Chemoenzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-d-erythritol: a substrate for IspE

Prabagaran Narayanasamy, Hyungjin Eoh, Dean C. Crick

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

Enantiomerically pure 2-C-methyl-d-erythritol 4-phosphate 1 (MEP) is synthesized from 1,2-O-isopropylidene-α-d-xylofuranose via facile benzylation in good yield. Subsequently, 1 is used for enzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-d-erythritol 2 (CDP-ME) using 4-diphosphocytidyl-2-C-methyl-d-erythritol synthase (IspD). The chemoenzymatically synthesized 2 can be used as substrate for assay of IspE and for high throughput screening to identify IspE inhibitors.

Original languageEnglish (US)
Pages (from-to)4461-4463
Number of pages3
JournalTetrahedron Letters
Volume49
Issue number29-30
DOIs
StatePublished - Jul 21 2008

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Erythritol
Cytidine Diphosphate
High-Throughput Screening Assays
Mercaptoethanol
Substrates
Assays
Screening
Throughput
erythritol 4-phosphate
propylene
2-C-methylerythritol 4-phosphate

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Chemoenzymatic synthesis of 4-diphosphocytidyl-2-C-methyl-d-erythritol : a substrate for IspE. / Narayanasamy, Prabagaran; Eoh, Hyungjin; Crick, Dean C.

In: Tetrahedron Letters, Vol. 49, No. 29-30, 21.07.2008, p. 4461-4463.

Research output: Contribution to journalArticle

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