lipid A-core oligosaccharide (E. coli K-12 core type) (BioCAD00000766610)
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Metabolite Card
Formula: C162H282N2O89P4 (3803.6552)
SMILES: CCCCCCCCCCCCCC(=O)O[C@H](CCCCCCCCCCC)CC(=O)O[C@@H]%11([C@H]([C@@H](O[C@H](CO[C@@]%10(C(=O)[O-])(O[C@H]([C@H](O)CO)[C@H](O[C@H]8(O[C@H]([C@@H](O)CO)[C@@H](OP([O-])([O-])=O)[C@H](O[C@H]7(O[C@H]([C@@H](CO[C@H]1(O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@H](O)1))O)[C@@H](OP([O-])(=O)[O-])[C@H](O[C@H]6(O[C@H](CO[C@H]2(O[C@H](CO)[C@H](O)[C@H](O)[C@@H](O)2))[C@@H](O)[C@H](O[C@H]3(O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O[C@H]5(O[C@H](CO[C@H]4(O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)[C@H](O)4))[C@@H](O)[C@H](O)[C@@H](O)5)))[C@@H](O)6))[C@H](O)7))[C@H](O)8))[C@H](O[C@]9(O[C@H]([C@@H](CO)O)[C@H](O)[C@H](O)C9)C(=O)[O-])C%10))[C@H]%11OP([O-])([O-])=O)OC[C@@H]%12([C@@H](O)[C@H](OC(C[C@H](O)CCCCCCCCCCC)=O)[C@@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OP([O-])([O-])=O)O%12))NC(C[C@H](OC(=O)CCCCCCCCCCC)CCCCCCCCCCC)=O)
Synonyms [en]
core oligosaccharide-lipid A (E. coli K-12 core type); lipid A-core oligosaccharide (E. coli K-12 core type)
Last reviewed on 2024-06-28.
Cite this Page
lipid A-core oligosaccharide (E. coli K-12 core type). 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China.
https://biocad_registry.innovation.ac.cn/s/(-)-arctiin
(retrieved
2026-01-03) (CAD Registry RN: BioCAD00000766610). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Five core types (|FRAME: CPD-21362 R1|, |FRAME: CPD-21363 R2|, |FRAME: CPD-21361 R3|, |FRAME: CPD-21364 R4| and |FRAME: CPD-19679 K-12|) have been described for the lipopolysaccharides (LPSs) of |FRAME: TAX-562|, of which the R1 core type occurs most frequently clinical isolates |CITS: [7517766]|.All core types share the inner core region, which is built up of several |FRAME: KDO| (Kdo) and |FRAME: CPD-21358| (L,D-Hep) residues, but differ in the outer core region, which comprises D-Glc and D-Gal residues, some of which are substituted by D-GlcNAc in some core types |CITS: [10215878][12444988]|. The K-12 core structure is unique as it contains a fourth L,D-Hep residue that is attached to the terminal G-Glc residue and is partially substituted by D-GlcNAc |CITS: [1794130]| (see |FRAME: CPD0-939 here|) although later evidence suggests that the terminal D-GlcNAc moiety attached to the K-12 outer core is derived from |FRAME: C55-PP-GLCNAC-MANNACA lipid II-ECA| via the action of |FRAME: EG11424-MONOMER| |CITS: [10574995]| (see also |CITS: [21983211]|).
DBLinks
- CAS Registry Number:
- PubChem CID:
- ChEBI:
- HMDB:
- LipidMaps:
- KEGG:
- BioCyc: CPD-21359
- NCBI MeSH:
- Wikipedia:
Other DBLinks
- BioCyc: CPD-21359
Class / Ontology
| ID | EC Number | Name |
|---|---|---|
| BioCyc:RXN-20913 | 2.3.1.251 | a-1-palmitoyl-2-acyl-phosphatidylserine + CPD-21359 --> a-hepta-acylated-core-oligosaccharide-li + 1-Lysophosphatidylserines |
| BioCyc:RXN-20915 | 2.3.1.251 | a-1-palmitoyl-2-acyl-phosphatidylglycero + CPD-21359 --> a-hepta-acylated-core-oligosaccharide-li + 1-Lysophosphatidylglycerols |
| BioCyc:RXN-20914 | 2.3.1.251 | a-1-palmitoyl-2-acyl-phosphatidylethanol + CPD-21359 --> a-hepta-acylated-core-oligosaccharide-li + 2-ACYL-GPE |
| BioCyc:TRANS-RXN-498 | 7.5.2.6 | CPD-21359 + ATP + WATER --> CPD-21359 + ADP + Pi + PROTON |
| BioCyc:RXN-19737 | UDP-N-ACETYL-D-GLUCOSAMINE + CPD-21359 --> CPD0-939 + UDP + PROTON | |
| BioCyc:RXN0-5294 | 2.4.99.26 | CPD-24196 + CPD-21359 --> CPD0-1101 + UNDECAPRENYL-DIPHOSPHATE + PROTON |
| BioCyc:RXN0-5383 | 2.7.4.29 | CPD-21359 + UNDECAPRENYL-DIPHOSPHATE --> CPD0-1151 + CPD-9646 |
| BioCyc:RXN-22510 | 2.4.99.26 | CPD-24126 + CPD-21359 --> CPD0-2294 + UNDECAPRENYL-DIPHOSPHATE + PROTON |
| BioCyc:RXN0-5127 | 2.4.1.- | CPD0-938 + ADP-L-GLYCERO-D-MANNO-HEPTOSE --> CPD-21359 + ADP + PROTON |
| BioCyc:TRANS-RXN-237 | 7.5.2.5 | CPD-21359 + ATP + WATER --> CPD-21359 + ADP + Pi + PROTON |
| BioCyc:RXN-20916 | 2.3.1.251 | 1-Palmitoyl-2-Acyl-Glycerol-P + CPD-21359 --> a-hepta-acylated-core-oligosaccharide-li + 2-Acyl-sn-glycerol-3-phosphates |
| BioCyc:RXN-14363 | 2.7.8.- | L-1-PHOSPHATIDYL-ETHANOLAMINE + CPD-21359 + PROTON --> DIACYLGLYCEROL + CPD-15238 |
| BioCyc:RXN-14379 | 2.7.8.43 | L-1-PHOSPHATIDYL-ETHANOLAMINE + CPD-21359 + PROTON --> DIACYLGLYCEROL + CPD-15242 |
| BioCyc:RXN-22561 | 2.7.8.42 | L-1-PHOSPHATIDYL-ETHANOLAMINE + CPD-21359 --> DIACYLGLYCEROL + CPD-24804 |
| BioCyc:RXN-13611 | O-antigen ligase |