Spermine
SIGMA/S3256 - ≥97%
Synonym: N,N′-Bis(3-aminopropyl)-1,4-diaminobutane; Gerontine; Musculamine; Neuridine
CAS Number: 71-44-3
Empirical Formula (Hill Notation): C10H26N4
Molecular Weight: 202.34
EC Number: 200-754-2
MDL Number: MFCD00008215
Linear Formula: NH2(CH2)3NH(CH2)4NH(CH2)3NH2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: S3256-5G
| assay | ≥97% |
| biological source | microbial |
| synthetic | |
| bp | 150 °C/5 mmHg (lit.) |
| description | form: solid or semisolid |
| InChI | 1S/C10H26N4/c11-5-3-9-13- |
| InChI key | PFNFFQXMRSDOHW-UHFFFAOYSA |
| mp | 28-30 (lit.) |
| Quality Level | 200  |
| SMILES string | [H]N(CCCN)CCCCN([H])CCCN |
| solubility | water: 50 mg/mL, clear, colorless |
| storage temp. | 2-8°C |
| Application: | Spermine has been used: • as an inositol 1,4,5-trisphosphate receptor (IP3R)/glucose-regulated protein 75 (Grp75)/voltage-dependent anion channel 1 (VDAC1)/mitochondrial calcium uniporter (MCU) agonist to activate MCU in mouse podocytes • in the biolistic transfection of filarial parasites • for the production of adeno-associated virus (AAV) |
| Biochem/physiol Actions: | Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS). |
| Biochem/physiol Actions: | Mixed NMDA glutamate receptor 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). |
| General description: | Spermine is a polyamine, which functions as a free radical scavenger. It modulates gene expression, chromatin stabilization and prevents DNA damage. Spermine inhibits endonuclease-mediated DNA fragmentation. |
| Packaging: | 1, 5, 25 g in glass bottle |
| Hazard Codes | C |
| Risk Statements | 34 |
| Safety Statements | 26-36/37/39-45 |
| RIDADR | UN 3259PSN2 8 / PGII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥97% |
| bp | 150 °C/5 mmHg (lit.) |
| mp | 28-30 (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12352116 |