15-KETO PROSTAGLANDIN E2 Property

Boiling point:

534.4±50.0 °C(Predicted)

Density 

1.144±0.06 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

DMF: >100 mg/ml (from PGE2); DMSO: >100 mg/ml (from PGE2); Ethanol: >100 mg/ml (from PGE2); PBS pH 7.2: >5 mg/ml (from PGE2)

form 

A crystalline solid

pka

4.75±0.10(Predicted)

color 

White to off-white

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

15-KETO PROSTAGLANDIN E2 Chemical Properties,Usage,Production

Description

15-keto Prostaglandin E₂ (15-keto PGE₂) is a metabolite of PGE₂ (Item Nos. 14010) formed by 15-hydroxy prostaglandin dehydrogenase (15-PGDH). Unlike PGE₂, 15-keto PGE₂ does not bind effectively to the PGE₂ receptors EP₂ and EP₄ expressed in CHO cells (K_is = 2.6 and 15 μM, respectively) or induce adenylate cyclase activity in the same cells (EC₅₀s = 1.8 and >33 μM, respectively). However, it does bind to EP₂ and EP₄ in HEK cells expressing these receptors (IC₅₀s = 0.117 and 2.82 μM, respectively), as well as induces cAMP formation (EC₅₀s = 0.137 and 0.426 μM, respectively) and the transcriptional activity of β-catenin/TCF in the same cells. 15-keto PGE₂ inhibits CD3-CD28-MHC-I-induced proliferation of isolated human CD4⁺ T cells in a concentration-dependent manner. It also reduces mortality in a mouse model of LPS-induced sepsis when administered at a dose of 15 mg/kg.

15-keto PGE₂ MaxSpec^® standard is a quantitative grade standard of 15-keto PGE₂ that has been prepared specifically for mass spectrometry or any application where quantitative reproducibility is required. The solution has been prepared gravimetrically and is supplied in a deactivated glass ampule sealed under argon. The concentration was verified by comparison to an independently prepared calibration standard. This 15-keto PGE₂ MaxSpec^® standard is guaranteed to meet identity, purity, stability, and concentration specifications and is provided with a batch-specific certificate of analysis. Ongoing stability testing is performed to ensure the concentration remains accurate throughout the shelf life of the product. Note: The amount of solution added to the vial is in excess of the listed amount. Therefore, it is necessary to accurately measure volumes for preparation of calibration standards. Follow recommended storage and handling conditions to maintain product quality.

Uses

15-keto Prostaglandin E2 (15-keto PGE2) is a metabolite of PGE2 formed by 15-hydroxy PGDH. In vivo, 15-keto PGE2 is essentially inactive. It has an attenuated affinity for the EP4 and EP2 receptors compared to PGE2 (Ki = 2,600-15,000 nM for the inhibition of PGE2 binding compared to a Kd = 1 nM for PGE2).[Cayman Chemical]

Uses

15-Keto Prostaglandin E2 is a lipid compound derived from arachidonic acid by the action of cyclooxygenases. Prostaglandins act locally as messenger molecules in a variety of physiological processes.

Definition

ChEBI: 15-dehydro-prostaglandin E2 is a prostaglandins E. It is functionally related to a prostaglandin E2. It is a conjugate acid of a 15-dehydro-prostaglandin E2(1-).