Taxonomic group: bacteria / Proteobacteria
(Phylum: Proteobacteria)
Associated disease: infection due to Escherichia coli [ICD11:
XN6P4 
]
The structure was elucidated in this paperNCBI PubMed ID: 34047981Publication DOI: 10.1007/978-1-0716-1362-7_14Journal NLM ID: 9214969Publisher: Springer
Correspondence: ngisch
fz-borstel.de
Institutions: Division of Bioanalytical Chemistry, Research Center Borstel, Leibniz Lung Center, Borstel, Germany, Institute of Molecular Physiology and Biotechnology of Plants (IMBIO), University of Bonn, Bonn, Germany
Glycosylglycerolipids are essential components of plant and bacterial membranes. These lipids exert central roles in physiological processes such as photosynthesis in plants or to maintain membrane stability in bacteria. They are composed of a glycerol backbone esterified with two fatty acids at the sn-1 and sn-2 positions, and carbohydrate moieties connected via a glycosidic bond at the sn-3 position. Nuclear magnetic resonance (NMR) spectroscopy is a state-of-the-art technique to determine the nature of the bound carbohydrates as well as their anomeric configurations. Here we describe the analysis of intact glycosylglycerolipids by NMR spectroscopy to determine structural details of their sugar head groups without the need of chemical derivatization.
carbohydrates, NMR spectroscopy, fatty acids, anomeric configuration, glycosylglycerolipids, galactolipid
Structure type: oligomer
Location inside paper: p. 252, item 5, Fig. 5, table 2, compound 3
Trivial name: glycosylglycerolipid
Contained glycoepitopes: IEDB_136044,IEDB_137472,IEDB_141794,IEDB_151081,IEDB_153201,IEDB_156493,IEDB_190606,SB_165,SB_166,SB_187,SB_195,SB_7,SB_88
Methods: 13C NMR, 1H NMR, NMR-2D, extraction, HPTLC
Enzymes that release or process the structure: Pgt
Comments, role: βGal-(1,6)-βGal-DAG (3) was isolated from an E. coli culture expressing the processive glycosyltransferase Pgt from Agrobacterium fabrum (formerly: A. tumefaciens C58).
Related record ID(s): 5879, 5880, 10883
NCBI Taxonomy refs (TaxIDs): 562
Show glycosyltransferases
NMR conditions: in CD3OD at 300 K
[as TSV]
13C NMR data:
Linkage Residue C1 C2 C3 C4 C5 C6
1 LIP
2 LIP
3,6 bDGalp 105.4 72.6 74.9 70.2 76.7 62.6
3 bDGalp 105.2 72.4 74.7 70.0 75.4 69.4
x?Gro 64.1 71.8 68.8
1H NMR data:
Linkage Residue H1 H2 H3 H4 H5 H6
1 LIP
2 LIP
3,6 bDGalp 4.32 3.49-3.53 3.47 3.81-3.83 3.50-3.54 3.73-3.79
3 bDGalp 4.24 3.48-3.52 3.46 3.88-3.90 3.70-3.74 3.84-4.00
x?Gro 4.23-4.44 5.24-5.29 3.73-3.98
1H/13C HSQC data:
Linkage Residue C1/H1 C2/H2 C3/H3 C4/H4 C5/H5 C6/H6
1 LIP
2 LIP
3,6 bDGalp 105.4/4.32 72.6/3.49-3.53 74.9/3.47 70.2/3.81-3.83 76.7/3.50-3.54 62.6/3.73-3.79
3 bDGalp 105.2/4.24 72.4/3.48-3.52 74.7/3.46 70.0/3.88-3.90 75.4/3.70-3.74 69.4/3.84-4.00
x?Gro 64.1/4.23-4.44 71.8/5.24-5.29 68.8/3.73-3.98
1H NMR data:
| Linkage | Residue | H1 | H2 | H3 | H4 | H5 | H6 |
|---|
| 1 | LIP | |
| 2 | LIP | |
| 3,6 | bDGalp | 4.32 | 3.49
3.53 | 3.47 | 3.81
3.83 | 3.50
3.54 | 3.73
3.79 |
| 3 | bDGalp | 4.24 | 3.48
3.52 | 3.46 | 3.88
3.90 | 3.70
3.74 | 3.84
4.00 |
| | x?Gro | 4.23
4.44 | 5.24
5.29 | 3.73
3.98 | |
|
13C NMR data:
| Linkage | Residue | C1 | C2 | C3 | C4 | C5 | C6 |
|---|
| 1 | LIP | |
| 2 | LIP | |
| 3,6 | bDGalp | 105.4 | 72.6 | 74.9 | 70.2 | 76.7 | 62.6 |
| 3 | bDGalp | 105.2 | 72.4 | 74.7 | 70.0 | 75.4 | 69.4 |
| | x?Gro | 64.1 | 71.8 | 68.8 | |
|
There is only one chemically distinct structure:
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