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55513

Supelco

Spermine

analytical standard

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:
71-44-3
Molecular Weight:
202.34
Beilstein:
1750791
EC Number:
200-754-2
MDL number:
MFCD00008215
UNSPSC Code:
85151701
PubChem Substance ID:
329758127
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

≥99.0% (GC)
97.0-103.0% (T)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤0.5% carbonate
≤0.5% spermidine

bp

150 °C/5 mmHg (lit.)

mp

28-30 (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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).

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

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Sigma-Aldrich

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M Zhang et al.
Critical care medicine, 28(4 Suppl), N60-N66 (2000-05-12)
Spermine, a naturally occurring polyamine, is a ubiquitous structural component of all eukaryotic cells. Regenerating tissues produce higher levels of spermine, and injured or dying cells release spermine into the extracellular milieu, so that tissue levels increase significantly at inflammatory
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.
Yoshiyuki Kubo et al.
Experimental eye research, 124, 17-23 (2014-05-20)
The elimination of spermine, the end product of cellular polyamine, from the retina to the blood across the blood-retinal barrier (BRB) was investigated. The in vivo microdialysis study revealed that the elimination of [(3)H]spermine from vitreous humor after vitreous bolus injection
An activity-dependent spermine-mediated mechanism that modulates glutamate transmission.
Domenico E Pellegrini-Giampietro
Trends in neurosciences, 26(1), 9-11 (2002-12-24)
R Amendola et al.
Current cancer drug targets, 9(2), 118-130 (2009-03-12)
The natural polyamines (PA), putrescine (PUT), spermidine (SPD) and spermine (SPM) are ubiquitous constituents of eukaryotic cells. The increase of PA in malignant and proliferating cells attracted the interest of scientists during last decades, addressing PA depletion as a new
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