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85578

Sigma-Aldrich

Spermidine trihydrochloride

BioXtra, ≥99.5% (AT)

Synonym(s):

N-(3-Aminopropyl)-1,4-butanediamine trihydrochloride

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About This Item

Linear Formula:
NH2(CH2)3NH(CH2)4NH2 · 3HCl
CAS Number:
334-50-9
Molecular Weight:
254.63
Beilstein:
3552356
EC Number:
206-379-0
MDL number:
MFCD00012918
UNSPSC Code:
12352116
PubChem Substance ID:
57653005
NACRES:
NA.26

product line

BioXtra

Quality Level

100

Assay

≥99.0% (TLC)
≥99.5% (AT)

form

powder

impurities

insoluble matter, passes filter test

pH

3.0-6.0 (25 °C, 1 M in H2O)

mp

257-259 °C (lit.)

solubility

H2O: 1 M at 20 °C, clear, 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: ≤10 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: 0.1

SMILES string

Cl[H].Cl[H].Cl[H].NCCCCNCCCN

InChI

1S/C7H19N3.3ClH/c8-4-1-2-6-10-7-3-5-9;;;/h10H,1-9H2;3*1H

InChI key

LCNBIHVSOPXFMR-UHFFFAOYSA-N

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General description

Spermidine trihydrochloride is an aliphatic polyamine. Its crystalline structure has been studied. It has been reported to preserve the nuclei and prevent proteolytic degradation of histones during the macronuclei isolation from Tetrahymena pyriformis.

Application

Spermidine trihydrochloride is used for the following applications:
  • DNA extraction and restriction endonuclease digestion
  • Nuclear transplantation
  • During the chemical analyses of the squid species Todaropsis eblanae
  • As one of the agents in intercalating drug.
  • Platelet aggregation
It may be used in the synthesis of palladium complexes like [sperH3]2[PdCl4]3, [PdCl2(sperH)]2[PdCl4], and [(PdCl2)3(sper)2] by reacting with K2PdCl4 and PdCl2.

Biochem/physiol Actions

Inhibits neuronal nitric oxide synthase (nNOS). Binds and precipitates DNA; may be used for purification of DNA binding proteins. Stimulates T4 polynucleotide kinase activity.

Caution

Solutions should be sterile-filtered, not autoclaved, if sterile solution is necessary. Spermidine deaminates with time; solutions should be stored frozen. Prepare new solutions frequently.

Other Notes

Buffer component for chromosome isolation in bivariate flow cytogenetic analysis and sorting.

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)

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C Navarro-Ranninger et al.
Journal of inorganic biochemistry, 46(4), 267-279 (1992-06-01)
By reaction of spermidine trihydrochloride with K2PdCl4 and PdCl2 at different pH's, we have synthesized the [sperH3]2[PdCl4]3 (I), [PdCl2(sperH)]2[PdCl4] (II), and [(PdCl2)3(sper)2] (III) compounds. The structure of these compounds was studied by IR and 1H NMR; complex II was analyzed
M A Gorovsky et al.
The Journal of cell biology, 61(1), 134-145 (1974-04-01)
Histone fraction F1 has been isolated and purified from macronuclei of the ciliated protozoan, Tetrahymena pyriformis. In many respects, Tetrahymena F1 is similar to that of other organisms. It is the only Tetrahymena histone soluble in 5% perchloric acid or
J R Gibson et al.
Journal of clinical microbiology, 36(9), 2580-2585 (1998-08-15)
Amplified-fragment length polymorphism (AFLP) analysis is the name given to a genotypic technique in which adapter oligonucleotides are ligated to restriction enzyme fragments and then used as target sites for primers in a PCR amplification process. The amplified fragments are
The crystal structure of spermidine trihydrochloride.
Giglio E, et al.
Acta Crystallographica, 20(5), 683-688 (1966)
Y Wakamatsu et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(3), 1071-1076 (2001-02-07)
Fertile and diploid nuclear transplants were successfully generated by using embryonic cells as donors in a small laboratory fish, medaka (Oryzias latipes). Embryonic cell nuclei from transgenic fish carrying the green fluorescent protein (GFP) gene were transplanted into unfertilized eggs
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