LBF20207PG24: Difference between revisions
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|LipidBank=XPR1411 | |LipidBank=XPR1411 | ||
|LipidMaps=LMFA03010030 | |LipidMaps=LMFA03010030 | ||
|SysName=7- [ | |SysName=7- [3R -Hydroxy-2R - (3-oxo-trans-1-octenyl) -5-oxocyclopentan-1R -yl] -cis-5-heptenoic acid | ||
|Common Name=&&15- | |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}}]]. | |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= | |Chemical Synthesis= | ||
|Metabolism=15-Keto-prostaglandin E2 is further metabolized by its | |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 | |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}}]]. | |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}}]]. |
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 | |
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LipidBank | XPR1411 |
LipidMaps | LMFA03010030 |
CAS | |
KEGG | {{{KEGG}}} |
KNApSAcK | {{{KNApSAcK}}} |
mol | LBF20207PG24 |
15-keto Prostaglandin E2 | |
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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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