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P0069 Sigma-Aldrich

PRIMA-1

≥98% (HPLC), solid

Synonym: 2,2-Bishydroxymethyl-1-aza-bicyclo[2.2.2]octan-3-one

  • CAS Number 5608-24-2

  • Empirical Formula (Hill Notation) C9H15NO3

  • Molecular Weight 185.22

  •  MDL number MFCD04974196

  •  PubChem Substance ID 329820004

  •  NACRES NA.77

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Properties

Related Categories Apoptosis Inducers, Apoptosis and Cell Cycle, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   white to off-white
solubility   H2O: >10 mg/mL
storage temp.   2-8°C
SMILES string   OCC1(CO)N2CC[C@@H](CC2)C1=O
InChI   1S/C9H15NO3/c11-5-9(6-12)8(13)7-1-3-10(9)4-2-7/h7,11-12H,1-6H2
InChI key   RFBVBRVVOPAAFS-UHFFFAOYSA-N

Description

General description

P53-dependent reactivation and induction of massive apoptosis (PRIMA-1) is a low molecular weight compound and has a role in cancer therapy. PRIMA-1 stimulates cytotoxic effects in human cancer cells. It induces eryptosis.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

PRIMA-1 is a selective re-activator of mutant p53 activity in tumor cells, and an inducer of apoptosis and inhibitor of growth of human tumors with mutant p53. Mutations in the tumor suppressor p53 take place in >50% tumor cells. PRIMA-1 selectively restores sequence-specific DNA binding and transactivational activity to mutant p53 proteins at μM concentrations. PRIMA-1 works as a re-activator of the apoptotic function of mutant p53 via conformational modulation of function-specific epitopes.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Oncogenes and Tumor Suppressors Reprogram Metabolism

Proliferating cells require the biosynthesis of structural components for biomass production and for genomic replication. This requires a reprogramming of the metabolic pathways to ensure nutrients s...
BioFiles v7 n4
Keywords: Aerobic, Antitumor agents, Apoptosis, Cancer, Citric Acid Cycle, Degradations, Environmental, Gene expression, Glycolysis, Growth factors, Metabolic Pathways, Metabolism, Metabolites, Nucleotide Synthesis, Pentose phosphate pathway, Phosphorylations

Peer-Reviewed Papers
15

References

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