M. Tschampel, J. González-Outeiriño, C. R. Daniels, B. L. Foley, R. J. Woods, J. Comput. Chem. 2008, 29, 622-655.