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Merck

S4264

Sigma-Aldrich

Spermine

suitable for cell culture, BioReagent

Sinónimos:

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

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About This Item

Fórmula lineal:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
Número de CAS:
Peso molecular:
202.34
Beilstein:
1750791
Número CE:
Número MDL:
Código UNSPSC:
12352204
ID de la sustancia en PubChem:
NACRES:
NA.75

origen biológico

microbial
synthetic

Nivel de calidad

Línea del producto

BioReagent

Análisis

≥96%

formulario

solid

técnicas

cell culture | mammalian: suitable

bp

150 °C/5 mmHg (lit.)

mp

28-30 (lit.)

solubilidad

H2O: 50 mg/mL

temp. de almacenamiento

2-8°C

cadena 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

Clave InChI

PFNFFQXMRSDOHW-UHFFFAOYSA-N

Información sobre el gen

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

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Aplicación

Spermine has been used:
  • in the buffer, to swap the divalent cations in the MgSO4 protocol to stabilize the integrity of the chromosomes
  • in the preparation of modified mica surfaces from freshly cleaved mica surfaces
  • to study its effects on survival in mice with sepsis and to estimate the role of spermine in lethal systemic inflammatory diseases

Acciones bioquímicas o fisiológicas

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).
Spermine together with putrescine and spermidine compose a family of polyamines (polycations) that are required for the growth and survival of the vast majority of living cells. Polyamines interact with negatively charged molecules such as proteoglycans, glycated proteins and nucleic acids (DNA and RNA). Biogenic polyamines are found to modulate protein synthesis at different levels. This effect may be explained by the ability of polyamines to bind and influence the secondary structure of tRNA, mRNA, and rRNA. Spermine also helps stabilize nucleic acid helical structure and the conformation of glycated proteins such as the histones. Spermine and spermidine are components of various nucleic acid transfection protocols.

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).

Producto relacionado

Referencia del producto
Descripción
Precios

Pictogramas

Corrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Eye Dam. 1 - Skin Corr. 1B

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


Certificados de análisis (COA)

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Dong M, et al.
Journal of Immunology, 178(5), 3016-3022 (2007)
Fractionation of chromosome 15 with an affinity-based approach using magnetic beads
Vitharana S N and Wilson G S
Genomics, 87(1), 158-164 (2006)
Miyuki Murata et al.
Current eye research, 42(12), 1674-1683 (2017-09-25)
Purpose/Aim of the study: To explore the possible role of vascular adhesion protein-1 (VAP-1) via its enzymatic function as a semicarbazide-sensitive amine oxidase (SSAO) in the pathogenesis of proliferative diabetic retinopathy (PDR). The levels of soluble VAP-1/SSAO and the unsaturated
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
Navasona Krishnan et al.
Nature chemical biology, 10(7), 558-566 (2014-05-23)
PTP1B, a validated therapeutic target for diabetes and obesity, has a critical positive role in HER2 signaling in breast tumorigenesis. Efforts to develop therapeutic inhibitors of PTP1B have been frustrated by the chemical properties of the active site. We define

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