All Photos(1)

85605

Sigma-Aldrich

Spermine tetrahydrochloride

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

Synonym(s):
N,N′-Bis(3-aminopropyl)-1,4-butanediamine tetrahydrochloride
Empirical Formula (Hill Notation):
C10H26N4 · 4HCl
CAS Number:
Molecular Weight:
348.18
Beilstein:
3911771
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

Quality Level

grade

for molecular biology

product line

BioUltra

assay

≥99.5% (AT)

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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...
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...
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...

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