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The binding of 2,4-dinitrophenol to wild-type and amyloidogenic transthyretin.

Morais-de-Sá E, Neto-Silva RM, Pereira PJ, Saraiva MJ, Damas AM
Acta Crystallogr D Biol Crystallogr 62 512-9 (2006)
Related entries: 2b14, 2b16

Cited: 21 times
EuropePMC logo PMID: 16627944

Abstract

Systemic deposition of transthyretin (TTR) amyloid fibrils is always observed in familial amyloidotic polyneuropathy, senile systemic amyloidosis and familial amyloidotic cardiomyopathy patients. Destabilization of the molecule leads to a cascade of events which result in fibril formation. The destabilization of a native protein with consequent conformational changes appears to be a common link in several human amyloid diseases. Intensive research has been directed towards finding small molecules that could work as therapeutic agents for the prevention/inhibition of amyloid diseases through stabilization of the native fold of the potentially amyloidogenic protein. This work provides insight into the structural determinants of the highly stabilizing effects of 2,4-dinitrophenol on wild-type TTR. It is also shown that similar interactions are established between this molecule and two highly amyloidogenic TTR variants: TTR L55P and TTR Y78F. In the three crystal complexes, 2,4-dinitrophenol occupies the two hormone-binding sites of the TTR tetramer. As a result of 2,4-dinitrophenol binding, the two dimers in the TTR tetramer become closer, increasing the stability of the protein. The three-dimensional structures now determined allow a comprehensive description of key interactions between transthyretin and 2,4-dinitrophenol, a small compound that holds promise as a template for the design of a therapeutical drug for amyloid diseases.

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Reviews citing this publication (2)

  1. Structure-based design of kinetic stabilizers that ameliorate the transthyretin amyloidoses. Connelly S, Choi S, Johnson SM, Kelly JW, Wilson IA. Curr Opin Struct Biol 20 54-62 (2010)
  2. Molecular and cellular aspects of protein misfolding and disease. Herczenik E, Gebbink MF. FASEB J 22 2115-2133 (2008)

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  1. Gas-phase unfolding and disassembly reveals stability differences in ligand-bound multiprotein complexes. Hyung SJ, Robinson CV, Ruotolo BT. Chem Biol 16 382-390 (2009)
  2. Binding and stabilization of transthyretin by curcumin. Pullakhandam R, Srinivas PN, Nair MK, Reddy GB. Arch Biochem Biophys 485 115-119 (2009)
  3. The putative role of some conserved water molecules in the structure and function of human transthyretin. Banerjee A, Dasgupta S, Mukhopadhyay BP, Sekar K. Acta Crystallogr D Biol Crystallogr 71 2248-2266 (2015)
  4. The Transthyretin/Oleuropein Aglycone Complex: A New Tool against TTR Amyloidosis. Bemporad F, Leri M, Ramazzotti M, Stefani M, Bucciantini M. Pharmaceuticals (Basel) 15 277 (2022)


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