Erratum: Synthesis, preliminary characterization, and application of novel surfactants from highly branched xyloglucan oligosaccharides (Glycobiology (2005) 15, 4 (437-445) doi:10.1093/glycob/cwi013);Synthesis, preliminary characterization, and application of novel surfactants from highly branched xyloglucan oligosaccharides

Glycobiology

Volumn 15, Issue 4, 2005, Pages 437-445

  Greffe, Lionel ^a   Bessueille, Laurence ^b   Bulone, Vincent ^b   Bruiner, Harry ^a  

^a ALBANOVA UNIVERSITY CENTER   (Sweden)

^b UNIVERSITÉ LYON 1   (France)

Author keywords

Membrane protein extraction; Reductive animation; Surfactant; Xyloglucan; Xyloglucan oligosaccharides

Indexed keywords

CARBOHYDRATE; FATTY ACID; MEMBRANE PROTEIN; OLIGOSACCHARIDE; POLYSACCHARIDE; SURFACTANT; UNCLASSIFIED DRUG; XYLOGLUCAN; GLUCAN; XYLAN;

AMINATION; ARTICLE; CONTROLLED STUDY; GLYCOSYLATION; HYDROLYSIS; MICELLE; NONHUMAN; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN SYNTHESIS; CHEMISTRY; SYNTHESIS;

GLUCANS; OLIGOSACCHARIDES; SURFACE-ACTIVE AGENTS; XYLANS;

EID: 22444442865     PISSN: 09596658     EISSN: None     Source Type: Journal    
DOI: 10.1093/glycob/cwi054     Document Type: Erratum

References (63)

1. Ames, B.N. (1966) Assay of inorganic phosphate, total phosphate and phosphatases. Methods Enzymol., 8, 115-118.
2. Auge, J. and Lubin-Germain, N. (2000) Glycosylhydrazides, a new class of sugar surfactant. Preparation and amphiphilic properties of 1-glycosyl-2- acylhydrazines. J. Carbohydr. Chem., 19, 379-392.
3. Biermann, M., Schmid, K., and Schulz, P. (1993) Alkylpolyglucosides- technology and properties. Starch-Starke, 45, 281-288.
4. Bourquin, V., Nishikubo, N., Abe, H., Bramer, H., Denman, S., Eklund, M., Christiernin, M., Teeri, T.T., Sundberg, B., and Mellerowicz, E.J. (2002) Xyloglucan endotransglycosylases have a function during the formation of secondary cell walls of vascular tissues. Plant Cell, 14, 3073-3088.
5. Bradford, M.M. (1976) A rapid and sensitive method for quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem., 72, 248-254.
6. Briskin, D.P., Leonard, R.T., and Hodges, T.K. (1987) Isolation of the plasma membrane: membrane markers and general principles. Methods Enzymol., 148, 542-558.
7. Bramer, H., Zhou, Q., Baumann, M.J., Carlsson, K., and Teeri, T.T. (2004) Activation of crystalline cellulose surfaces through the chemoenzymatic modification of xyloglucan. J. Am. Chem. Soc., 126, 5715-5721.
8. Bulone, V., Fincher, G.B., and Stone, B.A. (1995) In vitro synthesis of a microfibrillar (1→3)-β-glucan by a ryegrass (Lolium multiflorum) endosperm (1→3)-β-glucan synthase enriched by product entrapment. Plant J., 8, 213-225.
9. Chevalier, Y. (2002) New surfactants: new chemical functions and molecular architectures. Curr. Op. Coll. Int. Sci., 7, 3-11.
10. Colombani, A. Djerbi, S., Bessueille, L., Blomqvist, K., Ohlsson, A., Berglund, T., Teeri, T.T., and Bulone, V. (forthcoming) In vitro synthesis of (1→3)-β-D-glucan (callose) and cellulose by detergent extracts of membranes from cell suspension cultures of hybrid aspen. Cellulose.
11. Costes, F., Elghoul, M., Bon, M., Ricolattes, I., and Lattes, A. (1995) Synthesis and structural analysis of long chain N-acetyl-N-alkyllactosylamines, a new series of surfactants derived from unprotected lactose. Langmuir, 11, 3644-3647.
12. Dhugga, K.S. and Ray, P.M. (1991) A 55-kDa plasma membrane-associated polypeptide is involved in (1→3)-β-glucan synthase activity in pea tissue. FEBS Lett., 278, 283-286.
13. Eastoe, J., Rogueda, P., Howe, A.M., Pitt, A.R., and Heenan, R. (1996) Properties of new glucamide surfactants. Langmuir, 12, 2701-2705.
14. Eneyskaya, E.V., Brumer, H., Backinowsky, L.V., Ivanen, D.R., Kulminskaya, A.A., Shabalin, K.A., and Neustroev, K.N. (2003) Enzymatic synthesis of β-xylanase substrates: transglycosylation reactions of the β-xylosidase from Aspergillus sp. Carbohydr. Res., 338, 313-325.
15. Ericsson, C.A., Söderman, O., Garamus, V.M., Bergström, M., and Ulvenlud, S. (2004) Effects of temperature, salt, and deuterium oxide on the self-aggregation of alkylglycosides in dilute solution. 1. n-Nonyl-β-D- glucoside. Langmuir, 20, 1401-1408.
16. Ferrer, M., Comelles, F., Plou, F.J., Graces, M.A., Fuentes, G., Parra, J.L., and Ballesteros, A. (2002) Comparative surface activities of di- and trisaccharide fatty acid esters. Langmuir, 18, 667-673.
17. Fry, S.C. (1997) Novel "dot-blot" assays for glycosyltransferases and glycosylhydrolases: optimization for xyloglucan endotransglycosylase (XET) activity. Plant J., 11, 1141-1150.
18. Fry, S.C., York, W.S., Albersheim, P., Darvill, A., Hayashi, T., Joseleau, J.P., Kato, Y., Lorences, E.P., Maclachlan, G.A., McNeil, M., and others. (1993) An unambiguous nomenclature for xyloglucan-derived oligosaccharides. Physiol. Plant., 89, 1-3.
19. Gallagher, S.R. and Leonard, R.T. (1982) Effect of vanadate, molybdate, and azide on membrane-associated ATPase and soluble phosphatase activities of corn roots. Plant Physiol., 70, 1335-1340.
20. Garavito, R.M. and Ferguson-Miller, S. (2001) Detergents as tools in membrane biochemistry. J. Biol. Chem., 276, 32403-32406.
21. Garofalakis, G., Murray, B.S., and Sarney, D.B. (2000) Surface activity and critical aggregation concentration of pure sugar esters with different sugar headgroups. J. Coll. Int. Sci., 229, 391-398.
22. Gibeaut, D.M. and Carpita, N.C. (1990) Separation of membranes by flotation centrifugation for in vitro synthesis of plant cell wall polysaccharides. Protoplasma, 156, 82-93.
23. Gohon, Y. and Popot, J.L. (2003) Membrane protein-surfactant complexes. Curr. Op. Coll. Int. Sci., 8, 15-22.
24. Gustavsson, M.T., Persson, P.V., Iversen, T., Martinelle, M., Huit, K., Teeri, T.T., and Brumer, H. (2005) Modification of cellulose fiber surfaces using a lipase and a xyloglucan endotransglycosylase. Biomacromolecules, doi: 10.1021/bm049588i.
25. Henriksson, H., Denman, S.E., Campuzano, I.D.G., Ademark, P., Master, E.R., Teeri, T.T., and Brumer, H. (2003) N-linked glycosylation of native and recombinant cauliflower xyloglucan endotransglycosylase 16A. Biochem. J., 375, 61-73.
26. Hill, K. and Rhode, O. (1999) Sugar-based surfactants for consumer products and technical applications. Fett-Lipid, 101, 25-33.
27. Hoffmann, B. and Platz, G. (2001) Phase and aggregation behaviour of alkylglycosides. Curr. Op. Coll. Int. Sci., 6, 171-177.
28. Holmberg, K. (2001) Natural surfactants. Curr. Op. Coll. Int. Sci., 6, 148-159.
29. Holmberg, K., Jönsson, B., Kronberg, B., and Lindman, B. (2003) Surfactants and polymers in aqueous solution, 2nd ed. John Wiley & Sons, Chichester, pp. 343-346.
30. Johansson, I. and Svensson, M. (2001) Surfactants based on fatty acids and other natural hydrophobes. Curr. Op. Coll. Int. Sci., 6, 178-188.
31. Jones, M.N. (1999) Surfactants in membrane solubilisation. Int. J. Pharm., 177, 137-159.
32. Kjellin, U.R.M., Claesson, P.M., and Vulfson, E.N. (2001) Studies of N-dodecyllactobionamide, maltose 6-O-dodecanoate, and octyl-β-glucoside with surface tension, surface force, and wetting techniques. Langmuir, 17, 1941-1949.
33. Kudlicka, K. and Brown, R.M. (1997) Cellulose and callose biosynthesis in higher plants. 1. Solubilization and separation of (1→3)- and (1→4)-β-glucan synthase activities from mung bean. Plant Physiol., 115, 643-656.
34. Kudlicka, K., Brown, R.M., Li, L.K., Lee, J.H., Shin, H., and Kuga, S. (1995) β-Glucan synthesis in the cotton fiber. 4. In vitro assembly of the cellulose I allomorph. Plant Physiol., 107, 111-123.
35. Kudlicka, K., Lee, J.H., and Brown, R.M. (1996) A comparative analysis of in vitro cellulose synthesis from cell-free extracts of mung bean (Vigna radiata, Fabaceae) and cotton (Gossypium hirsutum, Malvaceae). Am. J. Bot., 83, 274-284.
36. Lai Kee Him, J., Pelosi, L., Chanzy, H., Putaux, J.L., and Bulone, V. (2001) Biosynthesis of (1→3)-β-D-glucan (callose) by detergent extracts of a microsomal fraction from Arabidopsis thaliana. Ew. J. Biochem., 268, 4628-4638.
37. Lai Kee Him, J., Chanzy, H., Muller, M., Putaux, J.L., Imai, T., and Bulone, V. (2002) In vitro versus in vivo cellulose microfibrils from plant primary wall synthases: structural differences. J. Biol. Chem., 277, 36931-36939.
38. Le Maire, M., Champeil, P., and Møller, J.V. (2000) Interaction of membrane proteins and lipids with solubilizing detergents. Biochim. Biophys. Acta, 1508, 86-111.
39. Li, H.J., Bacic, A., and Read, S.M. (1997) Activation of pollen tube callose synthase by detergents - evidence for different mechanisms of action. Plant Physiol., 114, 1255-1265.
40. Li, J., Burton, R.A., Harvey, A.J., Hrmova, M., Wardak, A.Z., Stone, B.A., and Fincher, G.B. (2003) Biochemical evidence linking a putative callose synthase gene with (1→3)-β-D-glucan biosynthesis in barley. Plant Mol. Biol., 53, 213-225.
41. Merck & Co. (1989) The Merck index, 11th ed. Merck & Co., Inc., Rahway, NJ.
42. Nagahashi, J. and Nagahashi, S.L. (1982) Triton-stimulated nucleoside diphosphatase - characterization. Protoplasma, 112, 174-180.
43. Okuda, K., Li, L.K., Kudlicka, K., Kuga, S., and Brown, R.M. (1993) β-Glucan synthesis in the cotton fiber. 1. Identification of β-1,4-glucan and β-1,3-glucan synthesized in vitro. Plant Physiol., 101, 1131-1142.
44. Pelosi, L., Imai, T., Chanzy, H., Heux, L., Buhler, E., and Bulone, V. (2003) Structural and morphological diversity of (1→3)-β-D-glucans synthesized in vitro by enzymes from Saprolegnia monoica. Comparison with a corresponding in vitro product from blackberry (Rubus fruticosus). Biochemistry, 42, 6264-6274.
45. Persson, C.M., Claesson, P.M., and Johansson, I. (2000) Interfacial behavior of n-octyl β-D-glucopyranoside compared to that of a technical mixture consisting of octylglucosides. Langmuir, 16, 10227-10235.
46. Persson, C.M., Claesson, P.M., and Lunkenheimer, K. (2002) Interfacial behavior of n-decyl-β-D-maltopyranoside on hydrophobic interfaces and the effect of small amounts of surface-active impurities. J. Coll. Int. Sci., 251, 182-192.
47. Piispanen, P.S., Byström, S., Svensson, M., Kronberg, B., Blute, L., and Norin, T. (2002) Synthesis and characterization of surface-active compounds derived from cholesterol derivatives and glucose. J. Surfact. Det., 5, 345-351.
48. Plou, F.J., Cruces, M.A., Ferrer, M., Fuentes, G., Pastor, E., Bernabé, M., Christensen, M., Comelles, F., Parra, J.L., and Ballesteros, A. (2002) Enzymatic acylation of di- and trisaccharides with fatty acids: choosing the appropriate enzyme, support and solvent. J. Biotechnol., 96, 55-66.
49. Quail, P.H. (1979) Plant cell fractionation. Ann. Rev. Plant Physiol. Plant Mol. Biol., 30, 425-484.
50. Rosenthal, K.S. and Koussaie, F. (1983) Critical micelle concentration determination of nonionic detergents with Coomassie brilliant blue G-250. Anal. Chem., 55, 1115-1117.
51. Sarney, D.B. and Vulfson, E.N. (1995) Application of enzymes to the synthesis of surfactants. Trends Biotechnol., 13, 164-172.
52. Shankaracharya, N.B. (1998) Tamarind-chemistry, technology and uses - a critical appraisal. J. Food Sci. Technol., 35, 193-208.
53. Sloan, M.E., Rodis, P., and Wasserman, B.P. (1987) CHAPS solubilization and functional reconstitution of β-glucan synthase from red beet (Beta vulgaris L.) storage tissue. Plant Physiol., 85, 516-522.
54. Söderberg, I., Drummond, C.J., Furlong, D.N., Godkin, S., and Matthews, B. (1995) Nonionic sugar-based surfactants-self-assembly and air/water interfacial activity. Coll. Surf. A, 102, 91-97.
55. Steber, J., Guhl, W., Stelter, N., and Schroder, F.R. (1995) Alkyl polyglycosides - ecological evaluation of a new generation of nonionic surfactants. Tens. Surfact. Det., 32, 515-521.
56. Stubenrauch, C. (2001) Sugar surfactants - aggregation, interfacial, and adsorption phenomena. Curr. Op. Coll. Int. Sci., 6, 160-170.
57. Waltermo, A., Claesson, P.M., Simonsson, S., Manev, E., Johansson, I., and Bergeron, V. (1996) Foam and thin-liquid film studies of alkyl glucoside systems. Langmuir, 12, 5271-5278.
58. Widell, S. and Larsson, C. (1990) A critical evaluation of markers used in plasma membrane purification. In C. Larsson and I.M. Møller (eds.), The plant plasma membrane. Structure, function and molecular biology. Springer, Berlin, pp. 16-43.
59. Vincken, J.P., York, W.S., Beldman, G., and Voragen, A.G.J. (1997) Two general branching patterns of xyloglucan, XXXG and XXGG. Plant Physiol., 114, 9-13.
60. Von Rybinski, W. (1996) Alkyl glycosides and polyglycosides. Curr. Op. Coll. Int. Sci., 1, 587-597.
61. Wu, A.Y., Harriman, R.W., Frost, D.J., Read, S.M., and Wasserman, B.P. (1991) Rapid enrichment of CHAPS-solubilized UDP-glucose:(1→3)-β-D- glucan (callose) synthase from Beta vulgaris L. by product entrapment - entrapment mechanisms and polypeptide characterization. Plant Physiol., 97, 684-692.
62. 1-NMR spectroscopy and fast atom bombardment mass spectrometry. Carbohydr. Res., 200, 9-31.
63. York, W.S., Harvey, L.K., Guillen, R., Albersheim, P., and Darvill, A.G. (1993) The structure of plant cell walls. 36. Structural analysis of tamarind seed xyloglucan oligosaccharides using β-galactosidase digestion and spectroscopic methods. Carbohydr. Res., 248, 285-301.