Unraveling the Molecular Recognition of Amino Acid Derivatives by a Pseudopeptidic Macrocycle: ESI-MS, NMR, Fluorescence, and Modeling Studies

Ignacio Alfonso; M. Isabel Burguete; Francisco Galindo; Santiago V. Luis; Laura Vigara

doi:10.1021/jo900983q

Unraveling the Molecular Recognition of Amino Acid Derivatives by a Pseudopeptidic Macrocycle: ESI-MS, NMR, Fluorescence, and Modeling Studies

The Journal of Organic Chemistry ◽

10.1021/jo900983q ◽

2009 ◽

Vol 74 (16) ◽

pp. 6130-6142 ◽

Cited By ~ 38

Author(s):

Ignacio Alfonso ◽

M. Isabel Burguete ◽

Francisco Galindo ◽

Santiago V. Luis ◽

Laura Vigara

Keyword(s):

Amino Acid ◽

Molecular Recognition ◽

Amino Acid Derivatives ◽

Esi Ms ◽

Modeling Studies

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Chiral molecular recognition: a19F nuclear magnetic resonance study of the diastereoisomer inclusion complexes formed between fluorinated amino acid derivatives and α-cyclodextrin in aqueous solution

Journal of the Chemical Society Faraday Transactions ◽

10.1039/ft9918702699 ◽

1991 ◽

Vol 87 (17) ◽

pp. 2699-2703 ◽

Cited By ~ 27

Author(s):

Susan E. Brown ◽

John H. Coates ◽

Stephen F. Lincoln ◽

Daniel R. Coghlan ◽

Christopher J. Easton

Keyword(s):

Aqueous Solution ◽

Nuclear Magnetic Resonance ◽

Amino Acid ◽

Magnetic Resonance ◽

Molecular Recognition ◽

Inclusion Complexes ◽

Nuclear Magnetic Resonance Study ◽

Amino Acid Derivatives ◽

Magnetic Resonance Study ◽

Nuclear Magnetic

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Molecular Recognition in Cyclodextrin Complexes of Amino Acid Derivatives. 1. Crystallographic Studies of β-Cyclodextrin Complexes withN-Acetyl-l-phenylalanine Methyl Ester andN-Acetyl-l-phenylalanine Amide Pseudopeptides

Journal of the American Chemical Society ◽

10.1021/ja003717v ◽

2001 ◽

Vol 123 (40) ◽

pp. 9880-9888 ◽

Cited By ~ 29

Author(s):

Joanna L. Clark ◽

John J. Stezowski

Keyword(s):

Amino Acid ◽

Methyl Ester ◽

Molecular Recognition ◽

Amino Acid Derivatives ◽

Cyclodextrin Complexes ◽

Phenylalanine Methyl Ester

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Molecular Recognition in Cyclodextrin Complexes of Amino Acid Derivatives: The Effects of Kinetic Energy on the Molecular Recognition of a Pseudopeptide in a Nonconstraining Host Environment as Revealed by a Temperature-Dependent Crystallographic Study

The Journal of Physical Chemistry B ◽

10.1021/jp0652244 ◽

2006 ◽

Vol 110 (51) ◽

pp. 26375-26387 ◽

Cited By ~ 10

Author(s):

Joanna L. Clark ◽

Jessica Peinado ◽

John J. Stezowski ◽

Robert L. Vold ◽

Yuanyuan Huang ◽

...

Keyword(s):

Amino Acid ◽

Kinetic Energy ◽

Molecular Recognition ◽

Amino Acid Derivatives ◽

Temperature Dependent ◽

Cyclodextrin Complexes ◽

Host Environment ◽

Crystallographic Study

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Molecular recognition by natural macrocycles. Part II. Esterolytic activity and chiral discrimination of amino acid derivatives by the zwitterionic form of (+)-tubocurarine †

Journal of the Chemical Society Perkin Transactions 2 ◽

10.1039/a804353a ◽

1999 ◽

pp. 353-362 ◽

Cited By ~ 10

Author(s):

Carolina Godoy-Alcántar ◽

Marina I. Nelen ◽

Alexey V. Eliseev ◽

Anatoly K. Yatsimirsky

Keyword(s):

Amino Acid ◽

Molecular Recognition ◽

Chiral Discrimination ◽

Amino Acid Derivatives ◽

Zwitterionic Form ◽

Esterolytic Activity

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ChemInform Abstract: Negative Cooperativity in the Molecular Recognition of Excitatory Amino Acid Derivatives by Synthetic Allosteric 1,1′-Binaphthalene Receptors.

ChemInform ◽

10.1002/chin.199914279 ◽

2010 ◽

Vol 30 (14) ◽

pp. no-no

Author(s):

Philipp Lustenberger ◽

Roger Welti ◽

Francois Diederich

Keyword(s):

Amino Acid ◽

Molecular Recognition ◽

Excitatory Amino Acid ◽

Amino Acid Derivatives ◽

Negative Cooperativity

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ChemInform Abstract: Geometrical Optimization of 1,1′-Binaphthalene Receptors for Enantioselective Molecular Recognition of Excitatory Amino Acid Derivatives.

ChemInform ◽

10.1002/chin.199831203 ◽

2010 ◽

Vol 29 (31) ◽

pp. no-no

Author(s):

P. LUSTENBERGER ◽

E. MARTINBOROUGH ◽

T. MORDASINI DENTI ◽

F. DIEDERICH

Keyword(s):

Amino Acid ◽

Molecular Recognition ◽

Excitatory Amino Acid ◽

Amino Acid Derivatives ◽

Geometrical Optimization

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Negative Cooperativity in the Molecular Recognition of Excitatory Amino-Acid Derivatives by Synthetic Allosteric 1,1′-Binaphthalene Receptors

Helvetica Chimica Acta ◽

10.1002/(sici)1522-2675(19981216)81:12<2190::aid-hlca2190>3.0.co;2-1 ◽

1998 ◽

Vol 81 (12) ◽

pp. 2190-2200 ◽

Cited By ~ 13

Author(s):

Philipp Lustenberger ◽

Roger Welti ◽

François Diederich

Keyword(s):

Amino Acid ◽

Molecular Recognition ◽

Excitatory Amino Acid ◽

Amino Acid Derivatives ◽

Negative Cooperativity

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Geometrical optimisation of 1,1′-binaphthalene receptors for enantioselective molecular recognition of excitatory amino acid derivatives

Journal of the Chemical Society Perkin Transactions 2 ◽

10.1039/a800233i ◽

1998 ◽

pp. 747-762 ◽

Cited By ~ 34

Author(s):

Philipp Lustenberger ◽

Esther Martinborough ◽

Tiziana Mordasini Denti ◽

François Diederich

Keyword(s):

Amino Acid ◽

Molecular Recognition ◽

Excitatory Amino Acid ◽

Amino Acid Derivatives

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Faculty Opinions recommendation of Catalytic enantio- and diastereoselective aldol reactions of glycine-derived silicon enolate with aldehydes: an efficient approach to the asymmetric synthesis of anti-beta-hydroxy-alpha-amino acid derivatives.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.1020519.232639 ◽

2004 ◽

Author(s):

Carlos F Barbas

Keyword(s):

Amino Acid ◽

Asymmetric Synthesis ◽

Aldol Reactions ◽

Amino Acid Derivatives ◽

Efficient Approach ◽

Alpha Amino Acid

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Three Amino Acid Derivatives of Valproic Acid: Design, Synthesis, Theoretical and Experimental Evaluation as Anticancer Agents

Anti-Cancer Agents in Medicinal Chemistry ◽

10.2174/1871520614666140127113218 ◽

2014 ◽

Vol 14 (7) ◽

pp. 984-993 ◽

Cited By ~ 3

Author(s):

Gabriela Luna-Palencia ◽

Federico Martinez-Ramos ◽

Ismael Vasquez-Moctezuma ◽

Manuel Fragoso-Vazquez ◽

Jessica Mendieta-Wejebe ◽

...

Keyword(s):

Valproic Acid ◽

Amino Acid ◽

Anticancer Agents ◽

Experimental Evaluation ◽

Amino Acid Derivatives ◽

Design Synthesis ◽

Derivatives Of

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