S3836
Spermine
98%
Synonym(s):
N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine
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About This Item
Linear Formula:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
CAS Number:
Molecular Weight:
202.34
Beilstein/REAXYS Number:
1750791
EC Number:
MDL number:
UNSPSC Code:
12352103
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assay
98%
bp
150 °C/5 mmHg (lit.)
mp
28-30 (lit.)
SMILES string
[H]N(CCCN)CCCCN([H])CCCN
InChI
1S/C10H26N4/c11-5-3-9-13-7-1-2-8-14-10-4-6-12/h13-14H,1-12H2
InChI key
PFNFFQXMRSDOHW-UHFFFAOYSA-N
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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).
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).
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H Hosseinkhani et al.
Gene therapy, 11(2), 194-203 (2004-01-09)
Dextran-spermine cationic polysaccharide was prepared by means of reductive amination between oxidized dextran and the natural oligoamine spermine. The formed Schiff-base imine-based conjugate was reduced with borohydride to obtain the stable amine-based conjugate. The transfection efficiency of the synthetic dextran-spermine
Brian R Lee et al.
Nature neuroscience, 16(11), 1644-1651 (2013-10-01)
In rat models of drug relapse and craving, cue-induced cocaine seeking progressively increases after withdrawal from the drug. This 'incubation of cocaine craving' is partially mediated by time-dependent adaptations at glutamatergic synapses in nucleus accumbens (NAc). However, the circuit-level adaptations
Yvonne Rook et al.
Journal of medicinal chemistry, 53(9), 3611-3617 (2010-04-07)
Alzheimer's disease (AD) is a prevalent neurodegenerative disorder with multifactorial causes that requires multitargeted treatment. Inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) improve cholinergic signaling in the central nervous system and thus AChE inhibitors are well established in the therapy
Lydia P P Liew et al.
Bioorganic & medicinal chemistry letters, 23(2), 452-454 (2012-12-26)
Screening of synthesized and isolated marine natural products for in vitro activity against four parasitic protozoa has identified the ascidian metabolite 1,14-sperminedihomovanillamide (orthidine F, 1) as being a non-toxic, moderate growth inhibitor of Plasmodium falciparum (IC(50) 0.89 μM). Preliminary structure-activity
Wendy Wai Yeng Yeo et al.
Journal of nanoscience and nanotechnology, 14(5), 3328-3336 (2014-04-17)
A nano-sized polymer, dextran-spermine (D-SPM), was shown to have the capacity to deliver gene to the lung of mouse via intranasal route. In this study, assessments on the safety profile of D-SPM were performed to complement the gene expression results.
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