LBF20207PG24: Difference between revisions
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{{Lipid/Header}} | |||
{{Hierarchy|{{PAGENAME}}}} | {{Hierarchy|{{PAGENAME}}}} | ||
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|LipidBank=XPR1411 | |LipidBank=XPR1411 | ||
|LipidMaps=LMFA03010030 | |LipidMaps=LMFA03010030 | ||
|SysName=7- [ 3 (R) -Hydroxy-2 (R) - (3-oxo-1 (E) -octenyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid | |SysName=7- [3R -Hydroxy-2R - (3-oxo-trans-1-octenyl) -5-oxocyclopentan-1R -yl] -cis-5-heptenoic acid | ||
|Common Name=&&15-keto Prostaglandin E_2&&7- [ 3 (R) -Hydroxy-2 (R) - (3-oxo-1 (E) -octenyl) -5-oxocyclopentan-1 (R) -yl ] -5 (Z) -heptenoic acid&& | |||
|Mass Spectra=DIMETHOXIME TMS ETHER METHYL ESTER ; m/z 494(M | |Mass Spectra=DIMETHOXIME TMS ETHER METHYL ESTER ; m/z 494(M^+ ), 479, 463, 404, 373, 321, 180 [[Reference:Morrison_AR:McLaughlin_L:Bloch_M:Needleman_P:,J. Biol. Chem.,1984,259,13579|{{RelationTable/GetFirstAuthor|Reference:Morrison_AR:McLaughlin_L:Bloch_M:Needleman_P:,J. Biol. Chem.,1984,259,13579}}]] | ||
|UV Spectra=METHYL ESTER ; | |UV Spectra=METHYL ESTER ; lambda ^{MeOH}_{max} = 227nm ( epsilon ∼ 9000) [[Reference:Morrison_AR:McLaughlin_L:Bloch_M:Needleman_P:,J. Biol. Chem.,1984,259,13579|{{RelationTable/GetFirstAuthor|Reference:Morrison_AR:McLaughlin_L:Bloch_M:Needleman_P:,J. Biol. Chem.,1984,259,13579}}]] | ||
|Source=15-Keto-prostaglandin E2 is the oxidized product of prostaglandin E2 by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-hydroxyl group [[Reference:Hansen_HS:,Prostaglandins,1976,12,647|{{RelationTable/GetFirstAuthor|Reference:Hansen_HS:,Prostaglandins,1976,12,647}}]]. | |||
|Chemical Synthesis= | |||
|Metabolism=15-Keto-prostaglandin E2 is further metabolized by its Delta 13-reduction, beta -oxidation and omega oxidation. The ultimate metabolite is (7 alpha -hydroxy-5,11-diketotetranorprosta-1,16-dioic acid) and excreted in urine [[Reference:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1971,246,6713|{{RelationTable/GetFirstAuthor|Reference:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1971,246,6713}}]]. | |||
|Symbol=15-KETO-PGE2 | |||
|Biological Activity=It is well known that the biological activities of various prostaglandins are reduced upon their dehydrogenation at carbon-15 by the catalysis of 15-hydroxyprostaglandin dehydrogenase [[Reference:Anggard_E:,Acta Physiol. Scand.,1966,66,509|{{RelationTable/GetFirstAuthor|Reference:Anggard_E:,Acta Physiol. Scand.,1966,66,509}}]]. | |||
|Genetic Information=cDNA for placental 15-hydroxyprostaglandin dehydrogenase was cloned [[Reference:Ensor_CM:Tai_HH:,J. Lipid Mediat. Cell Signal.,1995,12,313|{{RelationTable/GetFirstAuthor|Reference:Ensor_CM:Tai_HH:,J. Lipid Mediat. Cell Signal.,1995,12,313}}]]. | |||
}} | }} | ||
{{Lipid/Footer}} | |||
Latest revision as of 08:30, 21 October 2010
| LipidBank Top (トップ) |
Fatty acid (脂肪酸) |
Glycerolipid (グリセロ脂質) |
Sphingolipid (スフィンゴ脂質) |
Journals (雑誌一覧) |
How to edit (ページの書き方) |
| IDs and Links | |
|---|---|
| LipidBank | XPR1411 |
| LipidMaps | LMFA03010030 |
| CAS | |
| KEGG | {{{KEGG}}} |
| KNApSAcK | {{{KNApSAcK}}} |
| mol | LBF20207PG24 |
| 15-keto Prostaglandin E2 | |
|---|---|
| |
| Structural Information | |
| 7- [3R -Hydroxy-2R - (3-oxo-trans-1-octenyl) -5-oxocyclopentan-1R -yl] -cis-5-heptenoic acid | |
| |
| 15-KETO-PGE2 | |
| Formula | C20H30O5 |
| Exact Mass | 350.20932407 |
| Average Mass | 350.4492 |
| SMILES | C(CCC(=O)C=C[C@H]([C@H]1CC=CCCCC(O)=O)[C@@H](CC1=O)O)CC |
| Physicochemical Information | |
| 15-Keto-prostaglandin E2 is the oxidized product of prostaglandin E2 by 15-hydroxyprostaglandin dehydrogenase, which is present in lung, kidney, placenta and other tissues and catalyzes the NAD- or NADP-dependent dehydrogenation of 15-hydroxyl group Hansen_HS . | |
| 15-Keto-prostaglandin E2 is further metabolized by its Delta 13-reduction, beta -oxidation and omega oxidation. The ultimate metabolite is (7 alpha -hydroxy-5,11-diketotetranorprosta-1,16-dioic acid) and excreted in urine Hamberg_M et al.. | |
| It is well known that the biological activities of various prostaglandins are reduced upon their dehydrogenation at carbon-15 by the catalysis of 15-hydroxyprostaglandin dehydrogenase Anggard_E . | |
| cDNA for placental 15-hydroxyprostaglandin dehydrogenase was cloned Ensor_CM et al.. | |
| Spectral Information | |
| Mass Spectra | DIMETHOXIME TMS ETHER METHYL ESTER ; m/z 494(M+), 479, 463, 404, 373, 321, 180 Morrison_AR et al. |
| UV Spectra | METHYL ESTER ; λ MeOH max = 227nm ( ε ∼ 9000) Morrison_AR et al. |
| IR Spectra | |
| NMR Spectra | |
| Other Spectra | |
| Chromatograms | |
| Reported Metabolites, References | ||||||||||||||||||||||||||||||
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