| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-10-24 09:55:08 -0600 |
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| Update Date | 2015-09-16 17:34:55 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | PG(19:iso/19:iso) |
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| Description | PG(19:iso/19:iso) is a phosphatidylglycerol. Phosphatidylglycerols consist of a glycerol 3-phosphate backbone esterified to either saturated or unsaturated fatty acids on carbons 1 and 2. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PG(19:iso/19:iso), in particular, consists of two 17-methylocatdecanoyl chains at positions C-1 and C-2. In E. coli glycerophospholipid metabolism, phosphatidylglycerol is formed from phosphatidic acid (1,2-diacyl-sn-glycerol 3-phosphate) by a sequence of enzymatic reactions that proceeds via two intermediates, cytidine diphosphate diacylglycerol (CDP-diacylglycerol) and phosphatidylglycerophosphate (PGP, a phosphorylated phosphatidylglycerol). Phosphatidylglycerols, along with CDP-diacylglycerol, also serve as precursor molecules for the synthesis of cardiolipin, a phospholipid found in membranes. |
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| Structure | |
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| Synonyms: | - 1,2-di17-methylocatdecanoyl-rac-glycero-3-phospho-(1'-glycerol)
- 1,2-di17-methylocatdecanoyl-rac-glycero-3-phosphoglycerol
- 1,2-di17-methylocatdecanoyl-rac-glycero-3-phosphoglycerol
- GPG(19:0/19:0)
- GPG(38:0)
- PG(19:0/19:0)
- PG(38:0)
- Phosphatidylglycerol(19:0/19:0)
- Phosphatidylglycerol(38:0)
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| Chemical Formula: | C44H87O10P |
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| Weight: | Average: 807.1293
Monoisotopic: 806.603685516 |
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| InChI Key: | SCHGSUATWXZIMH-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C44H87O10P/c1-39(2)31-27-23-19-15-11-7-5-9-13-17-21-25-29-33-43(47)51-37-42(38-53-55(49,50)52-36-41(46)35-45)54-44(48)34-30-26-22-18-14-10-6-8-12-16-20-24-28-32-40(3)4/h39-42,45-46H,5-38H2,1-4H3,(H,49,50) |
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| CAS number: | Not Available |
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| IUPAC Name: | {2,3-bis[(17-methyloctadecanoyl)oxy]propoxy}(2,3-dihydroxypropoxy)phosphinic acid |
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| Traditional IUPAC Name: | 2,3-bis[(17-methyloctadecanoyl)oxy]propoxy(2,3-dihydroxypropoxy)phosphinic acid |
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| SMILES: | CC(C)CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCC(C)C |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as phosphatidylglycerols. These are glycerophosphoglycerols in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylglycerols can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. |
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| Kingdom | Organic compounds |
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| Super Class | Lipids and lipid-like molecules |
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| Class | Glycerophospholipids |
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| Sub Class | Glycerophosphoglycerols |
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| Direct Parent | Phosphatidylglycerols |
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| Alternative Parents | |
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| Substituents | - 1,2-diacylglycerophosphoglycerol
- Dialkyl phosphate
- Fatty acid ester
- Fatty acyl
- Alkyl phosphate
- Phosphoric acid ester
- Organic phosphoric acid derivative
- Dicarboxylic acid or derivatives
- Secondary alcohol
- Carboxylic acid ester
- 1,2-diol
- Carboxylic acid derivative
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organooxygen compound
- Carbonyl group
- Alcohol
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | Not Available |
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| Physical Properties |
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| State: | Solid |
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| Charge: | -1 |
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| Melting point: | Not Available |
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| Experimental Properties: | |
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| Predicted Properties | |
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| Biological Properties |
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| Cellular Locations: | Membrane |
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| Reactions: | |
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| SMPDB Pathways: | | phospholipid biosynthesis (CL(19:iso/19:iso/19:iso/19:iso)) | PW002009 |    |
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| KEGG Pathways: | - Glycerophospholipid metabolism ec00564
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| EcoCyc Pathways: | Not Available |
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| Concentrations |
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| Not Available |
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| Spectra |
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| Spectra: | |
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| References |
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| References: | - Casadei MA, Mañas P, Niven G, Needs E, Mackey BM. (2002) "Role of membrane fluidity in pressure resistance of Escherichia coli NCTC 8164." Appl Environ Microbiol. 68(12):5965-72. Pubmed: 12450817
- Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
- Yurtsever D. (2007). Fatty acid methyl ester profiling of Enterococcus and Esherichia coli for microbial source tracking. M.sc. Thesis. Villanova University: U.S.A
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| Synthesis Reference: | Not Available |
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| Material Safety Data Sheet (MSDS) | Not Available |
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| Links |
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| External Links: | | Resource | Link |
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| CHEBI ID | Not Available | | HMDB ID | Not Available | | Pubchem Compound ID | Not Available | | Kegg ID | Not Available | | ChemSpider ID | Not Available | | Wikipedia ID | Not Available | | BioCyc ID | Not Available |
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