[Enantioselective Synthesis of (R)- and (S)-3-Methylspermidines]

Bioorg Khim. 2015 Sep-Oct;41(5):612-8. doi: 10.1134/s1068162015050064.
[Article in Russian]

Abstract

Earlier unknown enantiomerically pure (R)- and (S)-1,8-diamino-3-methyl-4-azaoctane's (3-MeSpd's) were synthesized with high overall yields and optical purity starting from commercially available R- and S-isomers of N-Boc-2-aminopropanol-1. Application of R- and S-isomers of 3-MeSpd for the investigation of the stereospecificity of spermidine transporter and peculiarities of deoxyhypusine synthase reaction are discussed.

Publication types

  • English Abstract
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cell Line, Tumor
  • Humans
  • Molecular Structure
  • Oxidoreductases Acting on CH-NH Group Donors / chemistry
  • Spermidine / analogs & derivatives*
  • Spermidine / chemical synthesis*
  • Spermidine / chemistry
  • Spermidine / metabolism
  • Stereoisomerism

Substances

  • Oxidoreductases Acting on CH-NH Group Donors
  • deoxyhypusine synthase
  • Spermidine