Literature DB >> 10632068

Synthesis of all possible regioisomers of scyllo-inositol phosphate.

S K Chung1, Y U Kwon, Y T Chang, K H Sohn, J H Shin, K H Park, B J Hong, I H Chung.   

Abstract

scyllo-Inositol is the all equatorial stereoisomer of myo-inositol. All possible 12 regioisomers of scyllo-inositol phosphate were synthesized for the first time via a scyllo-inositol benzoate intermediate, which was derived from a myo-inositol derivative. The stereoinversion of myo-inositol into scyllo-inositol was accomplished by Mitsunobu reaction of the vicinal cis-diol. The requisite intermediates, scyllo-inositol benzoates were obtained by benzoyl migration or random benzoylation, and phosphorylated to give scyllo-IPn.

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Year:  1999        PMID: 10632068     DOI: 10.1016/s0968-0896(99)00183-2

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  2 in total

Review 1.  The "Other" Inositols and Their Phosphates: Synthesis, Biology, and Medicine (with Recent Advances in myo-Inositol Chemistry).

Authors:  Mark P Thomas; Stephen J Mills; Barry V L Potter
Journal:  Angew Chem Int Ed Engl       Date:  2015-12-22       Impact factor: 15.336

2.  scyllo-inositol pentakisphosphate as an analogue of myo-inositol 1,3,4,5,6-pentakisphosphate: chemical synthesis, physicochemistry and biological applications.

Authors:  Andrew M Riley; Melanie Trusselle; Paul Kuad; Michal Borkovec; Jaiesoon Cho; Jae H Choi; Xun Qian; Stephen B Shears; Bernard Spiess; Barry V L Potter
Journal:  Chembiochem       Date:  2006-07       Impact factor: 3.164

  2 in total

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