N1-Acetylspermidine (hydrochloride) (Synonyms: N1-AcSPD)

N1-Acetylspermidine is an acetyl derivative of spermidine 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

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. Biological and Pharmaceutical Bullentin 33(7), 1089-1094 (2010).
2. Gawandi, V., and Fitzpatrick, P.F. The synthesis of deuterium-labeled spermine, N1-acetylspermine and N1-acetylspermidine. Journal of Labelled Compounds and Radiopharmaceuticals 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 transtition 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 Letters 269(2), 389-393 (1990).