Synonym
Leukotriene F-4; LTF4;
IUPAC/Chemical Name
(5S,6R,7E,9E,11Z,14Z)-6-(((R)-2-((S)-4-amino-4-carboxybutanamido)-2-carboxyethyl)thio)-5-hydroxyicosa-7,9,11,14-tetraenoic acid
InChi Key
PYSODLWHFWCFLV-VJBFNVCUSA-N
InChi Code
InChI=1S/C28H44N2O8S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-24(23(31)15-14-17-26(33)34)39-20-22(28(37)38)30-25(32)19-18-21(29)27(35)36/h6-7,9-13,16,21-24,31H,2-5,8,14-15,17-20,29H2,1H3,(H,30,32)(H,33,34)(H,35,36)(H,37,38)/b7-6-,10-9-,12-11+,16-13+/t21-,22-,23-,24+/m0/s1
SMILES Code
O=C(O)[C@H](CS[C@@H]([C@@H](O)CCCC(O)=O)/C=C/C=C/C=C\C/C=C\CCCCC)NC(CC[C@@H](C(O)=O)N)=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
568.72
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Reddanna P, Prabhu KS, Whelan J, Reddy CC. Carboxypeptidase A-catalyzed direct conversion of leukotriene C4 to leukotriene F4. Arch Biochem Biophys. 2003 May 15;413(2):158-63. PubMed PMID: 12729612.
2: Denis D, Charleson S, Rackham A, Jones TR, Ford-Hutchinson AW, Lord A, Cirino M, Girard Y, Larue M, Rokach J. Synthesis and biological activities of leukotriene F4 and leukotriene F4 sulfone. Prostaglandins. 1982 Dec;24(6):801-14. PubMed PMID: 6300970.
3: Bernström K, Hammarström S. A novel leukotriene formed by transpeptidation of leukotriene E. Biochem Biophys Res Commun. 1982 Dec 15;109(3):800-4. PubMed PMID: 6130764.
4: Lord A, Charleson S, Letts LG. Leukotriene F4 and the release of arachidonic acid metabolites from perfused guinea pig lungs in vitro. Prostaglandins. 1985 Apr;29(4):651-60. PubMed PMID: 3923570.
5: Abraham WM, Wanner A, Stevenson JS, Chapman GA. The effect of an orally active leukotriene D4/E4 antagonist, LY171883, on antigen-induced airway responses in allergic sheep. Prostaglandins. 1986 Mar;31(3):457-67. PubMed PMID: 3754973.
6: Letts LG, Cirino M, Yusko P, Fitzsimmons B, Ford-Hutchinson AW, Rokach J. Actions of synthetic leukotrienes on platelets and blood vessels in the anesthetised pig: the release of a platelet derived vasodilator. Prostaglandins. 1985 Jun;29(6):1049-62. PubMed PMID: 2994174.
7: Ford-Hutchinson AW, Rackman A. Leukotrienes as mediators of skin inflammation. Br J Dermatol. 1983 Jul;109 Suppl 25:26-9. PubMed PMID: 6305389.
8: Chan CC, Ford-Hutchinson A. Effects of synthetic leukotrienes on local blood flow and vascular permeability in porcine skin. J Invest Dermatol. 1985 Feb;84(2):154-7. PubMed PMID: 2981933.
9: Jones T, Denis D, Hall R, Ethier D. Pharmacological study of the effects of leukotrienes C4, D4, E4 & F4 on guinea pig trachealis: interaction with FPL-55712. Prostaglandins. 1983 Nov;26(5):833-43. PubMed PMID: 6322240.
10: Hsu P, Zuckerman S, Mirro R, Armstead WM, Leffer CW. Effects of ischemia/reperfusion on brain tissue prostanoids and leukotrienes in newborn pigs. Prostaglandins. 1991 Dec;42(6):557-69. PubMed PMID: 1666191.
11: Piper PJ, Stanton AW. Actions of leukotrienes in special circulations of the pig. Adv Prostaglandin Thromboxane Leukot Res. 1986;16:255-60. PubMed PMID: 2949552.
