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Ma X, Li H, Song X
Surface and biological activity of sophorolipid molecules produced by Wickerhamiella domercqiae var. sophorolipid CGMCC 1576
Journal of Colloid and Interface Science 376(1) (2012)
165-172
Wickerhamiella domercqiae var. sophorolipid CGMCC 1576
(Ancestor NCBI TaxID 45788,
species name lookup)
Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
The structure was elucidated in this paperNCBI PubMed ID: 22459028Publication DOI: 10.1016/j.jcis.2012.03.007Journal NLM ID: 43125Publisher: Orlando, FL: Academic Press
Correspondence: Ma X <maxiaojing1011
hotmail.com>; Li H <heihei2866
163.com>; Song X <songx
sdu.edu.cn>
Institutions: State Key Laboratory of Microbial Technology, Shandong University, Shandong, China, National Glycoengineering Research Centre, Shandong University, Shandong, China
This work investigated the surface and biological activity of lactonic and acidic sophorolipid (SL) molecules differing in the acetylation degree of sophorose, carbon chain length and unsaturation degree of the fatty acid moiety. Six different SL molecules were prepared from crude SLs produced by Wickerhamiella domercqiae var. sophorolipid CGMCC 1576. The structures of the selected SL molecules were elucidated by MS and GC/MS. The surface properties of SLs including critical micelle concentration (CMC), minimum surface tension (Min. S.T.) and emulsification capacity to hydrocarbon and vegetable oils were studied, and the results demonstrated that SL molecules with different structures exhibited quite different surface properties. Cytotoxicities of different SL molecules to Chang liver cells determined by the MTT (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method showed the effect of chemical structure of the SLs on their biological activities. Biodegradability of these SL molecules was tested using the river-water die-away method. The differences of surface and biological activity in different SL molecules will be of benefit for the applications of these SLs in specific fields such as the detergent, petroleum, pharmaceutical and environment industries.
cytotoxicity, sophorolipid, biodegradability, emulsification capacity, surface property
Structure type: oligomer
Location inside paper: Table 1
Trivial name: sophorolipid
Compound class: glycolipid, sophorolipid
Contained glycoepitopes: IEDB_140628,IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: GC-MS, HPLC, extraction, cell growth, cell viability assay, cytotoxicity assay, evaporation, determination of surface tension, emulsification capacity determination, biodegradability assay
Biological activity: acidic sophorolipids possessed weaker bioactivity and cytotoxicity to normal Chang liver cells than lactonic sophorolipids; IC50 value of sophorolipids molecules with C18:1 fatty acid chains was lower than that of sophorolipids molecules with C18:2
Comments, role: LIP = C18:1, C18:2, C20:1
Related record ID(s): 44376
NCBI Taxonomy refs (TaxIDs): 45788
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Ma X, Li H, Song X
Surface and biological activity of sophorolipid molecules produced by Wickerhamiella domercqiae var. sophorolipid CGMCC 1576
Journal of Colloid and Interface Science 376(1) (2012)
165-172
Wickerhamiella domercqiae var. sophorolipid CGMCC 1576
(Ancestor NCBI TaxID 45788,
species name lookup)
Taxonomic group: fungi / Ascomycota
(Phylum: Ascomycota)
The structure was elucidated in this paperNCBI PubMed ID: 22459028Publication DOI: 10.1016/j.jcis.2012.03.007Journal NLM ID: 43125Publisher: Orlando, FL: Academic Press
Correspondence: Ma X <maxiaojing1011
hotmail.com>; Li H <heihei2866
163.com>; Song X <songx
sdu.edu.cn>
Institutions: State Key Laboratory of Microbial Technology, Shandong University, Shandong, China, National Glycoengineering Research Centre, Shandong University, Shandong, China
This work investigated the surface and biological activity of lactonic and acidic sophorolipid (SL) molecules differing in the acetylation degree of sophorose, carbon chain length and unsaturation degree of the fatty acid moiety. Six different SL molecules were prepared from crude SLs produced by Wickerhamiella domercqiae var. sophorolipid CGMCC 1576. The structures of the selected SL molecules were elucidated by MS and GC/MS. The surface properties of SLs including critical micelle concentration (CMC), minimum surface tension (Min. S.T.) and emulsification capacity to hydrocarbon and vegetable oils were studied, and the results demonstrated that SL molecules with different structures exhibited quite different surface properties. Cytotoxicities of different SL molecules to Chang liver cells determined by the MTT (3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method showed the effect of chemical structure of the SLs on their biological activities. Biodegradability of these SL molecules was tested using the river-water die-away method. The differences of surface and biological activity in different SL molecules will be of benefit for the applications of these SLs in specific fields such as the detergent, petroleum, pharmaceutical and environment industries.
cytotoxicity, sophorolipid, biodegradability, emulsification capacity, surface property
Structure type: cyclic polymer repeating unit
Location inside paper: Table 1
Compound class: sophorolipid
Contained glycoepitopes: IEDB_140628,IEDB_142488,IEDB_146664,IEDB_983931,SB_192
Methods: GC-MS, HPLC, extraction, cell growth, cell viability assay, cytotoxicity assay, evaporation, determination of surface tension, emulsification capacity determination, biodegradability assay
Biological activity: acidic sophorolipids possessed weaker bioactivity and cytotoxicity to normal Chang liver cells than lactonic sophorolipids; IC50 value of sophorolipids molecules with C18:1 fatty acid chains was lower than that of sophorolipids molecules with C18:2
Comments, role: LIP = C18:1, C18:2
Related record ID(s): 44375
NCBI Taxonomy refs (TaxIDs): 45788
Show glycosyltransferases
There is only one chemically distinct structure:
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