16,16-Dimethyl-prostaglandin E2A PGE2 analog that is resistant to metabolism

16,16-Dimethyl-prostaglandin E2 (CAS 39746-25-3)

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Sinónimo: 16,16-dimethyl PGE2;9-oxo-11α,15R-dihydroxy-16,16-dimethyl-prosta-5Z,13E-dien-1-oic acid
Solicitud: A PGE2 analog that is resistant to metabolism
Número de CAS: 39746-25-3
Pureza: ≥98%
Peso Molecular: 380.52
Fórmula Molecular: C22H36O5
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16,16-Dimethyl-prostaglandin E2 is an antisecretory, antiulcer Prostaglandin E2 (PGE2; sc-201225) analog with potent cytoprotective activity that binds to PGDH (prostaglandin dehydrogenase or HPGD), but is resistant to metabolism, thereby inhibiting the enzyme. This enhanced resistance to metabolism imparts a higher duration of activity than Prostaglandin E2 (sc-201225), but the methylations do not severely affect the binding affinity for all four EP receptors (EP1,2,3, and 4). PGE2 is the most physiologically abundant eiconasoid regulating many biological functions and since this product has nearly identical binding affinities, it also has numerous and similar physiological functions. 16,16-Dimethyl-prostaglandin E2 is an inhibitor of PGDH and an activator of EP2.


References

1. Robert, A., et al., 1976. Gastric antisecretory and antiulcer properties of PGE2, 15-methyl PGE2, and 16, 16-dimethyl PGE2. Intravenous, oral and intrajejunal administration. Gastroenterology. 70(3): 359-70. PMID: 174967
2. Ohno, H., et al., 1978. Studies on 15-hydroxyprostaglandin dehydrogenase with various prostaglandin analogues. Journal of biochemistry. 84(6): 1485-94. PMID: 216666
3. Coleman, R A., et al., 1994. International Union of Pharmacology classification of prostanoid receptors: properties, distribution, and structure of the receptors and their subtypes. Pharmacological reviews. 46(2): 205-29. PMID: 7938166
4. Bhattacherjee, P., et al., 1996. Identification of prostanoid receptors in rabbit non-pigmented ciliary epithelial cells. Experimental eye research. 62(5): 491-8. PMID: 8759517
5. Failla, Marco., et al., 2009. 16,16-Dimethyl prostaglandin E2 efficacy on prevention and protection from bleomycin-induced lung injury and fibrosis. American journal of respiratory cell and molecular biology. 41(1): 50-8. PMID: 19059888

Uso :
To change solvent evaporate the supplied solution under a gentle stream of inert gas and immediately redissolve in new solvent that has been purged with inert gas. For aqueous solutions either dilute a minimal amount of organic solution or directly dissolve the neat oil. Use aqueous solutions within 12 hours or preparation.
Formulación :
Solution in methyl acetate
Apariencia :
Solution
Estado de Materia :
Liquid
Solubilidad :
Soluble in ethanol (~100 mg/ml), DMSO (~100 mg/ml), methyl acetate, DMF (~100 mg/ml), and PBS (~5 mg/ml,pH 7.2).
ALMACENAMIENTO :
Store at -80° C
Punto de ebullición :
57° C
Indice de Refracción :
n20D 1.55
Para Uso Exclusivo en Investigación. No está diseñado para uso en diagnosis o terapia.
WGK Alemania :
2
RTECS :
UK7894000
PubChem CID :
5283066
Número MDL :
MFCD00151141
SMILES :
O=C1[C@H](C/C=C\\CCCC(O)=O)[C@@H](/C=C/[C@@H](O)C(C)(C)CCCC)[C@H](O)C1

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