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Fan LL, Dong YC, Fan YF, Zhang J, Chen QH
Production and identification of mannosylerythritol lipid-A homologs from the ustilaginomycetous yeast Pseudozyma aphidis ZJUDM34
Carbohydrate Research 392 (2014) 
1-6
 
Pseudozyma aphidis ZJUDM34
(Ancestor NCBI TaxID 84754,
species name lookup)
 
Ustilago maydis 
(NCBI TaxID 5270,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
 
The structure was elucidated in this paperNCBI PubMed ID: 24814655Publication DOI: 10.1016/j.carres.2014.04.013Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Chen QH <chenqh

zju.edu.cn>
Institutions: School of Biosystems Engineering and Food Science, Zhejiang University, Hangzhou, China, Fuli Institute of Food Science, Zhejiang University, Hangzhou, China
Mannosylerythritol lipids (MELs) are mainly produced by strains of the genus Pseudozyma and by Ustilago maydis. These glycolipid biosurfactants exhibit not only excellent surface-active properties but also versatile bioactivities. Mannosylerythritol lipid-A (MEL-A) is worth investigating due to its self-assembling property. In this work, crude MELs were produced by resting Pseudozyma aphidis ZJUDM34 cells using different culture media. MEL-A fractions were isolated and identified using high-performance liquid chromatography combined with mass spectrometry (HPLC-MS) and gas chromatography combined with mass spectrometry (GC-MS). The results showed that MEL-A homologs had long unsaturated fatty acid chains, and the chain lengths range from C8 to C20. Nuclear magnetic resonance (NMR) was employed to confirm the chemical structures of the MEL-A homologs. Fermentation medium without NaNO3 and medium with manganese ions enhanced MEL-A production by Pseudozyma aphidis ZJUDM34.
glycolipid, biosurfactant, mannosylerythritol lipid-A, Pseudozyma aphidis, homologs, bioemulsifier
Structure type: monomer 
Location inside paper: fig. 1, structure MEL-B, fig. 4
Trivial name: mannosylerythritol lipids (MELs)
Compound class: glycolipid, mannosylerythritol
Contained glycoepitopes: IEDB_114707,IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_72 
Methods: 13C NMR, 1H NMR, TLC, cell growth, GC–MS, LC–MS, HPLC–MS
Comments, role: Authors of the article could not determine at all which one fatty acid this structure contain. LIP is non-, mono-, di- or polyunsaturated fatty acid, number of carbon atoms 8-18 
Related record ID(s): 46293, 46320, 46321, 46322, 46403
NCBI Taxonomy refs (TaxIDs): 84754, 
5270
Show glycosyltransferases
 
There is only one chemically distinct structure:
 
 
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Fan LL, Dong YC, Fan YF, Zhang J, Chen QH
Production and identification of mannosylerythritol lipid-A homologs from the ustilaginomycetous yeast Pseudozyma aphidis ZJUDM34
Carbohydrate Research 392 (2014) 
1-6
 
Pseudozyma aphidis ZJUDM34
(Ancestor NCBI TaxID 84754,
species name lookup)
 
Ustilago maydis 
(NCBI TaxID 5270,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
 
The structure was elucidated in this paperNCBI PubMed ID: 24814655Publication DOI: 10.1016/j.carres.2014.04.013Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Chen QH <chenqh

zju.edu.cn>
Institutions: School of Biosystems Engineering and Food Science, Zhejiang University, Hangzhou, China, Fuli Institute of Food Science, Zhejiang University, Hangzhou, China
Mannosylerythritol lipids (MELs) are mainly produced by strains of the genus Pseudozyma and by Ustilago maydis. These glycolipid biosurfactants exhibit not only excellent surface-active properties but also versatile bioactivities. Mannosylerythritol lipid-A (MEL-A) is worth investigating due to its self-assembling property. In this work, crude MELs were produced by resting Pseudozyma aphidis ZJUDM34 cells using different culture media. MEL-A fractions were isolated and identified using high-performance liquid chromatography combined with mass spectrometry (HPLC-MS) and gas chromatography combined with mass spectrometry (GC-MS). The results showed that MEL-A homologs had long unsaturated fatty acid chains, and the chain lengths range from C8 to C20. Nuclear magnetic resonance (NMR) was employed to confirm the chemical structures of the MEL-A homologs. Fermentation medium without NaNO3 and medium with manganese ions enhanced MEL-A production by Pseudozyma aphidis ZJUDM34.
glycolipid, biosurfactant, mannosylerythritol lipid-A, Pseudozyma aphidis, homologs, bioemulsifier
Structure type: monomer 
Location inside paper: fig. 1, structure MEL-C, fig. 4
Contained glycoepitopes: IEDB_114707,IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_72 
Methods: 13C NMR, 1H NMR, TLC, cell growth, GC–MS, LC–MS, HPLC–MS
Comments, role: Authors of the article could not determine at all which one fatty acid this structure contain. LIP is non-, mono-, di- or polyunsaturated fatty acid, number of carbon atoms 8-18 
Related record ID(s): 46293, 46319, 46321, 46322, 46403
NCBI Taxonomy refs (TaxIDs): 84754, 
5270
Show glycosyltransferases
 
There is only one chemically distinct structure:
 
 
Expand this record
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Fan LL, Dong YC, Fan YF, Zhang J, Chen QH
Production and identification of mannosylerythritol lipid-A homologs from the ustilaginomycetous yeast Pseudozyma aphidis ZJUDM34
Carbohydrate Research 392 (2014) 
1-6
 
Pseudozyma aphidis ZJUDM34
(Ancestor NCBI TaxID 84754,
species name lookup)
 
Ustilago maydis 
(NCBI TaxID 5270,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
 
The structure was elucidated in this paperNCBI PubMed ID: 24814655Publication DOI: 10.1016/j.carres.2014.04.013Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Chen QH <chenqh

zju.edu.cn>
Institutions: School of Biosystems Engineering and Food Science, Zhejiang University, Hangzhou, China, Fuli Institute of Food Science, Zhejiang University, Hangzhou, China
Mannosylerythritol lipids (MELs) are mainly produced by strains of the genus Pseudozyma and by Ustilago maydis. These glycolipid biosurfactants exhibit not only excellent surface-active properties but also versatile bioactivities. Mannosylerythritol lipid-A (MEL-A) is worth investigating due to its self-assembling property. In this work, crude MELs were produced by resting Pseudozyma aphidis ZJUDM34 cells using different culture media. MEL-A fractions were isolated and identified using high-performance liquid chromatography combined with mass spectrometry (HPLC-MS) and gas chromatography combined with mass spectrometry (GC-MS). The results showed that MEL-A homologs had long unsaturated fatty acid chains, and the chain lengths range from C8 to C20. Nuclear magnetic resonance (NMR) was employed to confirm the chemical structures of the MEL-A homologs. Fermentation medium without NaNO3 and medium with manganese ions enhanced MEL-A production by Pseudozyma aphidis ZJUDM34.
glycolipid, biosurfactant, mannosylerythritol lipid-A, Pseudozyma aphidis, homologs, bioemulsifier
Structure type: monomer 
Location inside paper: fig. 1, structure MEL-D, fig. 4
Contained glycoepitopes: IEDB_114707,IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_72 
Methods: 13C NMR, 1H NMR, TLC, cell growth, GC–MS, LC–MS, HPLC–MS
Comments, role: Authors of the article could not determine at all which one fatty acid this structure contain. LIP is non-, mono-, di- or polyunsaturated fatty acid, number of carbon atoms 8-18 
Related record ID(s): 46293, 46319, 46320, 46322, 46403
NCBI Taxonomy refs (TaxIDs): 84754, 
5270
Show glycosyltransferases
 
NMR conditions: in CDCl3 at 298 K      
[as TSV]
13C NMR data:
Linkage	Residue	C1	C2	C3	C4	C5	C6
4,2	LIP
4,3	LIP
4	bDManp	99.7	69.4	71.3	66.1	71.7	62.8
	xDEry-ol	63.2	71.8	69.9	73.1
1H NMR data:
Linkage	Residue	H1	H2	H3	H4	H5	H6
4,2	LIP
4,3	LIP
4	bDManp	4.7	5.5	4.9	4.4-4.6	3.5-3.6	4.3
	xDEry-ol	3.6-3.7	3.7	3.6	3.6
1H/13C HSQC data:
Linkage	Residue	C1/H1	C2/H2	C3/H3	C4/H4	C5/H5	C6/H6
4,2	LIP
4,3	LIP
4	bDManp	99.7/4.7	69.4/5.5	71.3/4.9	66.1/4.4-4.6	71.7/3.5-3.6	62.8/4.3
	xDEry-ol	63.2/3.6-3.7	71.8/3.7	69.9/3.6	73.1/3.6
1H NMR data:
 | Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |  
| 4,2 | LIP |   |  
| 4,3 | LIP |   |  
| 4 | bDManp | 4.7 | 5.5 | 4.9 | 4.4 4.6 | 3.5 3.6 | 4.3 |  
|   | xDEry-ol | 3.6 3.7 | 3.7 | 3.6 | 3.6 |   |  
   
  | 
13C NMR data:
 | Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |  
| 4,2 | LIP |   |  
| 4,3 | LIP |   |  
| 4 | bDManp | 99.7 | 69.4 | 71.3 | 66.1 | 71.7 | 62.8 |  
|   | xDEry-ol | 63.2 | 71.8 | 69.9 | 73.1 |   |  
   
  | 
There is only one chemically distinct structure:
 
 
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Fan LL, Dong YC, Fan YF, Zhang J, Chen QH
Production and identification of mannosylerythritol lipid-A homologs from the ustilaginomycetous yeast Pseudozyma aphidis ZJUDM34
Carbohydrate Research 392 (2014) 
1-6
 
Pseudozyma aphidis ZJUDM34
(Ancestor NCBI TaxID 84754,
species name lookup)
 
Ustilago maydis 
(NCBI TaxID 5270,
species name lookup)
 
Taxonomic group: fungi / Basidiomycota 
(Phylum: Basidiomycota)
 
The structure was elucidated in this paperNCBI PubMed ID: 24814655Publication DOI: 10.1016/j.carres.2014.04.013Journal NLM ID: 0043535Publisher: Elsevier
Correspondence: Chen QH <chenqh

zju.edu.cn>
Institutions: School of Biosystems Engineering and Food Science, Zhejiang University, Hangzhou, China, Fuli Institute of Food Science, Zhejiang University, Hangzhou, China
Mannosylerythritol lipids (MELs) are mainly produced by strains of the genus Pseudozyma and by Ustilago maydis. These glycolipid biosurfactants exhibit not only excellent surface-active properties but also versatile bioactivities. Mannosylerythritol lipid-A (MEL-A) is worth investigating due to its self-assembling property. In this work, crude MELs were produced by resting Pseudozyma aphidis ZJUDM34 cells using different culture media. MEL-A fractions were isolated and identified using high-performance liquid chromatography combined with mass spectrometry (HPLC-MS) and gas chromatography combined with mass spectrometry (GC-MS). The results showed that MEL-A homologs had long unsaturated fatty acid chains, and the chain lengths range from C8 to C20. Nuclear magnetic resonance (NMR) was employed to confirm the chemical structures of the MEL-A homologs. Fermentation medium without NaNO3 and medium with manganese ions enhanced MEL-A production by Pseudozyma aphidis ZJUDM34.
glycolipid, biosurfactant, mannosylerythritol lipid-A, Pseudozyma aphidis, homologs, bioemulsifier
Structure type: monomer ; 737.1-961.5 [M+H]+
Location inside paper: fig. 1, structure MEL-A, Table III, fig. 4
Contained glycoepitopes: IEDB_114707,IEDB_137485,IEDB_144983,IEDB_152206,IEDB_983930,SB_44,SB_72 
Methods: 13C NMR, 1H NMR, TLC, cell growth, GC–MS, LC–MS, HPLC–MS
Comments, role: LIP is non-, mono-, di- or polyunsaturated fatty acid, number of carbon atoms 8-18 
Related record ID(s): 46293, 46319, 46320, 46321, 46403
NCBI Taxonomy refs (TaxIDs): 84754, 
5270
Show glycosyltransferases
 
There is only one chemically distinct structure:
 
 
Expand this record
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