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Key Documents

S2876

Sigma-Aldrich

Spermine tetrahydrochloride

powder or crystals, NMDA agonist/antagonist

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:
Molecular Weight:
348.18
Beilstein:
3911771
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Product Name

Spermine tetrahydrochloride, powder or crystals

form

powder or crystals

Quality Level

mp

310-311 °C (dec.) (lit.)

solubility

water, high purity: 100 mg/ml

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

Gene Information

human ... GRIN1(2902)

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Application

Spermine tetrahydrochloride was used to precipitate DNA for flow cytometric analysis from fresh frozen breast cancer tissue, archival tissue of salivary gland, renal and thyroid tumors and red blood cells of chicken.
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).
Mixed NMDA agonist/antagonist at the polyamine site. Role in cellular proliferation and differentiation; inhibits neuronal nitric oxide synthase (nNOS).
Spermine, a polyamine, is derived from spermidine and is required for cell growth in eukaryotes. It acts as regulator of gene expression, inhibits DNA damage and protects the cells from damage by acting as free radical scavenger. In proteomics studies, spermine mediates rapid crystallization of DNA-binding proteins.

Preparation Note

Spermine tetrahydrochloride yields clear, colorless to light yellow solution in water at 100 mg/ml.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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