Description
3-AP is a ribonucleotide reductase inhibitor and iron chelator with antitumor activity. At 5 μM it can enhance DU145, U251, and PSN1 tumor cell radiosensitivity in vitro, inhibiting DNA synthesis and repair. It destroys the tyrosine free radical in the R2/p53R2 subunits of ribonucleotide reductase by forming a redox active complex with iron, thus producing reactive oxygen species. In addition, 3-AP has been shown to activate an endoplasmic reticulum stress pathway, leading to the unfolded protein response and apoptosis.
3-AP is a ribonucleotide reductase inhibitor and iron chelator with antitumor activity. At 5 μM it can enhance DU145, U251, and PSN1 tumor cell radiosensitivity in vitro, inhibiting DNA synthesis and repair. It destroys the tyrosine free radical in the R2/p53R2 subunits of ribonucleotide reductase by forming a redox active complex with iron, thus producing reactive oxygen species. In addition, 3-AP has been shown to activate an endoplasmic reticulum stress pathway, leading to the unfolded protein response and apoptosis.
Alternate Name/Synonyms: 3-Aminopyridine-2-Carboxyaldehyde Thiosemicarbazone; 3-AP; NSC 663249
Appearance: White to off-white solid
Formulation: N/A
CAS Number: 143621-35-6
Structure Available?: Yes
Peptide sequence: N/A
Salt Form: N/A
Molecular Formula: C₇H₉N₅S
Molecular Weight: 195.24
Cell-Permeable?: Yes
Purity: ≥98% by HPLC
Solubilities: DMSO (~20 mg/ml)
Handling: Protect from air and light
Country of Origin: USA
Tag Line: A ribonucleotide reductase inhibitor and iron chelator
MDL Number: N/A
PubChem CID: 9571836
SMILES: C1=CC(=C(N=C1)C=NNC(=S)N)N
InChi: InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)/b11-4+
InChi Key: XMYKNCNAZKMVQN-NYYWCZLTSA-N
Additional Information
Storage Condition: |
-20°C |
Shipping Condition: |
Gel Pack |
Shelf Life: |
36 months |