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85590

Sigma-Aldrich

Spermine

≥99.0% (GC)

Sinônimo(s):

N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine

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About This Item

Fórmula linear:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
Número CAS:
71-44-3
Peso molecular:
202.34
Beilstein:
1750791
Número CE:
200-754-2
Número MDL:
MFCD00008215
Código UNSPSC:
12352116
ID de substância PubChem:
329769392
NACRES:
NA.25

fonte biológica

microbial
synthetic

Nível de qualidade

200

Ensaio

≥99.0% (GC)

Formulário

crystalline (chunks)

Impurezas

≤0.5% spermidine

p.e.

150 °C/5 mmHg (lit.)

pf

28-30 (lit.)

solubilidade

water: 0.05 g/mL, clear, colorless

traços de ânion

carbonate (CO32-): ≤5000 mg/kg

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[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

chave InChI

PFNFFQXMRSDOHW-UHFFFAOYSA-N

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Aplicação

Spermine, a polycationic biogenic polyamine derived from spermidine, may be used in a wide variety of biological applications as a supplement or regulatory agent.Used as co-matrix with DHB for MALDI-MS of sialylated glycans in negative ion mode.

Ações bioquímicas/fisiológicas

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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Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H314

Classificações de perigo

Eye Dam. 1 - Skin Corr. 1B

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificados de análise (COA)

Lot/Batch Number
BCCG4868
BCCG4346
BCCD8122
BCCB5034
BCCB2541

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Sigma-Aldrich

85605

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Sigma-Aldrich

85610

Spermine tetrahydrochloride

Spermine tetrahydrochloride BioReagent, for molecular biology

Sigma-Aldrich

S1141

Spermine tetrahydrochloride

Putrescine analytical standard

Supelco

51799

Putrescine

Spermidine trihydrochloride BioXtra, ≥99.5% (AT)

Sigma-Aldrich

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Spermine-(butyl-d8) tetrahydrochloride 97 atom % D, 95% (CP)

Sigma-Aldrich

705330

Spermine-(butyl-d8) tetrahydrochloride

Nicole K L Lee et al.
Journal of cellular physiology, 226(6), 1453-1460 (2011-03-18)
The naturally occurring polyamines, spermidine, spermine, and their precursor putrescine, play indispensible roles in both prokaryotic and eukaryotic cells, from basic DNA synthesis to regulation of cell proliferation and differentiation. The rate-limiting polyamine biosynthetic enzymes, ornithine decarboxylase (ODC) and S-adenosylmethionine
Y Mechref et al.
Journal of the American Society for Mass Spectrometry, 9(12), 1293-1302 (1998-12-03)
Negative-ion matrix-assisted laser desorption/ionization mass spectra of sialyated glycoconjugates were acquired employing 2,5-dihydroxybenzoic acid (DHB) in conjunction with spermine as a co-matrix. The addition of spermine to DHB permitted an improved crystal formation as well as a higher analyte solubility.
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.
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
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