An acetyl derivative of spermine
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N1,N12-Diacetylspermine (hydrochloride)

Item No. 17918

Technical Information
Formal Name
N,N'-[1,4-butanediylbis(imino-3,1-propanediyl)]bis-acetamide, dihydrochloride
CAS Number
77928-71-3
Synonyms
  • BAS
Molecular Formula
C14H30N4O2 • 2HCl
Formula Weight
Purity
≥95%
A crystalline solid
DMSO: 0.2 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CC(NCCCNCCCCNCCCNC(C)=O)=O.Cl.Cl
InChi Code
InChI=1S/C14H30N4O2.2ClH/c1-13(19)17-11-5-9-15-7-3-4-8-16-10-6-12-18-14(2)20;;/h15-16H,3-12H2,1-2H3,(H,17,19)(H,18,20);2*1H
InChi Key
NQNXERHVLXYXRO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N1,N12-Acetylspermine is a diacetylated 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 Upregulation of N1,N12-acetylspermine has been linked to the incidence of cancer, making this natural polyamine a potential biomarker for cancer detection.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. Johnson, C.H., Dejea, C.M., Edler, D., et alMetabolism links bacterial biofilms and colon carcinogenesis. Cell Metab. 21(6), 891-897 (2015).