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Synthesis and molecular recognition of phosphatidylinositol-3-methylenephosphate.

ABSTRACT: [reaction: see text] Phosphatidylinositol-3-phosphate (PtdIns(3)P) is a spatial regulator of vesicular trafficking and other vital cellular processes. We describe the asymmetric total synthesis of a metabolically stabilized analogue, phosphatidylinositol-3-methylenephosphate (PtdIns(3)MP) from a differentially protected myo-inositol. NMR studies of PtdIns(3)MP bound to the (15)N-labeled FYVE domain showed significant (1)H and (15)N chemical shift changes relative to the unliganded protein.

SUBMITTER: Gajewiak J

PROVIDER: S-EPMC2535797 | biostudies-literature | 2006 Jun

REPOSITORIES: biostudies-literature

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Synthesis and molecular recognition of phosphatidylinositol-3-methylenephosphate.

Gajewiak Joanna J Xu Yong Y Lee Stephanie A SA Kutateladze Tatiana G TG Prestwich Glenn D GD

Organic letters 20060601 13

[reaction: see text] Phosphatidylinositol-3-phosphate (PtdIns(3)P) is a spatial regulator of vesicular trafficking and other vital cellular processes. We describe the asymmetric total synthesis of a metabolically stabilized analogue, phosphatidylinositol-3-methylenephosphate (PtdIns(3)MP) from a differentially protected myo-inositol. NMR studies of PtdIns(3)MP bound to the (15)N-labeled FYVE domain showed significant (1)H and (15)N chemical shift changes relative to the unliganded protein. ...[more]

PMID: 16774263

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Chemical synthesis and molecular recognition of phosphatase-resistant analogues of phosphatidylinositol-3-phosphate.

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Molecular basis of phosphatidylinositol 4-phosphate and ARF1 GTPase recognition by the FAPP1 pleckstrin homology (PH) domain.

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2009-04-21 | GSE12175 | GEO

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