Spermine

Spermine Basic information
Product Name:Spermine
Synonyms:SPERMINE TETRAHYDROCHLORIDE;SPERMINE HYDROCHLORIDE;n,n’-bis(3-aminopropyl)-4-butanediamine;n,n’-bis(3-aminopropyl)-4-diaminobutane;Spermin;N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE 4 H CL;N,N'-BIS(3-AMINOPROPYL)-1,4-BUTANEDIAMINE TETRAHYDROCHLORIDE;N,N'-BIS-(3-AMINOPROPYL)-1,4-DIAMINOBUTANE TETRAHYDROCHLORIDE
CAS:71-44-3
MF:C10H26N4
MW:202.34
EINECS:200-754-2
Product Categories:Aliphatics;Amines;Glutamate;co-factor;Inhibitors;Elisa Kit-Mouse Elisa Kit
Mol File:71-44-3.mol
Spermine Structure
Spermine Chemical Properties
Melting point 28-30 (lit.)
Boiling point 150 °C/5 mmHg (lit.)
density 0.937
refractive index 1.4850 (estimate)
Fp >230 °F
storage temp. 2-8°C
solubility H2O: 1 M at 20 °C, clear, colorless
form powder
pKa10.88±0.19(Predicted)
Water Solubility Soluble in chloroform, methanol, water and lower alcohols. Insoluble in ether, benzene and petroleum ether.
Sensitive Air Sensitive & Hygroscopic
Merck 14,8743
BRN 1751791
Stability:Hygroscopic
InChIKeyPFNFFQXMRSDOHW-UHFFFAOYSA-N
LogP-0.543 (est)
CAS DataBase Reference71-44-3(CAS DataBase Reference)
NIST Chemistry ReferenceSpermine(71-44-3)
EPA Substance Registry System1,4-Butanediamine, N,N'-bis(3-aminopropyl)- (71-44-3)
Safety Information
Hazard Codes Xi,C
Risk Statements 36/38-34
Safety Statements 26-36-45-36/37/39-27
RIDADR UN 3259 8/PG 2
WGK Germany 3
RTECS EJ7230000
3-10
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29212900
MSDS Information
ProviderLanguage
SigmaAldrich English
Spermine Usage And Synthesis
DescriptionSpermine is an endogenous polyamine synthesized from the reaction of spermidine with decarboxylated S-adenosylmethionine in the presence of the enzyme spermine synthase and is required for eukaryotic cell growth and protein synthesis. Intracellular spermine blocks inward rectifying K+ channels, whereas extracellular spermine acts as a mixed NMDA glutamate receptor agonist/antagonist at the polyamine site. Spermine has neuroprotective and anti-inflammatory effects and functions as a free radical scavenger to prevent DNA damage by reactive oxygen species.
Chemical PropertiesWhite to slightly off-white powder crysta
Usesimmune modulator
UsesBinds to the polyamine modulatory site of NMDA Spermine is essential for both normal and neoplastic tissue growth. It is involved in the modulation of calcium-dependent immune processes. It plays an important role in cellular proliferation and differentiation as well as inhibits neuronal nitric oxide synthase (nNOS).
UsesBiogenic polyamine formed from spermidine and occurring in almost all tissues. Essential for both normal and neoplastic tissue growth. Involved in the modulation of calcium-dependent immune processes
DefinitionChEBI: A polyazaalkane that is tetradecane in which the carbons at positions 1, 5, 10 and 14 are replaced by nitrogens. Spermine has broad actions on cellular metabolism.
General DescriptionSpermine?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.
Biochem/physiol ActionsMixed 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).
storage+4°C (desiccate)
references[1] fakler b, brndle u, glowatzki e, et al. strong voltage-dependent inward rectification of inward rectifier k+ channels is caused by intracellular spermine[j]. cell, 1995, 80(1): 149-154.
[2] til h p, falke h e, prinsen m k, et al. acute and subacute toxicity of tyramine, spermidine, spermine, putrescine and cadaverine in rats[j]. food and chemical toxicology, 1997, 35(3): 337-348.
Spermine Preparation Products And Raw materials
Raw materialsCoconut oil
Preparation Products3-aminopropanal-->N2,N3,N4-TRIS-(TERT-BUTYLOXYCARBONYL)-1,5,10,14-TETRA-AZA-QUATRODECANE-->SPERMINE TETRAHYDROCHLORIDE-->Spermidine
Histamine Ethanethiol SPERMINE TETRAHYDROCHLORIDE, [TERMINAL METHYLENE-3H] Spermidine SPERMINE TETRAHYDROCHLORIDE Triallylamine N,N-Diisopropylethylamine POLYAMINOPROPYL BIGUANIDE [14C]SPERMINE TETRAHYDROCHLORIDE Diisopropylamine Spermine 1,4-DIAMINOBUTANE Allylamine O,O-Dimethyl phosphoramidothioate L(+)-Arginine Succinic acid Diallylamine

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