LBF20406LT13: Difference between revisions

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|Chemical Synthesis=[[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661|{{RelationTable/GetFirstAuthor|Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661}}]] {{Image200|LBF20406LT13FT0001.gif}}
|Chemical Synthesis=[[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661|{{RelationTable/GetFirstAuthor|Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661}}]] {{Image200|LBF20406LT13FT0001.gif}}
|Metabolism= <FONT FACE="Symbol">g</FONT>-Glutamyl transpeptidase hydrolyzes the glutathione moiety of leukotriene C4 and produces leukotriene D4 liberating glutamic acid [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]],
|Metabolism= <FONT FACE="Symbol">g</FONT>-Glutamyl transpeptidase hydrolyzes the glutathione moiety of leukotriene C4 and produces leukotriene D4 liberating glutamic acid [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]],
|Symbol=LTD4
|Biological Activity=Leukotriene D4 stimulates airway smooth muscles and causes bronchoconstriction. Vascular permeability is enhanced. Gasstrointestinal smooth muscles are contracted [[Reference:Samuelsson_B:Hammarstrom_S:,Vitam. Horm.,1982,39,1|{{RelationTable/GetFirstAuthor|Reference:Samuelsson_B:Hammarstrom_S:,Vitam. Horm.,1982,39,1}}]][[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]]. Leukotriene D4 binds to a receptor with 7 transmembrane domains coupled to Gi<FONT FACE="Symbol">a</FONT>/o protein (CysLT1) with an affinity higher by two orders of magnitude than that of leukotriene C4 [[Reference:Lynch_KR:ONeill_GP:Liu_Q:Im_DS:Sawyer_N:Metters_KM:Coulombe_N:Abramovitz_M:Figueroa_DJ:Zeng_Z_et_al:,Nature,1999,399,789|{{RelationTable/GetFirstAuthor|Reference:Lynch_KR:ONeill_GP:Liu_Q:Im_DS:Sawyer_N:Metters_KM:Coulombe_N:Abramovitz_M:Figueroa_DJ:Zeng_Z_et_al:,Nature,1999,399,789}}]].
}}
}}


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Revision as of 21:00, 6 January 2010

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Upper classes: LB LBF



LEUKOTRIENE D4
LBF20406LT13.png
Structural Information
5 (S) -Hydroxy-6 (R) -S-cysteinylglycinyleicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid
  • LEUKOTRIENE D4
  • 5 (S) -Hydroxy-6 (R) -S-cysteinylglycinyleicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid
LTD4
Formula C25H40N2O6S
Exact Mass 496.260707712
Average Mass 496.66098
SMILES C(=CC=CC=C[C@@H](SC[C@@H](C(=O)NCC(O)=O)N)[C@H](CCCC(O)=O)O)CC=CCCCCC
Physicochemical Information
METHANOL Morris_HR et al.
Leukotriene D4 is produced by basophils, eosinophils and macrophages of various animal species upon various stimulations on the cells Samuelsson_B et al. Hammarstrom_S .
Cohen_N et al.
LBF20406LT13FT0001.gif
g-Glutamyl transpeptidase hydrolyzes the glutathione moiety of leukotriene C4 and produces leukotriene D4 liberating glutamic acid Hammarstrom_S ,
Leukotriene D4 stimulates airway smooth muscles and causes bronchoconstriction. Vascular permeability is enhanced. Gasstrointestinal smooth muscles are contracted Samuelsson_B et al. Hammarstrom_S . Leukotriene D4 binds to a receptor with 7 transmembrane domains coupled to Gia/o protein (CysLT1) with an affinity higher by two orders of magnitude than that of leukotriene C4 Lynch_KR et al..
Spectral Information
Mass Spectra N-ACETYL, 5-TRIMETHYLSILYL ETHER DIMETHYL ESTER derivative ; 638(M+), 623, 607, 548, 508, 405, 404, 315, 314, 274, 273 Morris_HR et al.
UV Spectra l MeOHmax = 270(e 32,000), 280(e 40,000), 290(e 31,000)nm Lewis_RA et al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406LT13 See above. Cohen_N et al. 1983
n.a. LBF20406LT13 See above. Hammarstrom_S 1983
n.a. LBF20406LT13 See above. Lewis_RA et al. 1980
n.a. LBF20406LT13 See above. Lynch_KR et al. 1999
n.a. LBF20406LT13 See above. Morris_HR et al. 1980
n.a. LBF20406LT13 See above. Samuelsson_B et al. 1982