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

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

Cayman Chemical Item Number 13609

13,14-dihydro-16,16-difluoro PGF

13,14-dihydro-16,16-difluoro Prostaglandin F2α

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Description

Prostaglandin F (PGF) causes contraction of vascular, bronchial, intestinal, and myometrial smooth muscle, and also exhibits potent luteolytic activity.1,2 13,14-dihydro-16,16-difluoro PGF is an analog of PGF. 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.3 Importantly, 13,14-dihydro PGE1 has activity that is comparable to that of PGE1, suggesting that this analog of PGF could be biologically active.4,5

1 Samuelsson, B., Goldyne, M., Granström, E., et al. Prostaglandins and thromboxanes. Annu Rev Biochem 47 997-1029 (1978).

2 Basu, S. Novel cyclooxygenase-catalyzed bioactive prostaglandin F from physiology to new principles in inflammation. Med Res Rev 27(4) 435-468 (2007).

3 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).

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

5 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 PGF2α
Formal Name 9α,​11α,​15S-​trihydroxy-​16,​16-​difluoro-​prosta-​5Z-​en-​1-​oic acid
Molecular Formula C20H34F2O5
Formula Weight 392.5
Formulation A solution in methyl acetate
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CCCCC(F)​(F)​[C@H]​(O)​CC[C@H]​1[C@H]​(O)​C[C@H]​(O)​[C@@H]​1C/C=C\CCCC(O)​=O

Background Reading

Samuelsson, B., Goldyne, M., Granström, E., et al. Prostaglandins and thromboxanes. Annu Rev Biochem 47 997-1029 (1978).

Basu, S. Novel cyclooxygenase-catalyzed bioactive prostaglandin F from physiology to new principles in inflammation. Med Res Rev 27(4) 435-468 (2007).

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).

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

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

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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

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

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

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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