Methyl 2''-O-methylgyrophorate

Methyl 2''-O-methylgyrophorate

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Methyl 2''-O-methylgyrophorate
Category Others
Catalog number BBF-05310
CAS
Molecular Weight 496.46
Molecular Formula C26H24O10

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Description

A new lichen tridepside.

Specification

Synonyms 2''-O-methylgyrophoric acid methyl ester; 2''-O-methyl-Methylgyrophorate
IUPAC Name 3-hydroxy-4-((3-methoxy-4-(methoxycarbonyl)-5-methylphenoxy)carbonyl)-5-methylphenyl 2,4-dihydroxy-6-methylbenzoate

Reference Reading

1. Methylation multiplicity and its clinical values in cancer
Xiaofeng Dai, Tiejun Ren, Yuxin Zhang, Nan Nan Expert Rev Mol Med. 2021 Mar 31;23:e2. doi: 10.1017/erm.2021.4.
Methylation at DNA, RNA and protein levels plays critical roles in many cellular processes and is associated with diverse differentiation events, physiological activities and human diseases. To aid in the diagnostic and therapeutic design for cancer treatment utilising methylation, this review provides a boutique yet comprehensive overview on methylation at different levels including the mechanisms, cross-talking and clinical implications with a particular focus on cancers. We conclude that DNA methylation is the sole type of methylation that has been largely translated into clinics and used for, mostly, early diagnosis. Translating the onco-therapeutic and prognostic values of RNA and protein methylations into clinical use deserves intensive efforts. Simultaneous examination of methylations at multiple levels or together with other forms of molecular markers represents an interesting research direction with profound clinical translational potential.
2. Ribosomal RNA 2'- O-methylations regulate translation by impacting ribosome dynamics
Sohail Khoshnevis, R Elizabeth Dreggors-Walker, Virginie Marchand, Yuri Motorin, Homa Ghalei Proc Natl Acad Sci U S A. 2022 Mar 22;119(12):e2117334119. doi: 10.1073/pnas.2117334119. Epub 2022 Mar 16.
SignificanceThe presence of RNA chemical modifications has long been known, but their precise molecular consequences remain unknown. 2'-O-methylation is an abundant modification that exists in RNA in all domains of life. Ribosomal RNA (rRNA) represents a functionally important RNA that is heavily modified by 2'-O-methylations. Although abundant at functionally important regions of the rRNA, the contribution of 2'-O-methylations to ribosome activities is unknown. By establishing a method to disturb rRNA 2'-O-methylation patterns, we show that rRNA 2'-O-methylations affect the function and fidelity of the ribosome and change the balance between different ribosome conformational states. Our work links 2'-O-methylation to ribosome dynamics and defines a set of critical rRNA 2'-O-methylations required for ribosome biogenesis and others that are dispensable.
3. Enzymatic methylation of the amide bond
Haigang Song, James H Naismith Curr Opin Struct Biol. 2020 Dec;65:79-88. doi: 10.1016/j.sbi.2020.06.004. Epub 2020 Jul 10.
The amide bond with its planarity and lack of chemical reactivity is at the heart of protein structure. Chemical methylation of amides is known but was considered too harsh to be accessible to biology. Until last year there was no protein structure in the data bank with an enzymatically methylated amide. The discovery that the natural macrocyclic product, omphalotin is ribosomally synthesized, was not as had been assumed by non-ribosomal peptide synthesis. This was the first definitive evidence that an enzyme could methylate the amide bond. The enzyme, OphMA, iteratively self-hypermethylates its own C-terminus using SAM as cofactor. A second enzyme OphP, a prolyl oligopeptidase cleaves the core peptide from OphMA and cyclizes it into omphalotin. The molecular mechanism for OphMA was elucidated by mutagenesis, structural, biochemical and theoretical studies. This review highlights current progress in peptide N-methylating enzymes.

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