Single-Site Mutation and Secondary Structure Stability: An Isodesmic Reaction Approach. The Case of Unnatural Amino Acid Mutagenesis Ala→Lac

Journal of Organic Chemistry

Volumn 69, Issue 10, 2004, Pages 3250-3261

  Cieplak, Andrzej Stanisław ^a   Sümeli, Nur Başak ^a  

^a BILKENT UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

BIOPOLYMERS; CONFORMATIONS; CORRELATION METHODS; HYDROGEN BONDS; MUTAGENESIS; POLYAMIDES;

DESTABILIZATION EFFECTS; GROUP-TRANSFER ENERGIES; SINGLE-SITE MUTATION;

AMINO ACIDS;

ALANINE; AMIDE; AMINO ACID; LACTIC ACID; N ACETYL POLYALANYL AMIDE DERIVATIVE; UNCLASSIFIED DRUG;

ALPHA HELIX; ARTICLE; BETA SHEET; CRYSTALLOGRAPHY; ENERGY TRANSFER; HYDROGEN BOND; MUTATION; POLARIZATION; PROTEIN CONFORMATION; PROTEIN INTERACTION; PROTEIN SECONDARY STRUCTURE; PROTEIN STABILITY; REACTION ANALYSIS; SITE DIRECTED MUTAGENESIS;

ALANINE; AMIDES; AMINO ACIDS; COMPUTER SIMULATION; HYDROGEN BONDING; LEUCINE; MUTAGENESIS; MUTATION; PROTEIN CONFORMATION; PROTEIN STRUCTURE, SECONDARY; PROTEINS;

EID: 2442540187     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0358372     Document Type: Article

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96. This is consistent with the view which attributes cooperativity in the helix formation to the strengthening of the backbone-backbone H-bonds (see, for instance: Miller, J. S.; Kennedy, R. J.; Kemp, D. S. J. Am. Chem. Soc. 2002, 124, 945; and ref 28b); this view has recently been questioned, ref 29a. For the evidence that β-sheet formation is cooperative in perpendicular direction see: Schenck, H. L.; Gellman, S. H. J. Am. Chem. Soc. 1998, 120, 4869. For the opposing view: Zhao, Y.-L.; Wu, Y.-D. J. Am. Chem. Soc. 2002, 124, 1570.
97. This is consistent with the view which attributes cooperativity in the helix formation to the strengthening of the backbone-backbone H-bonds (see, for instance: Miller, J. S.; Kennedy, R. J.; Kemp, D. S. J. Am. Chem. Soc. 2002, 124, 945; and ref 28b); this view has recently been questioned, ref 29a. For the evidence that β-sheet formation is cooperative in perpendicular direction see: Schenck, H. L.; Gellman, S. H. J. Am. Chem. Soc. 1998, 120, 4869. For the opposing view: Zhao, Y.-L.; Wu, Y.-D. J. Am. Chem. Soc. 2002, 124, 1570.
98. This is consistent with the view which attributes cooperativity in the helix formation to the strengthening of the backbone-backbone H-bonds (see, for instance: Miller, J. S.; Kennedy, R. J.; Kemp, D. S. J. Am. Chem. Soc. 2002, 124, 945; and ref 28b); this view has recently been questioned, ref 29a. For the evidence that β-sheet formation is cooperative in perpendicular direction see: Schenck, H. L.; Gellman, S. H. J. Am. Chem. Soc. 1998, 120, 4869. For the opposing view: Zhao, Y.-L.; Wu, Y.-D. J. Am. Chem. Soc. 2002, 124, 1570.
99. Cieplak, A. S. In The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry and Materials Science; Greenberg, A., Breneman, C., Liebman, J. F., Eds.; John Wiley & Sons: New York, 2000; Chapter 17, pp 565-597. Cieplak, A. S. Chem. Rev. 1999, 99, 1265. Cieplak, A. S. Struct. Chem. 1994, 5, 85. Cieplak, A. S. J. Am. Chem. Soc. 1985, 107, 271.
100. Cieplak, A. S. In The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry and Materials Science; Greenberg, A., Breneman, C., Liebman, J. F., Eds.; John Wiley & Sons: New York, 2000; Chapter 17, pp 565-597. Cieplak, A. S. Chem. Rev. 1999, 99, 1265. Cieplak, A. S. Struct. Chem. 1994, 5, 85. Cieplak, A. S. J. Am. Chem. Soc. 1985, 107, 271.
101. Cieplak, A. S. In The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry and Materials Science; Greenberg, A., Breneman, C., Liebman, J. F., Eds.; John Wiley & Sons: New York, 2000; Chapter 17, pp 565-597. Cieplak, A. S. Chem. Rev. 1999, 99, 1265. Cieplak, A. S. Struct. Chem. 1994, 5, 85. Cieplak, A. S. J. Am. Chem. Soc. 1985, 107, 271.
102. Cieplak, A. S. In The Amide Linkage: Selected Structural Aspects in Chemistry, Biochemistry and Materials Science; Greenberg, A., Breneman, C., Liebman, J. F., Eds.; John Wiley & Sons: New York, 2000; Chapter 17, pp 565-597. Cieplak, A. S. Chem. Rev. 1999, 99, 1265. Cieplak, A. S. Struct. Chem. 1994, 5, 85. Cieplak, A. S. J. Am. Chem. Soc. 1985, 107, 271.