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ent-Prostaglandin E2

Cayman Chemical Item Number 10008294

ent-PGE2 (CAS 65085-69-0)

ent-Prostaglandin E2 (CAS 65085-69-0)

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Description

Enzymatically-derived prostaglandin E2 (PGE2) is an optically pure compound whereas PGE2 derived from the free radical-catalyzed peroxidation of arachidonate is a racemic mixture. Ent-PGE2 is the opposite enantiomer of PGE2. Significant amounts of racemic PGE2 (rac-PGE2) are generated in vitro and in vivo in settings of oxidative stress via the isoprostane pathway. A proposed mechanism for the formation of rac-PGE2 involves the base catalyzed equilibration from 15-E2t-isoprostane (8-iso-PGE2), generated from the 15-H2t-isoprostane endoperoxide.1

1 Gao, L., Zackert, W.E., Hasford, J.J., et al. Formation of prostaglandin E2 and prostaglandin D2 via the isoprostane pathway: A mechanism for the generation of bioactive prostaglandins independent of the cyclooxygenase. J Biol Chem 278(31) 28479-28489 (2003).

Synonyms
  • ent-PGE2
Formal Name 9-​oxo-​11β,​15R-​dihydroxy-​(8β,​12α)-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 65085-69-0
Molecular Formula C20H32O5
Formula Weight 352.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1[C@@H]​(C/C=C\CCCC(O)​=O)​[C@H]​(/C=C/[C@H]​(O)​CCCCC)​[C@H]​(O)​C1

Background Reading

Gao, L., Zackert, W.E., Hasford, J.J., et al. Formation of prostaglandin E2 and prostaglandin D2 via the isoprostane pathway: A mechanism for the generation of bioactive prostaglandins independent of the cyclooxygenase. J Biol Chem 278(31) 28479-28489 (2003).

ent-Prostaglandin E2 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $52.00 $0.00
5 mg $234.00 $0.00
10 mg $416.00 $0.00
50 mg $1,820.00 $0.00
Bulk Contact
Cart Total $0.00

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

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Pricing updated 2012-05-26. 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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