Deoxycholate-Based Glycosides (DCGs) for Membrane Protein Stabilisation

TY - JOUR

T1 - Deoxycholate-Based Glycosides (DCGs) for Membrane Protein Stabilisation

AU - Bae, Hyoung Eun

AU - Gotfryd, Kamil

AU - Thomas, Jennifer

AU - Hussain, Hazrat

AU - Ehsan, Muhammad

AU - Go, Juyeon

AU - Loland, Claus J

AU - Byrne, Bernadette

AU - Chae, Pil Seok

N1 - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

PY - 2015/7/1

Y1 - 2015/7/1

N2 - 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. Branching out for stability: A set of carbohydrate derivatives of deoxycholate-based N-oxides (DCAOs) has been prepared. One of these agents, the branched glucoside-bearing DCG-1, displayed favourable behaviour in the stabilisation of some membrane proteins relative to the parent compound (DCAO) and the conventional detergents DDM and LDAO.

AB - 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. Branching out for stability: A set of carbohydrate derivatives of deoxycholate-based N-oxides (DCAOs) has been prepared. One of these agents, the branched glucoside-bearing DCG-1, displayed favourable behaviour in the stabilisation of some membrane proteins relative to the parent compound (DCAO) and the conventional detergents DDM and LDAO.

U2 - 10.1002/cbic.201500151

DO - 10.1002/cbic.201500151

M3 - Letter

C2 - 25953685

SN - 1439-4227

VL - 16

SP - 1454

EP - 1459

JO - ChemBioChem

JF - ChemBioChem

IS - 10

ER -