Maltosides

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Chemical structure of n-decyl-β-D-maltopyranoside (DM)

Maltosides are a class of detergents composed of a hydrophilic maltose and a hydrophobic alkyl chain. Variation in the alkyl chain confers a range of detergent properties including CMC and solubility. Maltosides are most often used for the solubilization and purification of membrane proteins.

History[edit]

In 1980 Ferguson-Miller et al. at Michigan State developed n-dodecyl-β-D-maltopyranoside (DDM) as part of a successful effort to purify an active, stable, monodisperse form of cytochrome c oxidase.[1] Maltosides have been used extensively to stabilize membrane proteins for biophysical and structural studies.

Table of detergent properties[edit]

Maltoside abbr. CMC (mM) MW (g/mol) Micelle (kDa)
n-Decyl-β-D-maltopyranoside DM 1.8 [2] (H20) 482.6 21.7
n-Dodecyl-β-D-maltopyranoside DDM 0.17[3] 510.6 78-149
6-Cyclohexyl-1-hexyl-β-D-maltopyranoside Cymal-6 0.56 508.5 46.3

References[edit]

  1. ^ Rosevear, P; VanAken, T; Baxter, J; Ferguson-Miller, S (Aug 19, 1980). "Alkyl glycoside detergents: a simpler synthesis and their effects on kinetic and physical properties of cytochrome c oxidase.". Biochemistry 19 (17): 4108–15. doi:10.1021/bi00558a032. PMID 6250583. 
  2. ^ Alpes, H., Apell, H.-J., Knoll, G., Plattner, H. and Riek, R. (1998). "Reconstitution of Na+/K+-ATPase into phosphatidylcholine vesicles by dialysis of nonionic alkyl maltoside detergents". Biochim. Biophys. Acta 946 (2): 379–388. PMID 2850005. 
  3. ^ VanAken, T., Foxall-VanAken, S., Castleman, S. and Ferguson-Miller, S. (1986). "Alkyl glycoside detergents: Synthesis and applications to the study of membrane proteins". Methods Enzymol. Methods in Enzymology 125: 27–35. doi:10.1016/S0076-6879(86)25005-3. ISBN 9780121820251. PMID 3012259.