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Literature DB >> 16113730

Structure elucidation of a novel family of mycolactone toxins from the frog pathogen Mycobacterium sp. MU128FXT by mass spectrometry.

Hui Hong¹, Tim Stinear, Paul Skelton, Jonathan B Spencer, Peter F Leadlay.

Abstract

Structures are proposed, based on LC-ion trap MSn analysis and high-resolution FTICR MS/MS analysis, for a novel family of mycolactone toxins isolated from the frog pathogen MU128FXT and differing from those produced by the human pathogen M. ulcerans MUAgy99 in having an altered polyketide side chain.

Entities: Chemical Disease Gene Species

Mesh：

Substances：

Year: 2005 PMID： 16113730 DOI： 10.1039/b506835e

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

19 in total

1. Total Synthesis of Mycolactones A and B.

Authors: Fengbin Song; Steve Fidanze; Andrew B Benowitz; Yoshito Kishi
Journal: Tetrahedron Date: 2007-06-25 Impact factor: 2.457

2. Evolution of Mycobacterium ulcerans and other mycolactone-producing mycobacteria from a common Mycobacterium marinum progenitor.

Authors: Marcus J Yip; Jessica L Porter; Janet A M Fyfe; Caroline J Lavender; Françoise Portaels; Martha Rhodes; Howard Kator; Angelo Colorni; Grant A Jenkin; Tim Stinear
Journal: J Bacteriol Date: 2006-12-15 Impact factor: 3.490

3. Highly stereoselective total synthesis of fully hydroxy-protected mycolactones A and B and their stereoisomerization upon deprotection.

Authors: Guangwei Wang; Ning Yin; Ei-ichi Negishi
Journal: Chemistry Date: 2011-03-15 Impact factor: 5.236

Structure elucidation of a novel family of mycolactone toxins from the frog pathogen Mycobacterium sp. MU128FXT by mass spectrometry.

1. Total Synthesis of Mycolactones A and B.

2. Evolution of Mycobacterium ulcerans and other mycolactone-producing mycobacteria from a common Mycobacterium marinum progenitor.

3. Highly stereoselective total synthesis of fully hydroxy-protected mycolactones A and B and their stereoisomerization upon deprotection.

4. Scalable and efficient synthesis of the mycolactone core.

5. Chemistry of mycolactones, the causative toxins of Buruli ulcer.

Review 6. Buruli ulcer: reductive evolution enhances pathogenicity of Mycobacterium ulcerans.

Review 7. The chemistry and biology of mycolactones.

8. Complete genome sequence of the frog pathogen Mycobacterium ulcerans ecovar Liflandii.

9. Synthesis and structure of mycolactone E isolated from frog mycobacterium.

10. Elimination of benzene from protonated N-benzylindoline: benzyl cation/proton transfer or direct proton transfer?