Item № 16787
CAS № 54276-24-3
Purity ≥98%
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1 mg $55.00 $0.00
5 mg $248.00 $0.00
10 mg $440.00 $0.00

Pricing updated 2015-11-26. Prices are subject to change without notice.

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(+)-15(R)-Fluprostenol isopropyl ester is a prodrug (Travoprost) which is converted by esterase enzymatic activity in the cornea to yield the corresponding free acid.1 The free acid, (+)-15(R)-fluprostenol, is a potent FP receptor agonist.2 The 15(R)-epimers of most prostaglandins are about 100 times less potent than the natural, 15(S)-isomers. However, the neighboring phenoxy group at C-16 reverses the absolute configuration at C-15 in the fluprostenol series; hence, 15(S)-fluprostenol is less active as an FP agonist than 15(R)-fluprostenol. The biology of 15(S)-fluprostenol has not been widely studied.

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Technical Information
Formal Name 9α,11α,15S-trihydroxy-16-(3-(trifluoromethyl)phenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid
CAS Number 54276-24-3
Molecular Formula C23H29F3O6
Formula Weight 458.5
Purity ≥98%
Formulation A solution in ethanol
λmax 222, 277 nm
SMILES O[C@@H]1[C@H](C/C=C\CCCC(O)=O)[C@@H](/C=C/[C@H](O)COC2=CC(C(F)(F)F)=CC=C2)[C@H](O)C1
InChI Code 1S/C23H29F3O6/c24-23(25,26)15-6-5-7-17(12-15)32-14-16(27)10-11-19-18(20(28)13-21(19)29)8-3-1-2-4-9-22(30)31/h1,3,5-7,10-12,16,18-21,27-29H,2,4,8-9,13-14H2,(H,30,31)/b3-1-,11-10+/t16-,18+,19+,20-,21+/m0/s1

WARNING - This product is not for human or veterinary use.

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Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
Stability 2 years
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References & Background Reading
Product Description References

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

2. Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta 1483 285-293 (2000).

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