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S4264

Sigma-Aldrich

Spermine

BioReagent, suitable for cell culture

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Synonym(s):
N,N′-Bis(3-aminopropyl)-1,4-diaminobutane, Gerontine, Musculamine, Neuridine
Linear Formula:
NH2(CH2)3NH(CH2)4NH(CH2)3NH2
CAS Number:
Molecular Weight:
202.34
Beilstein/REAXYS Number:
1750791
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.75

biological source

microbial
synthetic

product line

BioReagent

assay

≥96%

form

solid

technique(s)

cell culture | mammalian: suitable

bp

150 °C/5 mmHg (lit.)

mp

28-30 (lit.)

solubility

H2O: 50 mg/mL

storage temp.

2-8°C

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

Gene Information

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

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1 of 4

This Item
S32568559085558
vibrant-m

S4264

Spermine

-
vibrant-m

S3256

Spermine

-
vibrant-m

85590

Spermine

-
vibrant-m

85558

Spermidine

Premium Grade
Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

Gene Information

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

Gene Information

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

Gene Information

-

Gene Information

rat ... Ppm1a(24666)

biological source

microbial, synthetic

biological source

microbial, synthetic

biological source

microbial, synthetic

biological source

-

form

solid

form

-

form

crystalline (chunks)

form

-

solubility

H2O: 50 mg/mL

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 0.05 g/mL, clear, colorless

solubility

H2O: 1 M at 20 °C, clear, colorless

Application

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

Biochem/physiol Actions

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).

related product

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Spermidine analytical standard

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49761

Spermidine

Putrescine analytical standard

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51799

Putrescine

STRYCHNINE-N-OXIDE TRIHYDRATE AldrichCPR

S450162

STRYCHNINE-N-OXIDE TRIHYDRATE

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
Dong M, et al.
Journal of Immunology, 178(5), 3016-3022 (2007)
Marcin Wawrzyniak et al.
Pharmacology research & perspectives, 9(4), e00837-e00837 (2021-07-22)
Asthma is a heterologous disease that is influenced by complex interactions between multiple environmental exposures, metabolism, and host immunoregulatory processes. Specific metabolites are increasingly recognized to influence respiratory inflammation. However, the role of protein-derived metabolites in regulating inflammatory responses in
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

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