Diamines & Polyamines

Diamines & Polyamines

Published on 29.01.2014

Compounds like putrescine, spermidine, and spermine play important roles in a many biological functions. Many of them are excellent targets for oncology studies and other fields of medicinal chemistry.
Find in our new brochure Diamines & Polyamines our possibilities for custom synthesis and a set over 100 available derivatives.

Compounds like putrescine, spermidine, and spermine play important roles in both eukaryotic and prokaryotic cells and show many other different biological functions. Most eukaryotic cells have a polyamine transporter system on their cell membrane that facilitates the internalization of exogenous polyamines. This system is highly active in rapidly proliferating cells and is the target of many sophisticated chemotherapeutics currently under development.

They also have been found to act as promoters of programmed ribosomal frame shifting during translation, as modulators of a variety of ion channels and receptors and play an important role in cell growth pathways. Participation in initiating the expression of SOS response of Colicin E7 operon, down-regulation of proteins that are essential for colicin E7 uptake, enhancing the permeability of the blood–brain barrier, binding to DNA as cations are only a few of many other biological functions and targets for drug development either as carrier or as structural key element.

 

References:

  • Rato C, Amirova S.R, Bates D.G, Stansfield I, Wallace H.M. "Translational recoding as a feedback controller: systems approaches reveal polyamine-specific effects on the antizyme ribosomal frameshift". Nucleic Acid Res. 2011; 39(11): 4587–4597. doi:10.1093/nar/gkq1349.
  • Wang C, Delcros JG, Cannon L et al.. "Defining the molecular requirements for the selective delivery of polyamine conjugates into cells containing active polyamine transporters". J. Med. Chem. 2003; 46(24): 5129–38. doi:10.1021/jm030223a.
  • Pan YH, Liao CC. "The critical roles of polyamines regulating ColE7 production and restricting ColE7 uptake of the colicin-producing Escherichia coli". JBC 2006; 281: 13083–13091.
  • Zhang L, Lee HK, Pruess TH, White HS, Bulaj G. "Synthesis and applications of polyamine amino acid residues: improving the bioactivity of an analgesic neuropeptide, neurotensin". J. Med. Chem. 2009; 52(6): 1514–7. doi:10.1021/jm801481y.
  • Pandey S, Ranade SA, Nagar PK, Kumar N. "Role of polyamines and ethylene as modulators of plant senescence". J. Biosci. 2000; 25(3): 291–9. doi:10.1007/BF02703938.

Custom Synthesis of Polyamines


We have technology available to custom manufacture Any Type of Polyamine with the following parameters:


  • - Polyamines containing any number from 2 to 8 Nitrogens
  • - Spacers with different numbers of Carbons (a to h)
  • - Bearing additional and different residues or protecting groups at any Nitrogen (R1 to R8)
  • - Linear or branched structures of your choice
  • - Any cyclic structures


A small example of available Spermidines and Spermines:



Find many examples online or in our new brochure