LBF20406LT13: Difference between revisions

Latest revision as of 00:00, 17 January 2014

Upper classes: LB LBF

Leukotriene D₄

Structural Information
	5S-Hydroxy-6R-S-cysteinylglycinyl- (trans-7,trans-9,cis-11,cis-14) -eicosatetraenoic acid
	Leukotriene D₄ 5S-Hydroxy-6R-S-cysteinylglycinyl- (7E,9E,11Z,14Z) -eicosatetraenoic acid 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.
	gamma -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 Gi alpha /o protein (CysLT1) with an affinity higher by two orders of magnitude than that of leukotriene C4 Lynch_KR et al..
	cDNA for CysLT1 was cloned 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	λ MeOH max = 270( ε 32,000), 280( ε 40,000), 290( ε 31,000)nm Lewis_RA et al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms

Reported Metabolites, References

Biospecies	ID	Compound Name	Reference
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

@@ Line 6: / Line 6: @@
 |LipidBank=XPR3301
 |LipidMaps=LMFA03020006
-|SysName=5 (S) -Hydroxy-6 (R) -S-cysteinylglycinyleicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid
+|SysName=5S-Hydroxy-6R-S-cysteinylglycinyl- (trans-7,trans-9,cis-11,cis-14) -eicosatetraenoic acid
-|Common Name=&&LEUKOTRIENE D4&&5 (S) -Hydroxy-6 (R) -S-cysteinylglycinyleicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid&&
+|Common Name=&&Leukotriene D_4&&5S-Hydroxy-6R-S-cysteinylglycinyl- (7E,9E,11Z,14Z) -eicosatetraenoic acid&&5 (S) -Hydroxy-6 (R) -S-cysteinylglycinyleicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid&&
 |Solubility=METHANOL [[Reference:Morris_HR:Taylor_GW:Rokach_J:Girard_Y:Piper_PJ:Tippins_JR:Samhoun_MN:,Prostaglandins,1980,20,601|{{RelationTable/GetFirstAuthor|Reference:Morris_HR:Taylor_GW:Rokach_J:Girard_Y:Piper_PJ:Tippins_JR:Samhoun_MN:,Prostaglandins,1980,20,601}}]]
 |Mass Spectra=N-ACETYL, 5-TRIMETHYLSILYL ETHER DIMETHYL ESTER derivative ; 638(M^+ ), 623, 607, 548, 508, 405, 404, 315, 314, 274, 273 [[Reference:Morris_HR:Taylor_GW:Rokach_J:Girard_Y:Piper_PJ:Tippins_JR:Samhoun_MN:,Prostaglandins,1980,20,601|{{RelationTable/GetFirstAuthor|Reference:Morris_HR:Taylor_GW:Rokach_J:Girard_Y:Piper_PJ:Tippins_JR:Samhoun_MN:,Prostaglandins,1980,20,601}}]]
-|UV Spectra=lambda ^M_m _a _x  = 270(epsilon 32,000), 280(epsilon 40,000), 290(epsilon 31,000)nm [[Reference:Lewis_RA:Austen_KF:Drazen_JM:Clark_DA:Marfat_A:Corey_EJ:,Proc. Natl. Acad. Sci. U. S. A.,1980,77,3710|{{RelationTable/GetFirstAuthor|Reference:Lewis_RA:Austen_KF:Drazen_JM:Clark_DA:Marfat_A:Corey_EJ:,Proc. Natl. Acad. Sci. U. S. A.,1980,77,3710}}]]
+|UV Spectra= lambda  ^{MeOH}_{max} = 270( epsilon  32,000), 280( epsilon  40,000), 290( epsilon  31,000)nm [[Reference:Lewis_RA:Austen_KF:Drazen_JM:Clark_DA:Marfat_A:Corey_EJ:,Proc. Natl. Acad. Sci. U. S. A.,1980,77,3710|{{RelationTable/GetFirstAuthor|Reference:Lewis_RA:Austen_KF:Drazen_JM:Clark_DA:Marfat_A:Corey_EJ:,Proc. Natl. Acad. Sci. U. S. A.,1980,77,3710}}]]
 |Source=Leukotriene D4 is produced by basophils, eosinophils and macrophages of various animal species upon various stimulations on the cells [[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}}]].
 |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= gamma-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=  gamma -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 Gialpha/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}}]].
+|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 alpha /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}}]].
 |Genetic Information=cDNA for CysLT1 was cloned [[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}}]].
+}}
+{{MassbankSpectra|
+UT000316
+UT000317
+UT000318
+UT000319
+UT000320
+UT000321
+UT000322
+UT000323
+UT000324
 }}
 {{Lipid/Footer}}

IDs and Links
LipidBank	XPR3301
LipidMaps	LMFA03020006
CAS
KEGG	{{{KEGG}}}
KNApSAcK	{{{KNApSAcK}}}

mol	LBF20406LT13

LBF20406LT13: Difference between revisions

Latest revision as of 00:00, 17 January 2014

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