An acetyl derivative of spermidine
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N1-Acetylspermidine (hydrochloride)

Item No. 9001535

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[3-[(4-aminobutyl)amino]propyl]-acetamide, dihydrochloride
CAS Number
34450-16-3
Synonyms
  • N1-AcSPD
Molecular Formula
C9H21N3O • 2HCl
Formula Weight
260.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 0.1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CC(NCCCNCCCCN)=O.Cl.Cl
InChi Code
InChI=1S/C9H21N3O.2ClH/c1-9(13)12-8-4-7-11-6-3-2-5-10;;/h11H,2-8,10H2,1H3,(H,12,13);2*1H
InChi Key
IVLOLMVLUOGVCZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $72

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    5 mg

    $304

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    10 mg

    $537

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    Product Description

    N1-Acetylspermidine is an acetyl derivative of spermidine (Item No. 14918) that acts as a substrate for polyamine oxidase (PAO).1 In peroxisomes, PAO oxidizes N1-acetylspermidine to 3-acetamidopropanal and putrescine, a positively charged polyamine that binds DNA and is involved in various cellular processes including cell division, differentiation, and membrane function.2,3,4,5 N1-Acetylspermidine has been used to examine the interaction between DNA and polyamines during the cleavage of phosphodiester bonds at apurinic/apyrimidinic sites in DNA.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takao, K., Sugita, Y., and Shirahata, A. Assay of N1-acetylpolyamine oxidase activity with N1,N11-didansylnorspermine as the substrate by ion-pair reversed phase high performance liquid chromatography. Biol. Pharm. Bull. 33(7), 1089-1094 (2010).

    2. Gawandi, V., and Fitzpatrick, P.F. The synthesis of deuterium-labeled spermine, N1-acetylspermine and N1-acetylspermidine. J. Labelled Comp. Radiopharm. 50(7), 666-670 (2007).

    3. Gill, S.S., and Tuteja, N. Polyamines and abiotic stress tolerance in plants. Plant Signal. Behav. 5(1), 26-33 (2010).

    4. Prunotto, M., Compagnone, A., Bruschi, M., et al. Endocellular polyamine availability modulates epithelial-to-mesenchymal transition and unfolded protein response in MDCK cells. Lab Invest. 90(6), 929-939 (2010).

    5. Babbar, N., Ignatenko, N.A., Casero, R.A., Jr., et al. Cyclooxygenase-independent induction of apoptosis by sulindac sulfone is mediated by polyamines in colon cancer. The Journal of Biological Chemisty 278(48), 47762-47775 (2003).

    6. Haukanes, B.I., Szajko, K., and Helland, D.E. Action of spermidine, N1-acetylspermidine, and N8-acetylspermidine at apurinic sites in DNA. FEBS Lett. 269(2), 389-393 (1990).

    Product Citations

    Sandusky-Beltran, L.A., Kovalenko, A., Placides, D.S., et al. Aberrant AZIN2 and polyamine metabolism precipitates tau neuropathology. J. Clin. Invest. 131(4), 126299 (2021).

    Hai, Y., Shinsky, S.A., Porter, N.J., et al. Histone deacetylase 10 structure and molecular function as a polyamine deacetylase. Nat. Commun. 8:15368, (2017).