Deoxycholate-Based Glycosides (DCGs) for Membrane Protein Stabilisation

Chembiochem. 2015 Jul 6;16(10):1454-9. doi: 10.1002/cbic.201500151. Epub 2015 May 7.

Abstract

Detergents are an absolute requirement for studying the structure of membrane proteins. However, many conventional detergents fail to stabilise denaturation-sensitive membrane proteins, such as eukaryotic proteins and membrane protein complexes. New amphipathic agents with enhanced efficacy in stabilising membrane proteins will be helpful in overcoming the barriers to studying membrane protein structures. We have prepared a number of deoxycholate-based amphiphiles with carbohydrate head groups, designated deoxycholate-based glycosides (DCGs). These DCGs are the hydrophilic variants of previously reported deoxycholate-based N-oxides (DCAOs). Membrane proteins in these agents, particularly the branched diglucoside-bearing amphiphiles DCG-1 and DCG-2, displayed favourable behaviour compared to previously reported parent compounds (DCAOs) and conventional detergents (LDAO and DDM). Given their excellent properties, these agents should have significant potential for membrane protein studies.

Keywords: amphiphiles; deoxycholate; membrane proteins; molecular design; stabilization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Bacterial Proteins / chemistry*
  • Deoxycholic Acid / chemistry*
  • Detergents / chemistry*
  • Glycosides / chemistry*
  • Hydrophobic and Hydrophilic Interactions
  • Light-Harvesting Protein Complexes / chemistry
  • Membrane Proteins / chemistry*
  • Photosynthetic Reaction Center Complex Proteins / chemistry*
  • Protein Stability
  • Rhodobacter capsulatus / chemistry*
  • Solubility

Substances

  • Bacterial Proteins
  • Detergents
  • Glycosides
  • Light-Harvesting Protein Complexes
  • Membrane Proteins
  • Photosynthetic Reaction Center Complex Proteins
  • Deoxycholic Acid