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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

13,14-dihydro-16,16-difluoro Prostaglandin J2 Exclusive

Cayman Chemical Item Number 13635

13,14-dihydro-16,16-difluoro PGJ2

13,14-dihydro-16,16-difluoro Prostaglandin J2

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Description

Prostaglandin J2 (PGJ2) is an analog of PGD2 that can inhibit both platelet aggregation and cell growth.1,2,3 However, it is not clear whether these effects are initiated by PGJ2 or a derivative. 13,14-dihydro-16,16-difluoro PGJ2 is an analog of PGJ2. While its biological activities have not been evaluated, it should be noted that the addition of two electron-withdrawing fluorine atoms has been used to stabilize prostanoids and significantly delay degradation in vivo.4 Importantly, 13,14-dihydro PGE1 has activity that is comparable to that of PGE1, suggesting that this analog of PGJ2 could be biologically active.5,6

1 Bundy, G.L., Morton, D.R., Peterson, D.C., et al. Synthesis and platelet aggregation inhibiting activity of prostaglandin D analogues. J Med Chem 26 790-799 (1983).

2 Mahmud, I., Smith, D.L., Whyte, M.A., et al. On the identification and biological properties of prostaglandin J2. Prostaglandins Leukot Med 16 131-146 (1984).

3 Fukushima, M. Prostaglandin J2 - antitumor and anti-viral activities and the mechanisms involved. Eicosanoids 3 189-199 (1990).

4 Hatano, Y., Kohli, J.D., Goldberg, L.I., et al. Vascular relaxing activity and stability studies of 10,10-difluoro-13,14-dehydroprostacyclin. Proc Natl Acad Sci USA 77(11) 6846-6850 (1980).

5 Änggård, E. The biological activities of three metabolites of prostaglandin E1. Acta Physiol Scand 66 509-510 (1966).

6 Hamberg, M., and Samuelsson, B. On the metabolism of prostaglandins E1 and E2 in man. J Biol Chem 246 6713-6721 (1971).

Synonyms
  • 13,14-dihydro-16,16-difluoro PGJ2
Formal Name 11-​oxo-​15S-​hydroxy-​16,​16-​difluoro-​5Z,​9-​dien-​1-​oic acid
Molecular Formula C20H30F2O4
Formula Weight 372.5
Formulation A solution in methyl acetate
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1C=C[C@H]​(C/C=C\CCCC(O)​=O)​[C@H]​1CC[C@@H]​(O)​C(F)​(F)​CCCC

Background Reading

Hamberg, M., and Samuelsson, B. On the metabolism of prostaglandins E1 and E2 in man. J Biol Chem 246 6713-6721 (1971).

Änggård, E. The biological activities of three metabolites of prostaglandin E1. Acta Physiol Scand 66 509-510 (1966).

Bundy, G.L., Morton, D.R., Peterson, D.C., et al. Synthesis and platelet aggregation inhibiting activity of prostaglandin D analogues. J Med Chem 26 790-799 (1983).

Mahmud, I., Smith, D.L., Whyte, M.A., et al. On the identification and biological properties of prostaglandin J2. Prostaglandins Leukot Med 16 131-146 (1984).

Fukushima, M. Prostaglandin J2 - antitumor and anti-viral activities and the mechanisms involved. Eicosanoids 3 189-199 (1990).

Hatano, Y., Kohli, J.D., Goldberg, L.I., et al. Vascular relaxing activity and stability studies of 10,10-difluoro-13,14-dehydroprostacyclin. Proc Natl Acad Sci USA 77(11) 6846-6850 (1980).

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Size Price Quantity Subtotal
100 µg $29.00 $0.00
500 µg $131.00 $0.00
1 mg $232.00 $0.00
5 mg $1,015.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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