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01467

Sigma-Aldrich

N1-Acetylspermine trihydrochloride

≥97.0% (TLC)

Synonym(s):

N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]acetamide trihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C12H28N4O · 3HCl
CAS Number:
Molecular Weight:
353.76
Beilstein:
7052482
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥97.0% (TLC)

SMILES string

Cl[H].Cl[H].Cl[H].CC(=O)NCCCNCCCCNCCCN

InChI

1S/C12H28N4O.3ClH/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13;;;/h14-15H,2-11,13H2,1H3,(H,16,17);3*1H

InChI key

QQSPUTBJDXPUCR-UHFFFAOYSA-N

Application

N1-Acetylspermine trihydrochloride has been used in a study to determine that the human carnitine transporter SLC22A16 mediates high affinity uptake of the anticancer polyamine analogue bleomycin-A5.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Masahiro Sugimoto et al.
Bio-protocol, 10(20), e3797-e3797 (2021-03-05)
Salivary metabolomics have provided the potentials to detect both oral and systemic diseases. Capillary electrophoresis time-of-flight-mass spectrometry (CE-TOFMS) enables the identification and quantification of various charged metabolites. This method has been employed to biomarker discoveries using human saliva samples, especially
Mustapha Aouida et al.
The Journal of biological chemistry, 285(9), 6275-6284 (2009-12-29)
Bleomycin is used in combination with other antineoplastic agents to effectively treat lymphomas, testicular carcinomas, and squamous cell carcinomas of the cervix, head, and neck. However, resistance to bleomycin remains a persistent limitation in exploiting the full therapeutic benefit of
Clara Meana et al.
Journal of cellular and molecular medicine, 20(2), 302-312 (2015-11-19)
Polyamines contribute to several physiological and pathological processes, including cardiac hypertrophy in experimental animals. This involves an increase in ornithine decarboxylase (ODC) activity and intracellular polyamines associated with cyclic adenosine monophosphate (cAMP) increases. The aim of the study was to
Kira Allmeroth et al.
Journal of cell science, 134(9) (2021-05-12)
Stem cell differentiation is accompanied by increased mRNA translation. The rate of protein biosynthesis is influenced by the polyamines putrescine, spermidine and spermine, which are essential for cell growth and stem cell maintenance. However, the role of polyamines as endogenous
Leslie A Sandusky-Beltran et al.
The Journal of clinical investigation, 131(4) (2021-02-16)
Tauopathies display a spectrum of phenotypes from cognitive to affective behavioral impairments; however, mechanisms promoting tau pathology and how tau elicits behavioral impairment remain unclear. We report a unique interaction between polyamine metabolism, behavioral impairment, and tau fate. Polyamines are

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