Asymmetric Syntheses of L,L- and L,D-di-myo-inositol-1,1'-phosphate and their behavior as stabilizers of enzyme activity at extreme temperatures

Christina M Longo; Yang Wei; Mary F Roberts; Scott J Miller

doi:10.1002/anie.200900480

Asymmetric Syntheses of L,L- and L,D-di-myo-inositol-1,1'-phosphate and their behavior as stabilizers of enzyme activity at extreme temperatures

Angew Chem Int Ed Engl. 2009;48(23):4158-61. doi: 10.1002/anie.200900480.

Authors

Christina M Longo¹, Yang Wei, Mary F Roberts, Scott J Miller

Affiliation

¹ Department of Chemistry, Yale University, 225 Prospect Street, New Haven, CT 06520-4900, USA.

Abstract

The big "DIP"per: The preparation of both l,l-DIP and l,d-DIP (see structures) involves a complex case of double asymmetric induction in the key step of the synthesis. The differential ability of each isomer to contribute to thermoprotection in the context of a key enzyme has been assessed and both isomers of DIP are shown to possess biological activity.

Publication types

Research Support, N.I.H., Extramural
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Archaeoglobus fulgidus / enzymology
Catalysis
Enzyme Stability*
Hot Temperature*
Inositol Phosphates / chemical synthesis*
Inositol Phosphates / chemistry
Isomerism
Thermotoga maritima / enzymology

Substances

Inositol Phosphates
di-myo-inositol-1,1'-phosphate

Abstract

Publication types

MeSH terms

Substances

Grants and funding