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85605

Sigma-Aldrich

Spermine tetrahydrochloride

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

Synonym(s):

N,N′-Bis(3-aminopropyl)-1,4-butanediamine tetrahydrochloride

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About This Item

Empirical Formula (Hill Notation):
C10H26N4 · 4HCl
CAS Number:
306-67-2
Molecular Weight:
348.18
Beilstein/REAXYS Number:
3911771
EC Number:
206-189-8
MDL number:
MFCD00012914
UNSPSC Code:
12352116
PubChem Substance ID:
57653056
NACRES:
NA.26

grade

for molecular biology

Quality Level

300

product line

BioUltra

assay

≥99.5% (AT)

form

powder

impurities

DNases, none detected
 RNases, none detected
 insoluble matter, passes filter test
 phosphatases, none detected
 proteases, none detected

pH

4.5-7.0 (25 °C, 1 M in H2O)

mp

310-311 °C (dec.) (lit.)

solubility

H2O: 1 m at 20 °C, clear, colorless to almost colorless

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

1 M in H2O

UV absorption

λ: 260 nm Amax: 0.2
λ: 280 nm Amax: 0.15

SMILES string

Cl.Cl.Cl.Cl.NCCCNCCCCNCCCN

InChI

1S/C10H26N4.4ClH/c11-5-3-9-13-7-1-2-8-14-10-4-6-12;;;;/h13-14H,1-12H2;4*1H

InChI key

XLDKUDAXZWHPFH-UHFFFAOYSA-N

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Application

Used to precipitate DNA from low salt aqueous buffers.

Biochem/physiol Actions

Mixed NMDA 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).
Mixed NMDA agonist/antagonist at the polyamine site. Plays a role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).

Other Notes

Spermine precipitation of DNA

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Spermine precipitation of DNA.
D.M. Wallace
Methods in Enzymology, 152, 46-46 (1987)
Naoki Ochi
Journal of chromatography. A, 1601, 115-120 (2019-06-24)
A simple and accurate method was developed for the quantitative determination of eight biogenic amines (cadaverine, histamine, 2-phenylethylamine, putrescine, spermidine, spermine, tryptamine, and tyramine) in salted mackerel fillet. The eight biogenic amines in the samples were extracted with 5% trichloroacetic
Yong Kee Choi et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 19(2), 77-84 (2008-10-11)
Levels of ionotropic glutamate (Glu) N-methyl-d-aspartic acid (NMDA), 2-amino-3-(3-hydroxy-5-methyl-isoxazol-4-yl)propionic acid (AMPA), and kainic acid (KA) receptors in forebrain regions of juvenile rats (age 42 days) were quantified after 3 weeks of treatment with three different doses of risperidone (0.3, 1.0
Enzo Agostinelli et al.
International journal of oncology, 45(3), 1109-1122 (2014-06-28)
It has been confirmed that multidrug resistant (MDR) melanoma cells (M14 ADR2) are more sensitive than their wild-type counterparts (M14 WT) to H2O2 and aldehydes, the products of bovine serum amine oxidase (BSAO)-catalyzed oxidation of spermine. The metabolites formed by
Desiree Bailey et al.
Pharmacology, biochemistry, and behavior, 133, 57-64 (2015-04-01)
The aim of this study was to examine the acute effect of a range of novel hydroxycinnamic acid derivatives of spermine on the development of spermine-induced CNS excitation and convulsions in female Laca mice, and to assess the chronic adverse
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