S2876

Spermine tetrahydrochloride

powder or crystals, NMDA agonist/antagonist

• Synonym(s): N,N′-Bis(3-aminopropyl)-1,4-butanediamine tetrahydrochloride
• Empirical Formula (Hill Notation): C₁₀H₂₆N₄ · 4HCl
• CAS Number: 306-67-2
• Molecular Weight: 348.18
• NACRES: NA.77
• PubChem Substance ID: 24278007
• UNSPSC Code: 12352200
• EC Number: 206-189-8
• MDL number: MFCD00012914
• Beilstein/REAXYS Number: 3911771
• Form: powder or crystals

Properties

• Product Name: Spermine tetrahydrochloride, powder or crystals
• form: powder or crystals
• Quality Segment: 200
• mp: 310-311 °C (dec.) (lit.)
• solubility: water, high purity: 100 mg/ml
• storage temp.: room temp
• SMILES string: Cl.Cl.Cl.Cl.NCCCNCCCCNCCCN
• InChI: 1S/C10H26N4.4ClH/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;;;;/h13-14H,1-12H2;4*1H
• InChI key: XLDKUDAXZWHPFH-UHFFFAOYSA-N
• Gene Information: human ... GRIN1(2902)

Description

Application

Spermine tetrahydrochloride was used to precipitate DNA for flow cytometric analysis from fresh frozen breast cancer tissue,[1] archival tissue of salivary gland, renal and thyroid tumors[2] and red blood cells of chicken.[3]

Used to precipitate DNA from low salt aqueous buffers.

Biochem/physiol Actions

Mixed NMDA agonist/antagonist at the polyamine site. Neuroprotective effects have been observed at high concentrations (1 mM), while neurotoxicity is observed at lower concentrations. It enhances agonist effectiveness at the strychnine-insensitive glycine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Mixed NMDA agonist/antagonist at the polyamine site. Role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Spermine, a polyamine, is derived from spermidine and is required for cell growth in eukaryotes. It acts as regulator of gene expression, inhibits DNA damage and protects the cells from damage by acting as free radical scavenger.[4][5] In proteomics studies, spermine mediates rapid crystallization of DNA-binding proteins.[6]

Preparation Note

Spermine tetrahydrochloride yields clear, colorless to light yellow solution in water at 100 mg/ml.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves