alpha-Kdo-(2??)-lipid IVA (PAMDB006335)
| Record Information | ||||||||||
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| Version | 1.0 | |||||||||
| Update Date | 1/22/2018 11:54:54 AM | |||||||||
| Metabolite ID | PAMDB006335 | |||||||||
| Identification | ||||||||||
| Name: | alpha-Kdo-(2??)-lipid IVA | |||||||||
| Description: | alpha-Kdo-(2??)-lipid IVA is an intermediate in Kdo transfer to lipid IVA I pathway in E.coli. It is a substrate for the enzyme KDO transferase which catalyzes the reaction alpha-Kdo-(2??)-lipid IVA + CMP-3-deoxy-alpha-D-manno-octulosonate -> alpha-Kdo-(2->4)-alpha-Kdo-(2->6)-lipid IVA + CMP + H+. It is also a product for enzyme 3-deoxy-D-manno-octulosonic acid transferase which catalyzes reaction CMP-3-deoxy-alpha-D-manno-octulosonate + lipid IVA -> alpha-Kdo-(2??)-lipid IVA + CMP + H+ (BioCyc compound: KDO-LIPID-IVA). | |||||||||
| Structure |
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| Synonyms: |
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| Chemical Formula: | C76H137N2O30P2 | |||||||||
| Average Molecular Weight: | 1620.866 | |||||||||
| Monoisotopic Molecular Weight: | 1619.875882915 | |||||||||
| InChI Key: | GPNCBCJEDRRCDW-ACUQGRCXSA-I | |||||||||
| InChI: | InChI=1S/C76H142N2O30P2/c1-5-9-13-17-21-25-29-33-37-41-53(80)45-61(86)77-65-71(104-63(88)47-55(82)43-39-35-31-27-23-19-15-11-7-3)68(91)59(102-74(65)108-110(97,98)99)51-100-73-66(78-62(87)46-54(81)42-38-34-30-26-22-18-14-10-6-2)72(105-64(89)48-56(83)44-40-36-32-28-24-20-16-12-8-4)70(107-109(94,95)96)60(103-73)52-101-76(75(92)93)49-57(84)67(90)69(106-76)58(85)50-79/h53-60,65-74,79-85,90-91H,5-52H2,1-4H3,(H,77,86)(H,78,87)(H,92,93)(H2,94,95,96)(H2,97,98,99)/p-5/t53-,54-,55-,56-,57-,58-,59-,60-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,76-/m1/s1 | |||||||||
| CAS number: | Not Available | |||||||||
| IUPAC Name: | Not Available | |||||||||
| Traditional IUPAC Name: | Not Available | |||||||||
| SMILES: | CCCCCCCCCCC[C@@H](O)CC(=O)N[C@H]1[C@H](OC[C@H]2O[C@H](OP([O-])([O-])=O)[C@H](NC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H](OC(=O)C[C@H](O)CCCCCCCCCCC)[C@@H]2O)O[C@H](CO[C@@]2(C[C@@H](O)[C@@H](O)[C@H](O2)[C@H](O)CO)C([O-])=O)[C@@H](OP([O-])([O-])=O)[C@@H]1OC(=O)C[C@H](O)CCCCCCCCCCC | |||||||||
| 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: | CMP-3-Deoxy-D-manno-octulosonate + (2-N,3-O-bis(3-Hydroxytetradecanoyl)-4-O-phosphono-beta-D-glucosaminyl)-(1->6)-(2-N,3-O-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl phosphate) > Cytidine monophosphate + Hydrogen ion + alpha-Kdo-(2??)-lipid IVA + Cytidine monophosphate alpha-Kdo-(2??)-lipid IVA + CMP-3-Deoxy-D-manno-octulosonate > Cytidine monophosphate + Hydrogen ion + a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA + Cytidine monophosphate + a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA | |||||||||
| SMPDB Pathways: |
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| Biological Properties | ||||||||||
| Cellular Locations: | Cytoplasm | |||||||||
| Reactions: | CMP-3-Deoxy-D-manno-octulosonate + (2-N,3-O-bis(3-Hydroxytetradecanoyl)-4-O-phosphono-beta-D-glucosaminyl)-(1->6)-(2-N,3-O-bis(3-hydroxytetradecanoyl)-beta-D-glucosaminyl phosphate) > Cytidine monophosphate + Hydrogen ion + alpha-Kdo-(2??)-lipid IVA + Cytidine monophosphate alpha-Kdo-(2??)-lipid IVA + CMP-3-Deoxy-D-manno-octulosonate > Cytidine monophosphate + Hydrogen ion + a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA + Cytidine monophosphate + a-Kdo-(2->4)-a-Kdo-(2->6)-lipid IVA | |||||||||
| Pathways: |
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| Spectra | ||||||||||
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| 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:
- Essential step in lipopolysaccharides biosynthesis. Acts at transfer of 3-deoxy-D-mono octulonic acid (KDO) from CMP-KDO to a tetraacyldisaccharide 1,4'-bisphosphate precursor of lipid A (lipid IVA). Transfers two molecules of KDO to lipid IVA. Degraded by FtsH; therefore FtsH regulates the addition of the sugar moiety of the LPS and thus the maturation of the LPS precursor
- Gene Name:
- waaA
- Locus Tag:
- PA4988
- Molecular weight:
- 46.5 kDa