An acetyl derivative of spermine
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Biochemicals
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Enzyme Substrates

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Cancer

N1-Acetylspermine (hydrochloride)

Item No. 17919

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[3-[[4-[(3-aminopropyl)amino]butyl]amino]propyl]-acetamide, trihydrochloride
CAS Number
77928-70-2
Molecular Formula
C12H28N4O • 3HCl
Formula Weight
353.8
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 50 mg/ml
SMILES
CC(NCCCNCCCCNCCCN)=O.Cl.Cl.Cl
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $65

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    10 mg

    $124

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    25 mg

    $293

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    50 mg

    $553

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    Cayman Chemical
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    Product Description

    N1-Acetylspermine is a monoacetylated derivative of spermine (Item No. 18041), an endogenous polyamine synthesized from spermidine (Item No. 14918), that displays lower Km and higher Vmax values than spermine, making it a better substrate of polyamine oxidase than the non-acetylated polyamine.1 Spermine is required for eukaryotic cell growth and protein synthesis and is involved in the modulation of calcium-dependent immune processes.2,3 N1-Acetylspermine has been used to study the uptake of the anticancer polyamine analog bleomycin-A5 by the human carnitine transporter SLC22A16.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bolkenius, F.N., and Seiler, N. Acetylderivatives as intermediates in polyamine catabolism. Int. J. Biochem. 13(3), 287-292 (1981).

    2. Wallace, H.M., Fraser, A.V., and Hughes, A. A perspective of polyamine metabolism. Biochem. J. 376(Pt 1), 1-14 (2003).

    3. Igarashi, K., and Kashiwagi, K. Polyamines: Mysterious modulators of cellular functions. Biochem. Biophys. Res. Commun. 271(3), 559-564 (2000).

    4. Aouida, M., Poulin, R., and Ramotar, D. The human carnitine transporter SLC22A16 mediates high affinity uptake of the anticancer polyamine analogue bleomycin-A5. The Journal of Biological Chemisty 285(9), 6275-6284 (2010).