| Record Information |
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| Version | 2.0 |
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| Creation Date | 2012-07-30 14:55:10 -0600 |
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| Update Date | 2015-12-09 17:01:27 -0700 |
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| Secondary Accession Numbers | |
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| Identification |
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| Name: | PGP(14:1(7Z)/14:1(7Z)) |
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| Description | PGP(14:1(7Z)/14:1(7Z)) belongs to the class of glycerophosphoglycerophosphates, also called phosphatidylglycerophosphates (PGPs). These lipids contain a common glycerophosphate skeleton linked to at least one fatty acyl chain and a glycero-3-phosphate moiety. As is the case with diacylglycerols, phosphatidylglycerophosphates can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. PGP(14:1(7Z)/14:1(7Z)), in particular, consists of two 7Z,tetradecenoyl chains at positions C-1 and C-2. In E. coli, PGPs can be found in the cytoplasmic membrane. The are synthesized by the addition of glycerol 3-phosphate to a CDP-diacylglycerol. In turn, PGPs are dephosphorylated to Phosphatidylglycerols (PGs) by the enzyme Phosphatidylglycerophosphatase. |
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| Structure | |
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| Synonyms: | - 1,2-di(7Z-tetradecenoyl)-rac-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)
- 1,2-Di(7Z-tetradecenoyl)-rac-glycero-3-phospho-(1'-sn-glycerol-3'-phosphoric acid)
- 1,2-di7Z-tetradecenoyl-rac-glycero-3-phospho-(1'-sn-glycerol-3'-phosphate)
- 1,2-Di7Z-tetradecenoyl-rac-glycero-3-phospho-(1'-sn-glycerol-3'-phosphoric acid)
- 3-sn-Phosphatidyl-1'-sn-glycerol 3'-phosphate
- 3-sn-phosphatidyl-1'-sn-glycerol 3'-phosphoric acid
- PGP(14:1/14:1)
- PGP(28:2)
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| Chemical Formula: | C34H64O13P2 |
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| Weight: | Average: 742.821
Monoisotopic: 742.382216117 |
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| InChI Key: | GDLXTQRUMWAYHJ-ORNOOMOASA-N |
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| InChI: | InChI=1S/C34H64O13P2/c1-3-5-7-9-11-13-15-17-19-21-23-25-33(36)43-29-32(30-46-49(41,42)45-28-31(35)27-44-48(38,39)40)47-34(37)26-24-22-20-18-16-14-12-10-8-6-4-2/h13-16,31-32,35H,3-12,17-30H2,1-2H3,(H,41,42)(H2,38,39,40)/b15-13-,16-14-/t31-,32-/m1/s1 |
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| CAS number: | Not Available |
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| IUPAC Name: | [(2R)-3-({[(2R)-2,3-bis[(7Z)-tetradec-7-enoyloxy]propoxy](hydroxy)phosphoryl}oxy)-2-hydroxypropoxy]phosphonic acid |
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| Traditional IUPAC Name: | (2R)-3-{[(2R)-2,3-bis[(7Z)-tetradec-7-enoyloxy]propoxy(hydroxy)phosphoryl]oxy}-2-hydroxypropoxyphosphonic acid |
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| SMILES: | [H][C@@](O)(COP(O)(O)=O)COP(O)(=O)OC[C@@]([H])(COC(=O)CCCCC\C=C/CCCCCC)OC(=O)CCCCC\C=C/CCCCCC |
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| Chemical Taxonomy |
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| Description | belongs to the class of organic compounds known as phosphatidylglycerophosphates. These are glycerophosphoglycerophosphates in which two fatty acids are bonded to the 1-glycerol moiety through ester linkages. |
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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 | Glycerophosphoglycerophosphates |
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| Direct Parent | Phosphatidylglycerophosphates |
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| Alternative Parents | |
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| Substituents | - Diacylglycerophosphoglycerophosphate
- Sn-glycerol-3-phosphate
- Fatty acid ester
- Monoalkyl phosphate
- Dialkyl phosphate
- Dicarboxylic acid or derivatives
- Organic phosphoric acid derivative
- Phosphoric acid ester
- Alkyl phosphate
- Fatty acyl
- Secondary alcohol
- Carboxylic acid ester
- Carboxylic acid derivative
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Alcohol
- Carbonyl group
- Hydrocarbon derivative
- 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: | Not Available |
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| Charge: | -3 |
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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(16:1(9Z)/14:0/17:0cycw7c/17:0cycw7c) | PW001421 |    | | phospholipid biosynthesis CL(16:1(9Z)/14:0/19:0cycv8c/19:0cycv8c) | PW001430 |    | | phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/14:0/15:0cyclo) | PW001431 |    | | phospholipid biosynthesis CL(16:1(9Z)/15:0cyclo/15:0cyclo/14:0) ) | PW001724 |    | | phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/14:0/17:0cycw7c) | PW001559 |    | | phospholipid biosynthesis CL(16:1(9Z)/17:0cycw7c/17:0cycw7c/14:0) | PW001562 |    | | phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/14:0/19:0cycv8c) | PW001617 |    | | phospholipid biosynthesis CL(16:1(9Z)/19:0cycv8c/19:0cycv8c/14:0) | PW001639 |    |
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| KEGG Pathways: | Not Available |
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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: | - 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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