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55513

Supelco

Spermine

analytical standard

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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:
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

Certificates of Analysis (COA)

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An activity-dependent spermine-mediated mechanism that modulates glutamate transmission.
Domenico E Pellegrini-Giampietro
Trends in neurosciences, 26(1), 9-11 (2002-12-24)
Mg-ATP binding: its modification by spermine, the relevance to cytosolic Mg2+ buffering, changes in the intracellular ionized Mg2+ concentration and the estimation of Mg2+ by 31P-NMR.
D Lüthi et al.
Experimental physiology, 84(2), 231-252 (1999-05-05)
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
Anthony E Pegg et al.
Cellular and molecular life sciences : CMLS, 67(1), 113-121 (2009-10-28)
Spermine is present in many organisms including animals, plants, some fungi, some archaea, and some bacteria. It is synthesized by spermine synthase, a highly specific aminopropyltransferase. This review describes spermine synthase structure, genetics, and function. Structural and biochemical studies reveal
Gui-Xin Ruan et al.
Molecular pharmaceutics, 11(10), 3322-3329 (2014-04-17)
The incidence of hepatic diseases continuously increases worldwide and causes significant mortality because of inefficient pharmacotherapy. Gene therapy is a new strategy in the treatment of hepatic diseases, but the disadvantages of insufficient retention in the liver and undesirable side
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