ent-Prostaglandin E2 • ent-<wbr/>PGE<sub>2</sub> (CAS 65085-69-0) (Inchi key XEYBRNLFEZDVAW-OBUVHCMGSA-N) || Cayman Chemical | Supplier
ent-Prostaglandin E2
Item № 10008294
CAS № 65085-69-0
Purity >98%
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CART TOTAL $0.00
1 mg $57.00 $0.00
5 mg $257.00 $0.00
10 mg $456.00 $0.00

Pricing updated 2015-09-02. Prices are subject to change without notice.

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Description
Synonyms
  • ent-PGE2

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

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Technical Information
Formal Name 9-​oxo-​11β,​15R-​dihydroxy-​(8β,​12α)-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 65085-69-0
Synonyms
  • ent-PGE2
Molecular Formula C20H32O5
Formula Weight 352.5
Purity >98%
Formulation A solution in methyl acetate
SMILES O=C1[C@@H]​(C/C=C\CCCC(O)​=O)​[C@H]​(/C=C/[C@H]​(O)​CCCCC)​[C@@H]​(O)​C1
InChI Code ​1S/C20H32O5/c1-2-3-6-9-15(21)​12-13-17-16(18(22)​14-19(17)​23)​10-7-4-5-8-11-20(24)​25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)​/b7-4-,13-12+/t15-,16+,17+,19+/m1/s1
InChI Key XEYBRNLFEZDVAW-OBUVHCMGSA-N

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

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
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Download Product Insert 113 Kb PDF

Download Safety Data Sheet (SDS) 31 Kb PDF

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References & Background Reading
Product Description References

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).

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