Cyclo(his-pro)

SKU: orb1299754

Description

Cyclo(his-pro)

Research Area

Metabolism Research, Signal Transduction

Key Properties

• CAS Number: 53109-32-3
• MW: 234.25
• Purity: 99.87%
• Formula: C₁₁H₁₄N₄O₂
• SMILES: [H][C@@]12CCCN1C(=O)[C@H](Cc1c[nH]cn1)NC2=O
• Target: Endogenous Metabolite,NF-κB
• Solubility: H2O:2.35 mg/mL (10.03 mM);DMSO:10 mM

Bioactivity

• In Vivo:
  cyclo(His-Pro) inhibits NF-κB nuclear accumulation induced by paraquat in rat pheochromocytoma PC12 cells via the Nrf2/heme oxygenase-1 pathway. The protection required functional heme oxygenase-1 activity, since zinc protoporphyrin IX, a heme oxygenase-1 inhibitor, prevented NF-κB inhibition, and the presence of exogenous carbon monoxide and bilirubin afforded cytoprotection against paraquat-induced toxicity by preventing NF-κB activation. Cyclooxygenase-2 and matrix metalloproteinase 3, two gene products governed by NF-κB, were down-regulated by cyclo(His-Pro) and up-regulated in heme oxygenase-1 knock-down cells. We validated the general mechanism underlying the anti-inflammatory effects by treating PC12 and murine microglial BV2 cells with different pro-inflammatory agents. Finally, cyclo(His-Pro) reduced 12-otetradecanoylphorbol-13-acetate-induced oedema in mouse ear inflammation model. Results, by showing that cyclo(His-pro) suppresses the pro-inflammatory NF-κB signalling via the Nrf2-mediated heme oxygenase-1 activation, contribute to the understanding of essential cellular pathways and allow the proposal of cyclo(His-Pro) as an in vivo anti-inflammatory compound.

Storage & Handling

• Storage: keep away from moisture | Pure form: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

tyreotropin-releasing, responses, stress, cyclic, Cyclo(his pro), Cyclo(hispro), Cyclo(his-pro), Cyclo(histidyl-proline), dipeptide, active, inhibit, inflammatory, orally, NF-κB, Nuclear factor-κB, Nuclear factor-kappaB, NFκB, NFkB, NF-kB, Endogenous Metabolite, EndogenousMetabolite, Inhibitor, Human Endogenous Metabolite, Histidylproline diketopiperazine, hormone

Compound Identifiers

PubChem CID

449094