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17-phenyl trinor Prostaglandin F-d4

Cayman Chemical Item Number 316810

17-phenyl trinor PGF-d4; Bimatoprost (free acid)-d4

17-phenyl trinor Prostaglandin F2α-d4

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Description

17-phenyl trinor Prostaglandin F-d4 (17-phenyl trinor PGF-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 17-phenyl trinor PGF by GC- or LC-mass spectrometry. 17-phenyl trinor PGF is a metabolically stable analog of PGF and is a potent agonist for the FP receptor. It binds to the FP receptor on ovine luteal cells with a relative potency of 756% compared to that of PGF.1 At the rat recombinant FP receptor expressed in CHO cells 17-phenyl trinor PGF inhibits PGF binding with a Ki of 1.1 nM.2 The isopropyl ester of 17-phenyl trinor PGF-d4 is slightly better than PGF isopropyl ester in reducing the intraocular pressure in the cat eye without any irritation.3

1 Balapure, A.K., Rexroad, C.E., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F receptor. Biochem Pharmacol 38 2375-2381 (1989).

2 Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F receptors and the expression of the rat prostaglandin F receptor. FEBS Lett 355 317-325 (1994).

3 Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

Synonyms
  • 17-phenyl trinor PGF2α-d4
  • Bimatoprost (free acid)-d4
Formal Name 9α,​11α,​15S-​trihydroxy-​17-​phenyl-​18,​19,​20-​trinor-​prosta-​5Z,​13E-​dien-​1-​oic-​3,​3,​4,​4-​d4 acid
Molecular Formula C23H28D4O5
Formula Weight 392.5
Formulation A solution in methyl acetate
Purity ≥99% deuterated forms (d1-d4)
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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OC(=O)​CCC/C=C\CC1C(O)​CC(O)​C1\C=C\C(O)​CCc1ccccc1

Background Reading

Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F receptors and the expression of the rat prostaglandin F receptor. FEBS Lett 355 317-325 (1994).

Balapure, A.K., Rexroad, C.E., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F receptor. Biochem Pharmacol 38 2375-2381 (1989).

Size Price Quantity Subtotal
25 µg $50.00 $0.00
50 µg $95.00 $0.00
100 µg $180.00 $0.00
1 mg $1,400.00 $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 2012-05-26. 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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FAQs

It appears that there is a heterogenous mixture of deuterated species in your deuterated standards; is this normal?

Yes, this is typical of our deuterated products. Our deuterated products contain less than 1 % d0. However, the labeled compounds are not 100% of the deuterated form listed on our product insert. For example, upon analysis of 2-arachidonoyl glycerol-d8 it is expected to see masses associated with the d7, d6, d5 etc.

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