| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-10-24 09:55:00 -0600 |
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| Update Date | 2015-09-16 17:34:54 -0600 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | PG(14:0/19:iso) |
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| Description | PG(14:0/19: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(14:0/19:iso), in particular, consists of one tetradecanoyl chain to the C-1 atom, and one 17-methylocatdecanoyl to the C-2 atom. 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-myristoyl-2-17-methylocatdecanoyl-sn-glycero-3-phosphoglycerol
- 1-tetradecanoyl-2-17-methylocatdecanoyl-sn-glycero-3-phospho-(1'-glycerol)
- 1-tetradecanoyl-2-17-methylocatdecanoyl-sn-glycero-3-phosphoglycerol
- GPG(14:0/19:0)
- GPG(33:0)
- PG(14:0/19:0)
- PG(33:0)
- Phosphatidylglycerol(14:0/19:0)
- Phosphatidylglycerol(33:0)
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| Chemical Formula: | C39H77O10P |
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| Weight: | Average: 736.9964
Monoisotopic: 736.525435196 |
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| InChI Key: | INAGBPCVOKEIFY-UHFFFAOYSA-N |
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| InChI: | InChI=1S/C39H77O10P/c1-4-5-6-7-8-9-13-17-20-23-26-29-38(42)46-33-37(34-48-50(44,45)47-32-36(41)31-40)49-39(43)30-27-24-21-18-15-12-10-11-14-16-19-22-25-28-35(2)3/h35-37,40-41H,4-34H2,1-3H3,(H,44,45) |
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| CAS number: | Not Available |
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| IUPAC Name: | (2,3-dihydroxypropoxy)({2-[(17-methyloctadecanoyl)oxy]-3-(tetradecanoyloxy)propoxy})phosphinic acid |
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| Traditional IUPAC Name: | 2,3-dihydroxypropoxy(2-[(17-methyloctadecanoyl)oxy]-3-(tetradecanoyloxy)propoxy)phosphinic acid |
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| SMILES: | CCCCCCCCCCCCCC(=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(17:0cycw7c/19:0cycv8c/14:0/17:0cycw7c)) | PW001476 |    | | phospholipid biosynthesis (CL(17:0cycw7c/19:0cycv8c/17:0cycw7c/14:0)) | PW001483 |    |
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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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