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Document Figure 2 Three-dimensional structural properties of peptides: backbone and side chain http://legacy.netlibrary.com/nlreader/nlReader.dll?bookid=12640&filename=Page_562.html [4/9/2004 12:58:32 AM] Page 562
Document B. Peptidomimetic Drugs: Concepts, Strategies, and Technologies Page 563 Historically, the major focus of peptidomimetic design has evolved from receptor-targeted drug discovery research and has not been directly impacted by an experimentally-determined 3D structure of the target protein. Nevertheless, a hierarchial approach of peptide rarrow.gif peptidomimetic molecular design and chemical modification has evolved over the past two decades, based on systematic transformation of a peptide ligand and iterative analysis of the structure-activity and structureconformation relationships of “second generation” analogs (Figure 3). Such work has typically integrated biophysical techniques (x-ray crystallography and/or NMR spectroscopy) and computerassisted molecular modeling with biological testing to advance peptidomimetic drug design. A plethora of sophisticated synthetic chemistry approaches have entered into the arena of peptide-based molecular design, including well-established applications of unusual amino acids and dipeptide surrogates, among other types of chemical modifications. Such backbone or side chain modifications may afford stability of the parent peptide to peptidases and have provided conceptual impetus for yet more sophisticated molecular design and peptidomimetic chemistry studies [1-18]. For example, a few of the known amide bond replacements (Figure 4) include: aminomethylene or Ψ [CH 2NH], 1; ketomethylene or Ψ[COCH 2], 2; ethylene or Ψ[CH 2CH 2], 3; olefin or Ψ[CH=CH], 4; ether or Figure 3 Hierarchial approach in peptide rarrow.gif peptidomimetic structure-based drug design http://legacy.netlibrary.com/nlreader/nlReader.dll?bookid=12640&filename=Page_563.html [4/9/2004 1:00:07 AM]
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Document We determined the structur
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Document Figure 3 Previously known
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Document IV. Drug Design Progressio
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Document References 1. Parks RE Jr.
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Document 6 Structural Implications
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Document Page 202 269, and valine-2
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Page 693 and 694: Document structure. 2. Ligand probe
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Page 697 and 698: Document 22 Peptidomimetic and Nonp
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Page 735 and 736: Document Page 595 the MC1 receptor
Page 739 and 740: Document Figure 22 Protease 3D stru
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Page 743 and 744: Document Page 603 hydroxymethyl sub
Page 745 and 746: Document Page 605 For other serinyl
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Document Figure 28 Protease 3D stru
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Document Acknowledgments Page 620 I
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Document 18. Sawyer TK. In: Peptide
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Document Med Biol 1991; 306:9-21; (
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Document Cyclotheonamide A (CtA), 2
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Document D ddI, 152 tumour necrosis
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Document antistasin peptides, 281 c
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Document fragment-based programs, 5
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Document Kininogen, 119 high molecu
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Document [Protease targets] serinyl
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