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Volumn 125, Issue 52, 2003, Pages 16243-16260

Development of a New Family of Conformationally Restricted Peptides as Potent Nucleators of β-Turns. Design, Synthesis, Structure, and Biological Evaluation of β-Lactam Peptide Analogue of Melanostatin

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; AMINO ACIDS; ANNEALING; BIOASSAY; CELL CULTURE; COMPUTER SIMULATION; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE; X RAY CRYSTALLOGRAPHY;

EID: 9144267831     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja038180a     Document Type: Article
Times cited : (57)

References (84)
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    • Detailed information on this subject: (a) The Chemistry of β-Lactams; Page, M. I., Ed.; Blackie Academic & Professional: New York, 1992.
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    • Such a pseudodihedral angle has been proposed to be relevant to distinguish type-II′ and type-I β-turns, see: Müller, G. Angew. Chem., Int. Ed. Engl. 1996, 35, 2767-2769.
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    • note
    • The configuration of compound 18 was ascertained by X-ray crystallographic analysis: see the Supporting Information.
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    • note
    • For details on intermolecular hydrogen bonding patterns of compounds 11 and 32. see the Supporting Information.
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    • note
    • (i+1) has also been calculated; see ref 16a.
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    • 2 receptors leads ultimately to an intraneuronal cyclic adenosyl monophosphate (cAMP) concentration reduction with the intermediacy of Gi proteins of "high" and "low" affinity corresponding, respectively, to di- and triphosphorilated species; see: Costain, W. J.; Gupta, S. K.; Johnson, R. L.; Mishra, R. K. G Protein Methods Protocols 1997, 31, 119-138.
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    • note
    • The molecular structure of DMSO was optimized until the experimentally measured density and heat of vaporization of this liquid were produced, thereby lending credence to the suitability of the parameters that were used in the simulations (see the Supporting Information).


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