ChemInform Abstract: Host‐Guest Complexation. Part 37. Synthesis and Binding Properties of a Transacylase Partial Mimic with Imidazole and Benzyl Alcohol in Place.

Cram, Donald J.; Lam, Patrick Y.S.

doi:10.1002/chin.198631260

Cited by 4 publications

(3 citation statements)

References 1 publication

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“…This challenge was oriented toward the mimic of serine proteases such as a-chymotrypsin (324). This challenge was oriented toward the mimic of serine proteases such as a-chymotrypsin (324).…”

Section: Pseudo-cyclic Dimermentioning

confidence: 99%

Bioorganic Chemistry

Dugas¹

1989

Springer Advanced Texts in Chemistry

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Section: Pseudo-cyclic Dimermentioning

confidence: 99%

Bioorganic Chemistry

Dugas¹

1989

Springer Advanced Texts in Chemistry

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“…The use of templates to direct organic synthesis has a longstanding history [16,17]. More recently, topological templates have become a versatile tool in peptide mimicry ( fig.…”

Section: The Template Conceptmentioning

confidence: 99%

Non-native architectures in protein design and mimicry

Mutter¹,

Tuchscherer²

1997

CMLS, Cell. mol. life sci.

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Protein design aims to mimic some of the structural and functional properties of native proteins. The complexity of the folding mechanism, i.e. the pathway by which a linear polypeptide chain finds its unique 3D-structure, represents one of the most intriguing hurdles in this rapidly growing field. In order to bypass this well-known protein-folding problem, some years ago we proposed the construction of non-native chain architectures with a high propensity for folding. According to this concept, termed TASP (template-assembled synthetic proteins), topological templates are used as a built-in device for directing covalently attached peptide blocks to a predetermined packing arrangement, resulting in branched chain architectures. Recent progress in the synthetic methodology for assembling peptides now allows us to access the full potential of the TASP concept. In this article, we discuss the state of the art of template-based protein de novo design, with special emphasis on progress in peptide synthesis and template design and show that some fundamental questions in protein assembly, structure and function can be approached by designing protein mimetics of reduced structural and functional complexity.

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“…Similar conceptual approaches were described for the construction of protein-like molecules exhibiting tailor-made functional properties (Ghadiri et al, 1992;Grove et al, 1993;Hahn et al, 1990;Handel and DeGrado, 1990;Lieberman and Sasaki, 1991;Montal et al, 1990). More recently, topological templates were proposed for initiating secondary structure formation (Kemp, 1990;Kemp et al, 1991) and for mimicking bio-active conformations of peptide ligands (Cram et al, 1986;Hirschmann et al, 1992;Huang, 1992;Kazmierski et al, 1991;Saragovi et al, 1991). For molecular recognition studies, topological template molecules disposing functional groups Ri (e.g.…”

Section: Introductionmentioning

confidence: 96%

Topological templates as tool in molecular recognition and peptide mimicry: Synthesis of a TASK library

Silla¹,

Mutter²

1995

J of Molecular Recognition

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Topological templates disposing orthogonally protected reactive sites in defined spatial positions of a variable degree of flexibility can serve as a pool for the selective functionalization by groups thought to interact with an acceptor molecule. This strategy is exemplified by the chemo-selective ligation of amino-acid residues to a cyclic peptide as a structural motif (template-assembled side chains; TASK) applying the concept of combinatorial libraries. Binding assays to a monoclonal antibody allow for the delineation of a lead compound mimicking the structural features of a discontinuous epitope. The conceptually novel approach may serve as a tool in molecular recognition studies and in drug development.

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ChemInform Abstract: Host‐Guest Complexation. Part 37. Synthesis and Binding Properties of a Transacylase Partial Mimic with Imidazole and Benzyl Alcohol in Place.

Abstract: The multi‐step synthesis of the desired compound (XI) is performed as described in the scheme.

Cited by 4 publications

References 1 publication

Bioorganic Chemistry

Bioorganic Chemistry

Non-native architectures in protein design and mimicry

Topological templates as tool in molecular recognition and peptide mimicry: Synthesis of a TASK library

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