5-trans Prostaglandin E2
Item № 14210
CAS № 36150-00-2
Purity ≥98%
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
1 mg $51.00 $0.00
5 mg $230.00 $0.00
10 mg $408.00 $0.00

Pricing updated 2016-05-26. Prices are subject to change without notice.

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Description
Synonyms
  • trans-Dinoprostone
  • 5,6-trans PGE2

5-trans PGE2 occurs naturally in some gorgonian corals and is a common impurity in commercial lots of PGE1.1 It is 18 times more potent than PGE2 in activating adenylate cyclase in NCB-20 cell homogenates.2 5-trans PGE2 accelerates fibrinolysis by enhancing plasminogen activation mediated by tissue-type plasminogen activator.3 It also inhibits platelet aggregation in human PRP with an IC50 of 180 nM.4

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Technical Information
Formal Name 9-oxo-11α,15S-dihydroxy-prosta-5E,13E-dien-1-oic acid
CAS Number 36150-00-2
Synonyms
  • trans-Dinoprostone
  • 5,6-trans PGE2
Molecular Formula C20H32O5
Formula Weight 352.5
Purity ≥98%
Formulation A crystalline solid
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+/m0/s1
InChI Key XEYBRNLFEZDVAW-BRNHSORCSA-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 As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
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Additional Information

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References & Background Reading
Product Description References

1. Bundy, G.L., Schneider, W.P., Lincoln, F.H., et al. Isolation of a new naturally occurring prostaglandin, 5-trans-PGA2. Synthesis of 5-trans-PGE2 and 5-trans-PGF2.alpha.. J Am Chem Soc 94 2124 (1972).

2. Hensby, C.N., and MacDermot, J. Structure-activity relationships of prostanoids that activate adenylate cyclase of neuronal hybrid cells. Biochem Soc Trans 7 1302-1304 (1979).

3. Shimokawa, M., Urano, T., and Kinoshita, T. trans-5-Prostaglandin E2 stimulates plasminogen activation by tissue-type plasminogen activator. Biochim Biophys Acta 1137 317-320 (1992).

4. Kobzar, G., Mardla, V., Järving, I., et al. Comparison of the inhibitory effect of E-prostaglandins in human and rabbit platelet-rich plasma and washed platelets. Comp Biochem Physiol 106(2) 489-494 (1993).

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