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

13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro Prostaglandin E1-d4 Exclusive

Cayman Chemical Item Number 9000406

15-hydroxy Lubiprostone

13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro Prostaglandin E1-d4

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Description

PGE1 is produced by the metabolism of dihomo-γ-linolenic acid (DGLA) by the cyclooxygenase pathway. PGE1 inhibits platelet aggregation (IC50 = 40 nM) and increases vasodilation.1,213,14-dihydro-16,16-difluoro PGE1 is a biologically active metabolite of PGE1, inhibiting platelet aggregation with comparable potency to the parent compound.3,2 The addition of two electron-withdrawing fluorine atoms, which should stabilize the molecule against hydrolytic cleavage, may be expected to delay degradation in vivo.4 13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro PGE1-3,3’,4,4’-d4) contains four deuterium atoms at the 3, 3’, 4, and 4’ positions. It is intended for use as an internal standard for the quantification of 13,14-dihydro-15(R,S)-hydroxy-16,16-difluoro Prostaglandin E1 by GC- or LC-mass spectrometry (MS).

1 Kobzar, G., Mardla, V., Järving, I., et al. Antiaggregating potency of E-type prostaglandins in human and rabbit platelets. Proc Est Acad Sci Chem 40 179-180 (1991).

2 Westwick, J. The effect of pulmonary metabolites of prostaglandins E1, E2 and F2α on ADP-induced aggregation of human and rabbit platelets. Br J Pharmacol 58 297P-298P (1976).

3 Peskar, B.A., Cawello, W., Rogatti, W., et al. On the metabolism of prostaglandin E1 administered intravenously to human volunteers. J Physiol Pharmacol 42 327-331 (1991).

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).

Synonyms
  • 15-hydroxy Lubiprostone
Formal Name 9-​oxo-​11α,​15R,​S-​dihydroxy-​16,​16-​difluoro-​prostan-​1-​oic-​3,​3,​4,​4-​d4 acid
Molecular Formula C20H30D4F2O5
Formula Weight 396.5
Formulation A solution in methyl acetate
Purity ≥99% deuterated product
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1[C@H]​(CCCC([2H]​)​([2H]​)​C([2H]​)​([2H]​)​CC(O)​=O)​[C@@H]​(CCC(O)​C(F)​(F)​CCCC)​[C@H]​(O)​C1

Background Reading

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).

Kobzar, G., Mardla, V., Järving, I., et al. Antiaggregating potency of E-type prostaglandins in human and rabbit platelets. Proc Est Acad Sci Chem 40 179-180 (1991).

Westwick, J. The effect of pulmonary metabolites of prostaglandins E1, E2 and F2α on ADP-induced aggregation of human and rabbit platelets. Br J Pharmacol 58 297P-298P (1976).

Peskar, B.A., Cawello, W., Rogatti, W., et al. On the metabolism of prostaglandin E1 administered intravenously to human volunteers. J Physiol Pharmacol 42 327-331 (1991).

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Size Price Quantity Subtotal
25 µg $61.00 $0.00
50 µg $116.00 $0.00
100 µg $220.00 $0.00
1 mg $1,708.00 $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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13,14-dihydro-16,16-difluoro Prostaglandin E1
Prostaglandin E1

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