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85610

Sigma-Aldrich

Spermine tetrahydrochloride

≥99.0% (AT), powder or crystals

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:
3911771
EC Number:
206-189-8
MDL number:
MFCD00012914
UNSPSC Code:
12352200
PubChem Substance ID:
329769394
NACRES:
NA.77

biological source

microbial
synthetic

Quality Level

300

Assay

≥99.0% (AT)

form

powder or crystals

mp

310-311 °C (dec.) (lit.)

solubility

H2O: 0.1 g/mL, clear

storage temp.

room temp

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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anna Czajkowska-Mysłek et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 105, 82-92 (2017-04-04)
Potential adverse reactions among infants and young children could appear after consumption of food containing small amounts of bioactive amines. This study presents the first assessment of biogenic amines occurrence in ready-to-eat vegetable without/with fish, meat and fruit baby products
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
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
Alexis Goichon et al.
The American journal of clinical nutrition, 102(2), 359-367 (2015-06-26)
Amino acids are well known to be key effectors of gut protein turnover. We recently reported that enteral delivery of proteins markedly stimulated global duodenal protein synthesis in carbohydrate-fed healthy humans, but specifically affected proteins remain unknown. We aimed to
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