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S3256

Sigma-Aldrich

Spermine

≥97%

Sinonimo/i:

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

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About This Item

Formula condensata:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
Numero CAS:
71-44-3
Peso molecolare:
202.34
Beilstein:
1750791
Numero CE:
200-754-2
Numero MDL:
MFCD00008215
Codice UNSPSC:
12352116
ID PubChem:
24899550
NACRES:
NA.25

Origine biologica

microbial
synthetic

Descrizione

form: solid or semisolid

Saggio

≥97%

P. ebollizione

150 °C/5 mmHg (lit.)

Punto di fusione

28-30 (lit.)

Solubilità

water: 50 mg/mL, clear, colorless

Temperatura di conservazione

2-8°C

Stringa SMILE

[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
PFNFFQXMRSDOHW-UHFFFAOYSA-N

Informazioni sul gene

human ... GRIN2B(2904)
rat ... Grin2a(24409)

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Descrizione generale

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.

Applicazioni

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)

Azioni biochim/fisiol

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).

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Eye Dam. 1 - Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCJ7415
BCCH8122
BCCH2576
BCCH0536
BCCG4868

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Putrescine analytical standard

Supelco

51799

Putrescine

Spermine tetrahydrochloride BioUltra, for molecular biology, ≥99.5% (AT)

Sigma-Aldrich

85605

Spermine tetrahydrochloride

Spermidine BioUltra, for molecular biology, ≥99.5% (GC)

Sigma-Aldrich

85558

Spermidine

Spermidine 0.1 M solution

Sigma-Aldrich

05292

Spermidine 0.1 M solution

Spermine tetrahydrochloride ≥99.0% (AT), powder or crystals

Sigma-Aldrich

85610

Spermine tetrahydrochloride

Putrescine dihydrochloride ≥98% (TLC)

Sigma-Aldrich

P7505

Putrescine dihydrochloride

Spermidine trihydrochloride BioXtra, ≥99.5% (AT)

Sigma-Aldrich

85578

Spermidine trihydrochloride

IP 3 R-Grp75-VDAC1-MCU calcium regulation axis antagonists protect podocytes from apoptosis and decrease proteinuria in an Adriamycin nephropathy rat model
Xu H, et al.
BMC Nephrology, 19(1), 140-140 (2018)
Brugia malayi: transient transfection by microinjection and particle bombardment
Higazi TB, et al.
Experimental Parasitology, 100(2), 95-102 (2002)
Using mammalian GFP reconstitution across synaptic partners (mGRASP) to map synaptic connectivity in the mouse brain.
Feng L, et al.
Nature Protocols, 9(10), 2425-2425 (2014)
H C Ha et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(19), 11140-11145 (1998-09-16)
The polyamines are small organic cations that are absolutely required for eukaryotic cell growth. Although their growth requirements are well established, the molecular functions of the polyamines are ill-defined. Oxidative damage to DNA by reactive oxygen species is a continual
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
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