2-Iodomelatonin

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Cat.No. 0737 - 2-Iodomelatonin | C13H15IN2O2 | CAS No. 93515-00-5
Description: High affinity melatonin agonist
Chemical Name: N-[2-(2-Iodo-5-methoxyindol-3-yl)ethyl]acetamide
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Literature

Biological Activity

Potent melatonin agonist (pKi values are 10.55 and 9.87 at human recombinant MT1 and MT2 receptors respectively). 2-[125I]-iodomelatonin has been used to identify, characterize and localize melatonin binding sites in the brain and peripheral tissues.

Technical Data

M. Wt 358.18
Formula C13H15IN2O2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 93515-00-5
PubChem ID 115348
InChI Key FJDDSMSDZHURBJ-UHFFFAOYSA-N
Smiles COC1=CC=C2NC(I)=C(CCNC(C)=O)C2=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 35.82 100
ethanol 35.82 100

Preparing Stock Solutions

The following data is based on the product molecular weight 358.18. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.79 mL 13.96 mL 27.92 mL
5 mM 0.56 mL 2.79 mL 5.58 mL
10 mM 0.28 mL 1.4 mL 2.79 mL
50 mM 0.06 mL 0.28 mL 0.56 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Browning et al (2000) Pharmacological characterization of human recombinant melatonin mt1 and MT2 receptors. Br.J.Pharmacol. 129 877 PMID: 10696085

Dubocovich and Takahashi (1987) Use of 2-[125l]-iodomelatonin to characterize melatonin sites in chicken retina. Proc.Natl.Acad.Sci.U.S.A. 84 3916 PMID: 3035559

Suiciak et al (1991) Quantitative pharmacological analysis of 2-[125l]-iodomelatonin binding sites in discrete areas of the chicken brain. J.Neurosci. 11 2855 PMID: 1652626


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Keywords: High affinity melatonin agonists MT Receptors Melatonin (MT) Receptors

2 Citations for 2-Iodomelatonin

Citations are publications that use Tocris products. Selected citations for 2-Iodomelatonin include:

Calamini et al (2008) Kinetic, thermodynamic and X-ray structural insights into the interaction of melatonin and analogues with quinone reductase 2. Biochem J 413 81 PMID: 18254726

Nosjean et al (2000) Identification of the melatonin-binding site MT3 as the quinone reductase 2. J Biol Chem 275 31311 PMID: 10913150


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Pathways for 2-Iodomelatonin

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