295778-32-4

Basic information

• Product Name: [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone
• Synonyms: [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone
• CAS NO: 295778-32-4
• Molecular Weight: 183.165
• Mol File: 295778-32-4.mol

Chemical Properties

• CAS DataBase Reference: [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone(295778-32-4)
• EPA Substance Registry System: [3-13C]-2,3-dimethoxy-5-methyl-para-benzoquinone(295778-32-4)

Safety Data

• Hazardous Substances Data: 295778-32-4(Hazardous Substances Data)

Upstream product

• 426835-04-3 [2-13C]-3-methoxy-6-methyl-2-cyclohexenone trimethylsilyl enol ether 
• 426835-06-5 [2-13C]-2,4-dibromo-3-methoxy-6-methylphenol 
• 426835-07-6 [2-13C]-2-bromo-3-methoxy-6-methyl-para-benzoquinone 
• 426835-05-4 [2-13C]-3-methoxy-6-methylphenol 

Relevant articles and documents

Synthesis and spectroscopic characterization of [5-13C]- and [6-13C]ubiquinone-10 for studies of bacterial photosynthetic reaction centers

This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-13C]- and [3-13C]ubiquinone-0 and of [5-13C]- and [6-13C]ubiquinone-10. A scheme based on the synthetic approach to [5-13C]ubiquinone-10 has been worked out for the synthesis of ubiquinones 13C-labeled at any individual position and at every combination of positions in the quinone ring. The [5-13C]- and [6-13C]ubiquinone-10 isotopomers were incorporated into the QA-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of QA with a dynamic perturbation involving the 4-carbonyl functionality.