Publications
[114] Synthesis, conformational analysis and in vivo assays of an anti-cancer vaccine that features an unnatural antigen based on an sp2-iminosugar fragment, I. A. Bermejo, C. D. Navo, J. Castro-López, A. Guerreiro, E. Jiménez-Moreno, E. M. Sánchez Fernández, F. García-Martín, H. Hinou, S.-I. Nishimura, J. M. García Fernández, C. Ortiz Mellet, A. Avenoza, J. H. Busto, G. J. L. Bernardes, R. Hurtado-Guerrero, J. M. Peregrina, F. Corzana, Chem. Sci. 2020, doi:10.1039/c9sc06334j.
[113] Observation of the Unbiased Conformers of Putative DNA-Scaffold Ribosugars, C. Calabrese, I. Uriarte, A. Insausti, M. Vallejo-López, F. J. Basterretxea, S. A. Cochrane, B. G. Davis, F. Corzana, E. J. Cocinero, ACS Cent. Sci. 2020, 6, 293-303.
[112] Structural basis for substrate specificity and catalysis of α1,6-fucosyltransferase, A. García-García, L. Ceballos-Laita, S. Serna, R. Artschwager, N. C. Reichardt, F. Corzana, R. Hurtado-Guerrero, Nat. Commun. 2020, 11:973.
[111] Synthesis of Nβ-Substituted α,β-Diamino Acids via Stereoselective N-Michael Additions to a Chiral Bicyclic Dehydroalanine, C. D. Navo, N. Mazo, P. Oroz, M. I. Gutiérrez-Jiménez, J. Marín, J. Asenjo, A. Avenoza, J. H. Busto, F. Corzana, M. M. Zurbano, G. Jiménez-Osés, J. M. Peregrina, J. Org. Chem. 2020, 85, 3134-3145.
[110] Molecular basis for fibroblast growth factor 23 O-glycosylation by GalNAc-T3, M. de las Rivas, E. James Paul Daniel, Y. Narimatsu, I. Compañón, K. Kato, P. Hermosilla, A. Thureau, L. Ceballos-Laita, H. Coelho, P. Bernadó, F. Marcelo, L. Hansen, R. Maeda, A. Lostao, F. Corzana, H. Clausen, T. A. Gerken, R. Hurtado-Guerrero, Nat. Chem. Biol. 2020, 16, 351-360.
[109] Stable pyrrole-linked bioconjugates through tetrazine-triggered azanorbornadiene fragmentation, E. Gil de Montes, A. Istrate; C. Navo, E. Jiménez-Moreno, E. Hoyt, F. Corzana, I. Robina, G. Jiménez-Osés, A. Moreno-Vargas, G. J. L. Bernardes, Angew. Chem. Int. Ed. 2020, 59, 6196 –6200.
[108] Exploiting structure-activity relationships of QS-21 in the design and synthesis of streamlined saponin vaccine adjuvants, M. Ghirardello, A. Ruiz-de-Angulo, N. Sacristan, D. Barriales, J. Jiménez-Barbero, A. Poveda, F. Corzana, J. Anguita, A. Fernández-Tejada, Chem. Commun., 2020, 56, 719-722.
[107] The impact of aromatic stacking on glycoside reactivity: balancing CH/π and cation/π interactions for the stabilization of glycosyl-oxocarbenium ions, L. Montalvillo-Jiménez, A. G. Santana, F. Corzana, G. Jiménez-Osés, J. Jiménez-Barbero, A. M. Gomez, J. L. Asensio, J. Am. Chem. Soc. 2019, 141, 13372-13384.
[106] The Plasticity of Carbohydrate Recognition Domain Dictates the Exquisite Mechanism of Binding of Human Macrophage Galactose-Type Lectin, A. Diniz, H. Coelho, J. S. Dias, S. J. van Vliet, J. Jiménez-Barbero, F. Corzana, E. J. Cabrita, F. Marcelo, Chem. Eur. J. 2019, 25, 13945-13955.
[105] Enhancement of the Anti-Aggregation Activity of a Molecular Chaperone Using a Rationally Designed Post-Translational Modification, P. R. Lindstedt, F. A. Aprile, M. J. Matos, M. Perni, J. B. Bertoldo, B. Bernardim, Q. Peter, G. Jiménez-Osés, T. P. J. Knowles, C. M. Dobson, F. Corzana, M. Vendruscolo, G. J. L. Bernardes, ACS Cent. Sci. 2019, 5, 1417-1424.
[104] Conformational behavior of D-lyxose in gas and solution phases by rotational and NMR spectroscopies, C. Calabrese, P. Écija, I. Compañón, M. Vallejo-López, A. Cimas, M. Parra, F. J. Basterretxea, J. I. Santos, J. Jiménez-Barbero, A. Lesarri, F. Corzana*, E. J. Cocinero, J. Phys. Chem. Lett. 2019, 10, 3339–3345.
[103] Quaternization of Vinyl/Alkynyl Pyridine Enables Ultrafast Cysteine-Selective Protein Modification and Charge Modulation, M. J. Matos, C. D. Navo, T. Hakala, X. Ferhati, A. Guerreiro, D. Hartmann, B. Bernardim, K. L. Saar, I. Compañón, F. Corzana*, T. P. J. Knowles, J. Jiménez-Osés, G. J. L. Bernardes, Angew. Chem. Int. Ed., 2019, 58, 6640-6644.
[102] Structure-based design of potent tumor-associated antigens: modulation of peptide presentation by single atom O/S or O/Se substitutions at the glycosidic linkage, I. Compañón, A. Guerreiro, V. Mangini, J. Castro-López, M. Escudero-Casao, A. Avenoza, J. H. Busto, S. Castillón, J. Jiménez-Barbero, J. L. Asensio, G. Jiménez-Osés, O. Boutureira, J. M. Peregrina, R. Hurtado-Guerrero, R. Fiammengo, G. J. L. Bernardes, F. Corzana*, J. Am. Chem. Soc. 2019, 141, 4063–4072.
[101] A fully human anti-IL-7Rα antibody promotes anti-tumor activity against T-cell acute lymphoblastic leukemia, P. Akkapeddi, R. Fragoso, J. A. Hixon, A. S. Ramalho, M. L. Oliveira, T. Carvalho, A. Gloger, M. Matasci, F. Corzana, S. K. Durum, D. Neri, G. J. L. Bernardes, J. T. Barata, Leukemia 2019, 33, 2155-2168.
[100] Efficient and irreversible antibody–cysteine bioconjugation using carbonylacrylic reagents, B. Bernardim, M. J. Matos, X. Ferhati, I. Compañón, A. Guerreiro, P. Akkapeddi, A. C. B. Burtoloso, G. Jiménez-Oses, F. Corzana, G. J. L. Bernardes, Nat. Protoc. 2019, 14, 86–99.
[99] Identification of a secondary binding site in human macrophage galactose-type lectin by microarray studies: Implications for the molecular recognition of its ligands , F. Marcelo, N. Supekar, F. Corzana, J. C. van der Horst, I. M. Vuist, D. Live, G.-J. Boons, D. F. Smith, S. J. van Vliet, J. Biol. Chem. 2019, 294, 1300–1311.
[98] Langerin-Heparin Interaction: Analysis of the Binding to the Non-Lectin Site, M. J. García-Jiménez, F. Corzana, J. L. De Paz, Pedro M. Nieto, Nat. Prod. Commun. 2019, 1-6.
[97] Oxygen by Carbon Replacement at the Glycosidic Linkage Modulates the Sugar Conformation in Tn Antigen Mimics, C. D. Navo, I. A. Bermejo, P. Oroz, P. Tovillas, I. Compañón, C. Matías, A. Avenoza, J. H. Busto, M. M. Zurbano, G. Jiménez-Oses, F. Corzana*, J. M. Peregrina, ACS Omega 2018, 3, 18142–18152.
[96] Structural and Mechanistic Insights into the Catalytic-Domain-Mediated Short-Range Glycosylation Preferences of GalNAc-T4, M. de Las Rivas, E. J. Paul Daniel, H. Coelho, E. Lira-Navarrete, L. Raich, I. Compañón, A. Diniz, L. Lagartera, J. Jiménez-Barbero, H. Clausen, C.Rovira, F. Marcelo, F. Corzana, T. A. Gerken, R. Hurtado-Guerrero, ACS Cent. Sci. 2018, 4, 1274-1290.
[95] Water Sculpts the Distinctive Shapes and Dynamics of the Tn Antigens: Implications for their Molecular Recognition, I. A. Bermejo, I. Usabiaga, I. Compañón, J. Castro-López, A. Insausti, J. A. Fernández, A. Avenoza, J. H. Busto, J. Jiménez-Barbero, J. L. Asensio, J. M. Peregrina, G. Jiménez-Osés, R. Hurtado-Guerrero, E. J. Cocinero, F. Corzana*, J. Am. Chem. Soc. 2018, 140, 9952-9960.
Highlighted in JACS Spotlights: J. Am. Chem. Soc. 2018, 140, 10383−10384.
[94] Dynamic Acetylation of Phosphoenolpyruvate Carboxykinase Toggles Enzyme Activity between Gluconeogenic and Anaplerotic Reactions, P. Latorre, J. Baeza, E. A. Armstrong, R. Hurtado-Guerrero, F. Corzana, L. E. Wu, D. A. Sinclair, P. López-Buesa, J. A. Carrodeguas, J. M. Denu, Mol. Cell, 2018, 71, 718-732.e9.
[93] Machine intelligence decrypts b-lapachone as an allosteric 5-lipoxygenase inhibitor, T. Rodrigues, M. Werner, J. Roth, E. H. G. da Cruz, M. C. Marques, P. Akkapeddi, S. A. Lobo, A. Koeberle, F. Corzana, E. N. da Silva Júnior, O. Werzb, G. J. L. Bernardes, Chem. Sci. 2018, 9, 6899-6903.
[92] Tn Antigen Mimics by Ring-Opening of Chiral Cyclic Sulfamidates with Carbohydrate C1-S- and C1-O-Nucleophiles, P. Tovillas, I. García, P. Oroz, N. Mazo, A. Avenoza, F. Corzana, G. Jiménez-Osés, J. H. Busto, J. M. Peregrina, J. Org. Chem. 2018, 83, 4973-4980.
[91] Cell Penetrating Peptides containing Fluorescent D‐Cysteines, C. D. Navo, A. Asín, E. Gómez-Orte, M. I. Gutiérrez-Jiménez, I. Compañón, B. Ezcurra, A. Avenoza, J. H. Busto, F. Corzana, M. M. Zurbano, G. Jiménez-Osés, J. Cabello, J. M. Peregrina, Chem. Eur. J. 2018, 24, 7991-8000.
[90] Structural analysis of a GalNAc-T2 mutant reveals an induced-fit catalytic mechanism for GalNAc-Ts, M. de las Rivas, H. Coelho, A. Diniz, E. Lira-Navarrete, I. Compañón, J. Jiménez-Barbero, K. T. Schjoldager, E. P. Bennett, S. Y. Vakhrushev, H. Clausen, F. Corzana, F. Marcelo, R. Hurtado-Guerrero, Chem. Eur. J. 2018, 24, 8382-8392.
[89] Chemo and regioselective lysine modification on native proteins, M. J. Matos, B. L. Oliveira, N. Martínez-Sáez, A. Guerreiro, P. M. S. D. Cal, J. Bertoldo, M. Maneiro, E. Perkins, J. Howard, M. J. Deery, J. M. Chalker, F. Corzana, G. Jiménez-Osés, G. J. L. Bernardes, J. Am. Chem. Soc. 2018, 140, 4004–4017.
[88] The conformation of the mannopyranosyl phosphate repeating unit of the capsular polysaccharide of Neisseria meningitidisserogroup A and its carba-mimetic, I. Calloni, L. Unione, G. Jiménez-Oses, F. Corzana, L. Del Bino, A. Corrado, O. Pitirollo, C. Colombo, L. Lay, R. Adamo, J. J. Barbero, Eur. J. Org. Chem. 2018, 4548-4555.
[87] Enhanced permeability and binding activity of isobutylene-grafted peptides, S. Sun, I. Compañón, N. Martínez-Sáez, J. D. Seixas, O. Boutureira, F. Corzana*, G. J. L. Bernardes, ChemBioChem, 2018, 19, 48-52.
[86] Chemoselective Installation of Amine Bonds on Proteins Through Aza-Michael Ligation, A. M. Freedy, M. J. Matos, O. Boutureira, F. Corzana, A. Guerreiro, P. Akkapeddi, V. J. Somovilla, T. Rodrigues, K. Nicholls, B. Xie, G. Jiménez-Osés, K. M. Brindle, A. A. Neves, G. J. L. Bernardes, J. Am. Chem. Soc. 2017, 139, 18365-18375.
[85] The use of fluoroproline in MUC1 antigen enables efficient detection of antibodies in patients with prostate cancer, V. J. Somovilla, I. A. Bermejo, I. S. Albuquerque, N. Martínez-Sáez, J. Castro-López, F. Garcia-Martin, I. Compañón, H. Hinou, S.-I. Nishimura, J. Jiménez-Barbero, J. L. Asensio, A. Avenoza, J. H. Busto, R. Hurtado-Guerrero, J. M. Peregrina, G. J. L. Bernardes, F. Corzana*, J. Am. Chem. Soc. 2017, 139, 18255-18261.
Highlighted in JACS Spotlights: J. Am. Chem. Soc. 2018, 140, 1–1.
[84] The interdomain flexible linker of the polypeptide GalNAc transferases (GalNAc-Ts) dictates their long-range glycosylation preferences, M. de las Rivas , E. Lira-Navarrete , E. Daniel , I. Compañón , H. Coelho , A. Diniz , J. Jimenez-Barbero , J. Peregrina , H. Clausen , F. Corzana , F. Marcelo , G. Jiménez-Osés, T. Gerken, R. Hurtado-Guerrero, Nat. Commun. 2017, 8, 1959.
[83] Principles of mucin structure: implications for the rational design of cancer vaccines derived from MUC1-glycopeptides, N. Martínez-Sáez, J. M. Peregrina, F. Corzana*, Chem. Soc. Rev. 2017, 46, 7154-7175.
[82] Oxetane grafts site-selectively installed on native disulfides enhance protein stability and activity in vivo, N. Martínez-Sáez, S. Sun, D. Oldrini, P. Sormanni, O. Boutureira, F. Carboni, I. Compañón, M. J. Deery, M. Vendruscolo, F. Corzana, R. Adamo, G. J. L. Bernardes, Angew. Chem. Int. Ed. 2017, 56, 14963-14967.
[81] A Water-Bridged Cysteine-Cysteine Redox Regulation Mechanism in Bacterial Protein Tyrosine Phosphatases, J. B. Bertoldo, T. Rodrigues, L. Dunsmore, F. A. Aprile, M. C. Marques, L. Rosado, O. Boutureira, T. B. Steinbrecher, W. Sherman, F. Corzana, H. Terenzi, G. J.L. Bernardes, Chem. Cell. 2017, 3, 665-677.
[80] Site-Selective Modification of Proteins with Oxetanes, O. Boutureira, N. Martínez-Sáez, K. M. Brindle, A. A. Neves, F. Corzana, G. J. L. Bernardes, Chem. Eur. J. 2017, 23, 6483-6489.
[79] Stoichiometric and irreversible cysteine-selective protein modification using carbonylacrylic reagents, B. Bernardim, P. M. S. D. Cal, M. J. Matos, B. L. Oliveira, N. Martínez-Sáez, I. S. Albuquerque, E. Perkins, F. Corzana, A. C. B. Burtoloso, G. Jiménez-Osés, G. J. L. Bernardes, Nat. Commun. 2016, 7, 13128.
[78] Tn Antigen Mimics based on sp2-Iminosugars with Affinity for an anti-MUC1 Antibody, E. Sánchez Fernández, C. Navo, N. Martínez-Saez, R. Gonçalves-Pereira, V. J. Somovilla, A. Avenoza, J. H. Busto, G. J. L. Bernardes, G. Jiménez-Osés, F. Corzana, J. García Fernández, C. Ortiz Mellet, J. M. Peregrina, Org. Lett. 2016, 18, 3890-3893.
[77] Unveiling (-)-Englerin A as a L-type calcium channel modulator, T. Rodrigues, F. Sieglitz, V. J. Somovilla, P. M. S. D. Cal, A. Galione, F. Corzana*, G. J. L. Bernardes, Angew. Chem. Int. Ed. 2016, 55,11077-11081.
[76] Design of alpha-S-neoglycopeptides derived from MUC1 with a flexible and solvent exposed sugar moiety, V. Rojas-Ocáriz, I. Compañón, C. Aydillo, J. Castro-López, J. Jimenez-Barbero, R. Hurtado-Guerrero, A. Avenoza, M. M. Zurbano, J. M. Peregrina, J. H. Busto, F. Corzana, J. Org. Chem. 2016, 81, 5929–5941.
[75] Bifunctional Chiral Dehydroalanines for Peptide Coupling and Stereoselective S‑Michael Addition, M. I. Gutiérrez-Jiménez, C. Aydillo, C. D. Navo, A. Avenoza, F. Corzana, G. Jiménez-Osés, M. M. Zurbano, J. H. Busto, J. M. Peregrina, Org. Lett. 2016, 18, 2796–2799.
[74] Unraveling the conformational landscape of ligand binding to Glucose/Galactose-binding protein by paramagnetic NMR and MD simulations, L. Unione, G. Ortega, A. Mallagaray, F. Corzana, J. Perez-Castells, A. Canales, J. Jimenez-Barbero, O. Millet, ACS. Chem. Biol. 2016, 11, 2149-2157.
[73] Finding the Right Candidate for the Right Position: A Fast NMR-assisted Combinatorial Method for Optimizing Nucleic Acids Binders, E. Jiménez-Moreno,L. Montalvillo-Jiménez, A. G. Santana, A. M. Gómez, G. Jiménez-Osés, F. Corzana, A. Bastida, J. Jiménez-Barbero, F. J. Cañada, I. Gómez-Pinto, C. González, J. L. Asensio, J. Am. Chem. Soc. 2016, 138, 6463–6474.
[72] A proactive role of water molecules in acceptor recognition of thrombospondin type 1 repeats by Protein-O-fucosyltransferase 2, J. Valero-González, C. Leonhard-Melief, E. Lira-Navarrete, G. Jiménez-Oses, C. Hernández-Ruiz, M. C. Pallarés, I. Yruela, D. Vasudevan, A. Lostao, F. Corzana, H. Takeuchi, R. S. Haltiwanger, R. Hurtado-Guerrero, Nat. Chem. Biol. 2016, 4, 240-246
[71] Quillaja Saponin Variants with Central Glycosidic Linkage Modifications Exhibit Distinct Conformations and Adjuvant Activities, W. E. Walkowicz, A. Fernández-Tejada, C. George, F. Corzana, J. Jiménez-Barbero, G. Ragupathi, D. S. Tan, D. Y. Gin, Chem. Sci. 2016, 7, 2371-2380.
[70] Chondroitin sulfate tetrasaccharides: synthesis, three-dimensional structure and interaction with midkine, C. Solera, G. Machine, S. Maza, M. M. Kayser, F. Corzana, J. L. de Paz, P. M. Nieto, Chem. Eur. J. 2016, 22, 2356-2369.
[69] Mucin Architecture behind the Immune Response: Design, Evaluation and Conformational Analysis of an Antitumor Vaccine Derived from an Unnatural MUC1 Fragment, Nuria Martínez-Saez, Nitin T. Supekar, Margreet A. Wolfert, Iris A. Bermejo, Ramón Hurtado- Guerrero, Juan L. Asensio, Jesús Jiménez-Barbero, Jesús H. Busto, Alberto Avenoza, Geert-Jan Boons, Jesús M. Peregrina, Francisco Corzana, Chem. Sci. 2016, 7, 2294-2301.
[68] Conformationally-Locked C-Glycosides: Tuning Aglycone Interactions for Optimal Chaperone Behaviour in Gaucher Fibroblasts, C. D. Navo, F. Corzana, E. M. Sánchez-Fernández, J. H. Busto, A. Avenoza, M. M. Zurbano, E. Nanba, K. Higaki, C. Ortiz Mellet, J. M. García Fernández, J. M. Peregrina, Org. Biomol. Chem. 2016, 14, 1473-1484.
[67] Diastereomeric Glycosyl Sulfoxides Display Different Recognition Features versus E. coli beta-Galactosidase, Colomer, J.P., Fernández de Toro, B., Cañada, F.J., Corzana, F., Jiménez Barbero, J., Canales, Á., Varela, O. Eur. J. Org. Chem. 2016, 5117–5122.
[66] Synthesis of Mixed α/β2,2-Peptides by Site-Selective Ring-Opening of Cyclic Quaternary Sulfamidates, Nuria Mazo, Iván García-González, Claudio D. Navo, Francisco Corzana, Gonzalo Jiménez-Osés, Alberto Avenoza, Jesús H. Busto, and Jesús M. Peregrina, Org. Lett. 2015, 17, 5804–5807.
[65] A thorough experimental study of CH/π interactions in water: quantitative structure–stability relationships for carbohydrate/aromatic complexes, Ester Jiménez-Moreno, Gonzalo Jiménez-Osés, Ana M. Gómez, Andrés G. Santana, Francisco Corzana, Agatha Bastida, Jesus Jiménez-Barbero, Juan Luis Asensio, Chem. Sci. 2015, 6, 6076-6085.
[64] Deciphering the Non-Equivalence of Serine and Threonine O-Glycosylation Points: Implications for Molecular Recognition of the Tn Antigen by an anti-MUC1 Antibody, N. Martínez-Sáez, J. Castro-López, J. Valero-González, D. Madariaga, I. Compañón, V. J. Somovilla, M. Salvadó, J. L. Asensio, J. Jiménez-Barbero, A. Avenoza, J. H. Busto, G. J. L. Bernardes, J. M. Peregrina, R. Hurtado-Guerrero, F. Corzana, Angew. Chem. Int. Ed. 2015, 54, 9830-9834.
[63] Detection of tumor-associated glycopeptides by Lectins: The peptide context modulates carbohydrate recognition, D. Madariaga, N. Martinez-Sáez, V. J. Somovilla, H. Coelho, J. Valero-González, J. Castro-Lopez, J. L. Asensio, J. Jiménez-Barbero, J. H. Busto, A. Avenoza, F. Marcelo, R. Hurtado-Guerrero, F. Corzana, J. M. Peregrina, ACS Chem. Biol. 2015, 10, 747-756.
[62] Dynamic interplay between catalytic and lectin domains of GalNAc-transferases modulates protein O-glycosylation, E. Lira-Navarrete, M. De Las Rivas, I. Compañón, M. C. Pallarés, Y. Kong, J. Iglesias-Fernández, G. J. L. Bernardes, J. M. Peregrina, C. Rovira, P. Bernadó, P. Bruscolini, H. Clausen, A. Lostao, F. Corzana, R. Hurtado-Guerrero, Nat. Commun. 2015, 6, 6937.
[61] Modulating weak interactions for molecular recognition: A dynamic combinatorial analysis for assessing the contribution of electrostatics to the stability of CH-π bonds in water, E. Jiménez-Moreno, A. M. Gõmez, A. Bastida, F. Corzana, G. Jiménez-Oses, J. Jiménez-Barbero, J. L. Asensio, Angew. Chem. Int. Ed. 2015, 54, 4344-4348.
[60] Synthesis and conformational analysis of hybrid α/β-dipeptides incorporating S-glycosyl-β2,2-amino acids, I. García-González, L. Mata, F. Corzana, G. Jiménez-Osés, A. Avenoza, J. H. Busto, J. M. Peregrina, Chem. Eur. J. 2015, 21, 1156-1168.
[59] Conformational analysis of peptides and glycopeptides derived from the consensus sequence for β-O-glucosylation, V. J. Somovilla, N. Martínez-Sáez, A. Fernández-Tejada, B. G. De La Torre, D. Andreu, J. Jiménez-Barbero, J. L. Asensio, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, Curr. Top. Med. Chem. 2014, 14, 2712-2721.
[58] Conformational preferences of Chiral acyclic homooligomeric β2,2-Peptides, F. Rodríguez, F. Corzana, A. Avenoza, J. H. Busto, J. M. Peregrina, M. M. Del Zurbano, Curr. Top. Med. Chem. 2014, 14, 1225-1234.
[57] Serine versus threonine glycosylation with α-O-GalNAc: unexpected selectivity in their molecular recognition with lectins, D. Madariaga, N. Martínez-Sáez, V. J. Somovilla, L. García-García, M. Á. Berbis, J. Valero-Gónzalez, S. Martín-Santamaría, R. Hurtado-Guerrero, J. L. Asensio, J. Jiménez-Barbero, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, Chem. Eur. J. 2014, 20, 12616-12627.
[56] Substrate-guided front-face reaction revealed by combined structural snapshots and metadynamics for the polypeptide N-cetylgalactosaminyltransferase 2, E. Lira-Navarrete, J. Iglesias-Fernández, W. F. Zandberg, I. Compañón, Y. Kong, F. Corzana, B. M. Pinto, H. Clausen, J. M. Peregrina, D. J. Vocadlo, C. Rovira, R. Hurtado-Guerrero, Angew. Chem. Int. Ed. 2014, 53, 8206-8210.
[55] S-Michael additions to chiral dehydroalanines as an entry to glycosylated cysteines and a sulfa-Tn antigen mimic, C. Aydillo, I. Compañón, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, M. M. Zurbano, J. Am. Chem. Soc. 2014, 136, 789-800.
[54] A dynamic combinatorial approach for the analysis of weak carbohydrate/aromatic complexes: Dissecting facial selectivity in CH/π stacking interactions, A. G. Santana, E. Jiménez-Moreno, A. M. Gómez, F. Corzana, C. González, G. Jiménez-Oses, J. Jiménez-Barbero, J. L. Asensio, J. Am. Chem. Soc. 2013, 135, 3347-3350.
[53] Synthesis and conformational analysis of neoglycoconjugates derived from O- and S-glucose, V. Rojas, J. Carreras, F. Corzana, A. Avenoza, J. H. Busto, J. M. Peregrina, Carbohydr. Res. 2013, 373, 1-8.
[52] Conformations of the iduronate ring in short heparin fragments described by time-averaged distance restrained molecular dynamics, J. C. Muñoz-García, F. Corzana, J. L. De Paz, J. Angulo, P. M. Nieto, Glycobiology 2013, 23, 1220-1229.
[51] Chemical interrogation of drug/RNA complexes: From chemical reactivity to drug design, E. Jiménez-Moreno, I. Gómez-Pinto, F. Corzana, A. G. Santana, J. Revuelta, A. Bastida, J. Jiménez-Barbero, C. González, J. L. Asensio, Angew. Chem. Int. Ed. 2013, 52, 3148-3151.
[50] A double diastereoselective michael-type addition as an entry to conformationally restricted Tn antigen mimics, C. Aydillo, C. D. Navo, J. H. Busto, F. Corzana, M. M. Zurbano, A. Avenoza, J. M. Peregrina, J. Org. Chem. 2013, 78, 10968-10977.
[49] Cyclohexane ring as a tool to select the presentation of the carbohydrate moiety in glycosyl amino acids, F. Rodríguez, V. J. Somovilla, F. Corzana, J. H. Busto, A. Avenoza, P. J. M. Peregrina, Chem. Eur. J. 2012, 18, 5096-5104.
[48] Multiple keys for a single lock: The unusual structural plasticity of the nucleotidyltransferase (4′)/kanamycin complex, R. Matesanz, J. F. Diaz, F. Corzana, A. G. Santana, A. Bastida, J. L. Asensio, Chem. Eur. J. 2012, 18, 2875-2889.
[47] Quaternary chiral β2,2-amino acids with pyridinium and imidazolium substituents, L. Mata, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, Chem. Eur. J. 2012, 18, 15822-15830.
[46] Size and shape assessment of organometallic gold(I) metallodendrimers through PGSE-NMR and molecular dynamics simulations, F. Corzana, M. Monge, E. Sánchez-Forcada, Inorg. Chim. Acta 2012, 380, 31-39.
[45] Accurate calculation of chemical shifts in highly dynamic H 2@C 60 through an integrated quantum mechanics/molecular dynamics scheme, G. Jiménez-Osés, J. I. García, F. Corzana, J. Elguero, Org. Lett. 2011, 13, 2528-2531.
[44] Molecular recognition of β-O-GlcNAc glycopeptides by a lectin-like receptor: Binding modulation by the underlying ser or thr amino acids, F. Corzana, A. Fernández-Tejada, J. H. Busto, G. Joshi, A. P. Davis, J. Jiménez-Barbero, A. Avenoza, J. M. Peregrina, ChemBioChem 2011, 12, 110-117.
[43] Engineering O-glycosylation points in non-extended peptides: Implications for the molecular recognition of short tumor-associated glycopeptides, F. Corzana, J. H. Busto, F. Marcelo, M. Garcíadeluis, J. L. Asensio, S. Martín-Santamaría, J. Jiménez-Barbero, A. Avenoza, J. M. Peregrina, Chem. Eur. J. 2011, 17, 3105-3110.
[42] Rational design of a Tn antigen mimic, F. Corzana, J. H. Busto, F. Marcelo, M. García De Luis, J. L. Asensio, S. Martín-Santamaría, Y. Sáenz, C. Torres, J. Jiménez-Barbero, A. Avenoza, J. M. Peregrina, Chem. Commun. 2011, 47, 5319-5321.
[41] Role of aromatic rings in the molecular recognition of aminoglycoside antibiotics: Implications for drug design, T. Vacas, F. Corzana, G. Jiménez-Osés, C. González, A. M. Gómez, A. Bastida, J. Revuelta, J. L. Asensio, J. Am. Chem. Soc. 2010, 132, 12074-12090.
[40] Structure-based design of highly crowded ribostamycin/kanamycin hybrids as a new family of antibiotics, J. Revuelta, T. Vacas, F. Corzana, C. Gonzalez, A. Bastida, J. L. Asensio, Chem. Eur. J. 2010, 16, 2986-2991.
[39] The unusual nucleotide recognition properties of the resistance enzyme ANT(4′): Inorganic Tri/polyphosphate as a substrate for aminoglycoside inactivation, J. Revuelta, F. Corzana, A. Bastida, J. L. Asensio, Chem. Eur. J. 2010, 16, 8635-8640.
[38] The use of time-averaged 3JHH Restrained molecular dynamics (tar-MD) simulations for the conformational analysis of five-membered ring systems: Methodology and applications, P. M. S. Hendrickx, F. Corzana, S. Depraetere, D. A. Tourwe, K. Augustyns, J. C. Martins, J. Comput. Chem. 2010, 31, 561-572.
[37] Antimicrobial Peptides and Their Superior Fluorinated Analogues: Structure-Activity Relationships as Revealed by NMR Spectroscopy and MD Calculations, M. D. Díaz, M. Palomino-Schätzlein, F. Corzana, C. Andreu, R. J. Carbajo, M. Del Olmo, A. Canales-Mayordomo, A. Pineda-Lucena, G. Asensio, J. Jiménez-Barbero, ChemBioChem 2010, 11, 2424-2432.
[36] Dynamics and hydration properties of small antifreeze-like glycopeptides containing non-natural amino acids, F. Corzana, J. H. Busto, M. G. De Luis, A. Fernández-Tejada, F. Rodríguez, J. Jiménez-Barbero, A. Avenoza, J. M. Peregrina, Eur. J. Org. Chem. 2010, 3525-3542.
[35] Cyclobutane amino acid analogues of furanomycin obtained by a formal [2 + 2] cycloaddition strategy promoted by methylaluminoxane, A. Avenoza, J. H. Busto, N. Canal, F. Corzana, J. M. Peregrina, M. Pérez-Fernández, F. Rodríguez, J. Org. Chem. 2010, 75, 545-552.
[34] Role of conserved salt bridges in homeodomain stability and DNA binding, M. Torrado, J. Revuelta, C. Gonzalez, F. Corzana, A. Bastida, J. L. Asensio, J. Biol. Chem. 2009, 284, 23765-23779.
[33] Insights into the geometrical features underlying β-O-GIcNAc glycosylation: Water pockets drastically modulate the interactions between the carbohydrate and the peptide backbone, A. Fernández-Tejada, F. Corzana, J. H. Busto, G. Jiménez-Osés, J. Jiménez-Barbero, A. Avenoza, J. M. Peregrina, Chem. Eur. J. 2009, 15, 7297-7301.
[32] Stabilizing unusual conformations in small peptides and glucopeptides using a hydroxylated cyclobutane amino acid, A. Fernández-Tejada, F. Corzana, J. H. Busto, A. Avenoza, J. M. Peregrina, Org. Biomol. Chem. 2009, 7, 2885-2893.
[31] Conformational effects of the non-natural α-methylserine on small peptides and glycopeptides, A. Fernández-Tejada, F. Corzana, J. H. Busto, A. Avenoza, J. M. Peregrina, J. Org. Chem. 2009, 74, 9305-9313.
[30] The nature and sequence of the amino acid aglycone strongly modulates the conformation and dynamics effects of Tn antigen's clusters, F. Corzana, J. H. Busto, M. G. De Luis, J. Jiménez-Barbero, A. Avenoza, J. M. Peregrina, Chem. Eur. J. 2009, 15, 3863-3874.
[29] Solution structures of chemoenzymatically synthesized heparin and its precursors, Z. Zhang, S. A. McCallum, J. Xie, L. Nieto, F. Corzana, J. Jiménez-Barbero, M. Chen, J. Liu, R. J. Linhardt, J. Am. Chem. Soc. 2008, 130, 12998-13007.
[28] NMR-based analysis of aminoglycoside recognition by the resistance enzyme ANT(4′): The pattern of OH/NH3 + substitution determines the preferred antibiotic binding mode and is critical for drug inactivation, J. Revuelta, T. Vacas, M. Torrado, F. Corzana, C. Gonzalez, J. Jiménez-Barbero, M. Menendez, A. Bastida, J. L. Asensio, J. Am. Chem. Soc. 2008, 130, 5086-5103.
[27] Non-natural amino acids as modulating agents of the conformational space of model glycopeptides, A. Fernández-Tejada, F. Corzana, J. H. Busto, G. Jiménez-Osés, J. M. Peregrina, A. Avenoza, Chem. Eur. J. 2008, 14, 7042-7058.
[26] A simple NMR analysis of the protonation equilibrium that accompanies aminoglycoside recognition: Dramatic alterations in the neomycin-B protonation state upon binding to a 23-mer RNA aptamer, F. Freire, I. Cuesta, F. Corzana, J. Revuelta, C. González, M. Hricovini, A. Bastida, J. Jiménez-Barbero, J. L. Asensio, Chem. Commun. 2007, 174-176.
[25] The pattern of distribution of amino groups modulates the structure and dynamics of natural aminoglycosides: Implications for RNA recognition, F. Corzana, I. Cuesta, F. Freire, J. Revuelta, M. Torrado, A. Bastida, J. Jiménez-Barbero, J. L. Asensio, J. Am. Chem. Soc. 2007, 129, 2849-2865.
[24] Serine versus threonine glycosylation: The methyl group causes a drastic alteration on the carbohydrate orientation and on the surrounding water shell, F. Corzana, J. H. Busto, G. Jiménez-Osés, M. G. De Luis, J. L. Asensio, J. Jiménez-Barbero, J. M. Peregrina, A. Avenoza, J. Am. Chem. Soc. 2007, 129, 9458-9467.
[23] Conformational analysis of 2-substituted cyclobutane-α-amino acid derivatives. A synergistic experimental and computational study, G. Jiménez-Osés, F. Corzana, J. H. Busto, M. Pérez-Fernández, J. M. Peregrina, A. Avenoza, J. Org. Chem. 2006, 71, 1869-1878.
[22] New insights into α-GalNAc-Ser motif: Influence of hydrogen bonding versus solvent interactions on the preferred conformation, F. Corzana, J. H. Busto, G. Jiménez-Osés, J. L. Asensio, J. Jiménez-Barbero, J. M. Peregrina, A. Avenoza, J. Am. Chem. Soc. 2006, 128, 14640-14648.
[21] Effect of β-O-glucosylation on L-Ser and L-Thr diamides: A bias toward α-helical conformations, F. Corzana, J. H. Busto, S. B. Engelsen, J. Jiménez-Barberó, J. L. Asensio, J. M. Peregrina, A. Avenoza, Chem. Eur. J. 2006, 12, 7864-7871.
[20] Exploring the use of conformationally locked aminoglycosides as a new strategy to overcome bacterial resistance, A. Bastida, A. Hidalgo, J. L. Chiara, M. Torrado, F. Corzana, J. M. Pérez-Cañadillas, P. Groves, E. Garcia-Junceda, C. Gonzalez, J. Jimenez-Barbero, J. L. Asensio, J. Am. Chem. Soc. 2006, 128, 100-116.
[19] Limited flexibility of lactose detected from residual dipolar couplings using molecular dynamics simulations and steric alignment methods, M. Martín-Pastor, A. Canales, F. Corzana, J. L. Asensio, J. Jiménez-Barbero, J. Am. Chem. Soc. 2005, 127, 3589-3595.
[18] Molecular recognition of aminoglycoside antibiotics by bacterial defence proteins: NMR study of the structural and conformational features of streptomycin inactivation by Bacillus subtilis aminoglycoside-6-adenyl transferase, F. Corzana, I. Cuesta, A. Bastida, A. Hidalgo, M. Latorre, C. González, E. García-Junceda, J. Jiménez-Barbero, J. L. Asensio, Chem. Eur. J. 2005, 11, 5102-5113.
[17] Diastereoselective synthesis of (S)- and (R)-α-phenylserine by a sulfinimine-mediated strecker reaction, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, D. Sucunza, M. M. Zurbano, Synthesis 2005, 575-578.
[16] SN2 vs E2 on quaternary centers: An easy approach to chiral β2,2-amino acids from cyclic sulfamidates, A. Avenoza, J. H. Busto, F. Corzana, G. Jiménez-Osés, J. M. Peregrina, Phosphorus, Sulfur Silicon Relat. Elem. 2005, 180, 1459-1460.
[15] A simple structural-based approach to prevent aminoglycoside inactivation by bacterial defense proteins. Conformational restriction provides effective protection against neomycin-B nucleotidylation by ANT4, J. L. Asensio, A. Hidalgo, A. Bastida, M. Torrado, F. Corzana, J. L. Chiara, E. García-Junceda, J. Cañada, J. Jiménez-Barbero, J. Am. Chem. Soc. 2005, 127, 8278-8279.
[14] Hydration of the amylopectin branch point. Evidence of restricted conformational diversity of the α-(1→6) linkage, F. Corzana, M. S. Motawia, C. Hervé Du Penhoat, F. Van Den Berg, A. Blennow, S. Perez, S. B. Engelsen, J. Am. Chem. Soc. 2004, 126, 13144-13155.
[13] A Hydration Study of (1→4) and (1→6) Linked α-Glucans by Comparative 10 ns Molecular Dynamics Simulations and 500-MHz NMR, F. Corzana, M. S. Motawia, C. Hervé du Penhoat, S. Perez, S. M. Tschampel, R. J. Woods, S. B. Engelsen, J. Comput. Chem. 2004, 25, 573-586.
[12] α-Methylserinals as an access to α-methyl-β-hydroxyamino acids: Application in the synthesis of all stereoisomers of α- methylthreonine, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, D. Sucunza, M. M. Zurbano, Tetrahedron Asymmetry 2004, 15, 719-724.
[11] SN2 vs. E2 on quaternary centres: An application to the synthesis of enantiopure β2,2-amino acids, A. Avenoza, J. H. Busto, F. Corzana, G. Jiménez-Osés, J. M. Peregrina, Chem. Commun. 2004, 10, 980-981.
[10] New syntheses of enantiopure 2-methyl isoserines, A. Avenoza, J. H. Busto, F. Corzana, G. Jiménez-Osés, M. París, J. M. Peregrina, D. Sucunza, M. M. Zurbano, Tetrahedron Asymmetry 2004, 15, 131-137.
[9] Diastereoselective synthesis of protected 4-epi-vancosamine from (S)-N-Boc-N,O-isopropylidene-α-methylserinal, A. Avenoza, J. H. Busto, F. Corzana, J. M. Peregrina, D. Sucunza, M. M. Zurbano, Tetrahedron Asymmetry 2003, 14, 1037-1043.
[8] Conformational analysis of N-Boc-N,O-isopropylidene-α-serinals. A combined DFT and NMR study, A. Avenoza, J. H. Busto, F. Corzana, G. Jiménez-Osés, J. M. Peregrina, Tetrahedron 2003, 59, 5713-5718.
[7] Understanding the unusual regioselectivity in the nucleophilic ring-opening reactions of gem-disubstituted cyclic sulfates. Experimental and theoretical studies, A. Avenoza, J. H. Busto, F. Corzana, J. I. García, J. M. Peregrina, J. Org. Chem. 2003, 68, 4506-4513.
[6] Solution structure of two xenoantigens: αGal-LacNAc and αGal-Lewis X, F. Corzana, E. Bettler, C. H. Du Penhoat, T. V. Tyrtysh, N. V. Bovin, A. Imberty, Glycobiology 2002, 12, 241-250.
[5] Asymmetric hetero Diels-Alder as an access to carbacephams, A. Avenoza, J. H. Busto, C. Cativiela, F. Corzana, J. M. Peregrina, M. M. Zurbano, J. Org. Chem. 2002, 67, 598-601.
[4] Enantioselective synthesis of (S)- and (R)-α-methylserines: Application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals, A. Avenoza, C. Cativiela, F. Corzana, J. M. Peregrina, D. Sucunza, M. M. Zurbano, Tetrahedron Asymmetry 2001, 12, 949-957.
[3] Asymmetric synthesis of all isomers of α-methyl-β-phenylserine, A. Avenoza, C. Cativiela, F. Corzana, J. M. Peregrina, M. M. Zurbano, Tetrahedron Asymmetry 2000, 11, 2195-2204.
[2] Preparation and synthetic applications of (S)- and (R)-N-boc-N, O- isopropylidene-α-methylserinals: Asymmetric synthesis of (S)- and (R)-2- amino-2-methylbutanoic acids (Iva), A. Avenoza, C. Cativiela, F. Corzana, J. M. Peregrina, M. M. Zurbano, J. Org. Chem. 1999, 64, 8220-8225.
[1] Convenient procedures for the synthesis of N-BOC-D-serinal acetonide from L-serine, A. Avenoza, C. Cativiela, F. Corzana, J. M. Peregrina, M. M. Zurbano, Synthesis 1997, 1146-1150.
