Article

Letters in Peptide Science

, Volume 6, Issue 2, pp 157-163

First online:

Synthesis of hydroxamic acids using SynPhase crowns: Development of the hydroxylamine trityl linker

  • Nicholas J. EdeAffiliated withChiron Technologies Pty. Ltd. Email author 
  • , Ian W. JamesAffiliated withChiron Technologies Pty. Ltd.
  • , Beata M. KrywultAffiliated withChiron Technologies Pty. Ltd.
  • , Rachael M. GriffithsAffiliated withChiron Technologies Pty. Ltd.
  • , Susan N. EagleAffiliated withChiron Technologies Pty. Ltd.
  • , Ben GubbinsAffiliated withChiron Technologies Pty. Ltd.
  • , Jeffrey A. LeitchAffiliated withChiron Technologies Pty. Ltd.
  • , Wayne R. SampsonAffiliated withChiron Technologies Pty. Ltd.
  • , Andrew M. BrayAffiliated withChiron Technologies Pty. Ltd.

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Summary

The synthesis of peptide and small molecule hydroxamic acids utilising SynPhase crowns is demonstrated. A hydroxylamine trityl linker is generated from chlorotrityl derivatised Synphase crowns by reaction with N-hydroxyphthalimide followed by subsequent deprotection. The loading of hydroxylamine crowns is quantified spectrophotometrically by measuring phthalhydrazide absorbance at 346 nm.

Key words

hydroxamic acid linker multiple synthesis solid phase organic chemistry