(heptosyl)2-Kdo2-lipid A (PAMDB006336)
| Record Information | ||||||||||
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| Version | 1.0 | |||||||||
| Update Date | 1/22/2018 11:54:54 AM | |||||||||
| Metabolite ID | PAMDB006336 | |||||||||
| Identification | ||||||||||
| Name: | (heptosyl)2-Kdo2-lipid A | |||||||||
| Description: | (Heptosyl)2-Kdo2-lipid A is a component of lipopolysaccharide. Bacterial lipopolysaccharides (LPS) typically consist of a hydrophobic domain inserted into the outer membrane known as lipid A (or endotoxin), a phosphorylated "core" oligosaccharide and a distal polysaccharide (or O antigen). The core oligosaccharides are conceptually divided into two regions: inner core and outer core. The inner core is highly conserved, comprises three deoxy-D-manno-octulosonic acid (KDO) and L-glycero-D-manno-heptose (Hep) and is often phosphorylated. The inner core oligosaccharide plays a critical role in essential barrier function of the outer membrane. The outer core comprises a tri-hexose backbone modified with varying side-branch substitutions of hexose and acetamidohexose residues. The outer core provides an attachment site for O-antigen. The completed lipid A-KDO2 serves as the acceptor on which the core oligosaccharide chains are assembled by sequential glycosyl transfer from nucleotide sugar precursors. This process involves a co-ordinated complex of membrane-associated glycosyltransferases acting at the cytoplasmic face of the plasma membrane. | |||||||||
| Structure |
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| Synonyms: | Not Available | |||||||||
| Chemical Formula: | C126H225N2O49P2 | |||||||||
| Average Molecular Weight: | 2614.101 | |||||||||
| Monoisotopic Molecular Weight: | 2612.467863529 | |||||||||
| InChI Key: | DBFYJNVGWVVVGJ-UHFFFAOYSA-I | |||||||||
| InChI: | InChI=1S/C126H230N2O49P2/c1-9-15-21-27-33-39-40-46-52-58-64-70-99(143)164-87(68-62-56-50-44-37-31-25-19-13-5)74-101(145)168-118-103(128-97(141)73-86(67-61-55-49-43-36-30-24-18-12-4)163-98(142)69-63-57-51-45-38-32-26-20-14-6)120(161-81-94-105(147)117(167-100(144)72-85(134)66-60-54-48-42-35-29-23-17-11-3)102(121(165-94)177-179(158,159)160)127-96(140)71-84(133)65-59-53-47-41-34-28-22-16-10-2)166-95(116(118)176-178(155,156)157)82-162-126(124(153)154)76-93(173-125(83(7)8)75-88(135)104(146)113(174-125)91(138)79-131)115(114(175-126)92(139)80-132)171-123-110(152)119(109(151)112(170-123)90(137)78-130)172-122-108(150)106(148)107(149)111(169-122)89(136)77-129/h84-95,102-123,129-139,146-152H,7,9-82H2,1-6,8H3,(H,127,140)(H,128,141)(H,153,154)(H2,155,156,157)(H2,158,159,160)/p-5 | |||||||||
| CAS number: | Not Available | |||||||||
| IUPAC Name: | Not Available | |||||||||
| Traditional IUPAC Name: | Not Available | |||||||||
| SMILES: | CCCCCCCCCCCCCC(=O)OC(CCCCCCCCCCC)CC(=O)OC1C(NC(=O)CC(CCCCCCCCCCC)OC(=O)CCCCCCCCCCC)C(OCC2OC(OP([O-])([O-])=O)C(NC(=O)CC(O)CCCCCCCCCCC)C(OC(=O)CC(O)CCCCCCCCCCC)C2O)OC(COC2(CC(OC3(CC(O)C(O)C(O3)C(O)CO)C(C)=C)C(OC3OC(C(O)CO)C(O)C(OC4OC(C(O)CO)C(O)C(O)C4O)C3O)C(O2)C(O)CO)C([O-])=O)C1OP([O-])([O-])=O | |||||||||
| Chemical Taxonomy | ||||||||||
| Taxonomy Description | Not Available | |||||||||
| Kingdom | Not Available | |||||||||
| Super Class | Not Available | |||||||||
| Class | Not Available | |||||||||
| Sub Class | Not Available | |||||||||
| Direct Parent | Not Available | |||||||||
| Alternative Parents | Not Available | |||||||||
| Substituents | Not Available | |||||||||
| Molecular Framework | Not Available | |||||||||
| External Descriptors | Not Available | |||||||||
| Physical Properties | ||||||||||
| State: | Not Available | |||||||||
| Charge: | Not Available | |||||||||
| Melting point: | Not Available | |||||||||
| Experimental Properties: |
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| Predicted Properties | ||||||||||
| Biological Properties | ||||||||||
| Cellular Locations: | Cytoplasm | |||||||||
| Reactions: | ||||||||||
| SMPDB Pathways: |
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| Biological Properties | ||||||||||
| Cellular Locations: | Cytoplasm | |||||||||
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| Pathways: |
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| Spectra | ||||||||||
| Spectra: | ||||||||||
| References | ||||||||||
| References: | Not Available | |||||||||
| Synthesis Reference: | Not Available | |||||||||
| Material Safety Data Sheet (MSDS) | Not Available | |||||||||
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Enzymes
- General function:
- Involved in biosynthetic process
- Specific function:
- Involved in the addition of the first glucose residue to the lipopolysaccharide core
- Gene Name:
- rfaG
- Locus Tag:
- PA5010
- Molecular weight:
- 42.2 kDa