Stereoselective Synthesis of α-Ylidene-β-dicarbonyl Compounds: A Mild PhI(OAc)2-mediated Dehydrogenation Process

2012 ◽  
Vol 41 (9) ◽  
pp. 940-942 ◽  
Author(s):  
Liyan Fan ◽  
Wen Chen ◽  
Kunshan Tang ◽  
Dongbei Wu
Keyword(s):  
Stereoselective Synthesis ◽  
Dicarbonyl Compounds

N-Heterocyclic Carbene Catalyzed Reaction of Enals and 1,2-Dicarbonyl Compounds:  Stereoselective Synthesis of Spiro γ-Butyrolactones

2006 ◽  
Vol 8 (3) ◽  
pp. 507-509 ◽  
Author(s):  
Vijay Nair ◽  
Sreekumar Vellalath ◽  
Manojkumar Poonoth ◽  
Resmi Mohan ◽  
Eringathodi Suresh
Keyword(s):  
Stereoselective Synthesis ◽  
Dicarbonyl Compounds

scholarly journals N-Heterocyclic Carbene Catalyzed Reaction of Enals and 1,2-Dicarbonyl Compounds: Stereoselective Synthesis of Spiro γ-Butyrolactones.

ChemInform ◽  
2006 ◽  
Vol 37 (25) ◽  
Author(s):  
Vijay Nair ◽  
Sreekumar Vellalath ◽  
Manojkumar Poonoth ◽  
Resmi Mohan ◽  
Eringathodi Suresh
Keyword(s):  
Stereoselective Synthesis ◽  
Dicarbonyl Compounds

ChemInform Abstract: Stereoselective Synthesis of Trisubstituted (E)-Iodoalkenes by Indium-Catalyzed syn-Addition of 1,3-Dicarbonyl Compounds to 1-Iodoalkynes.

ChemInform ◽  
2008 ◽  
Vol 39 (36) ◽  
Author(s):  
Hayato Tsuji ◽  
Taisuke Fujimoto ◽  
Kohei Endo ◽  
Masaharu Nakamura ◽  
Eiichi Nakamura
Keyword(s):  
Stereoselective Synthesis ◽  
Dicarbonyl Compounds

Stereoselective Synthesis of TrisubstitutedE-Iodoalkenes by Indium-Catalyzedsyn-Addition of 1,3-Dicarbonyl Compounds to 1-Iodoalkynes

2008 ◽  
Vol 10 (6) ◽  
pp. 1219-1221 ◽  
Author(s):  
Hayato Tsuji ◽  
Taisuke Fujimoto ◽  
Kohei Endo ◽  
Masaharu Nakamura ◽  
Eiichi Nakamura
Keyword(s):  
Stereoselective Synthesis ◽  
Dicarbonyl Compounds

Dicarbonyl derived post-translational modifications: chemistry bridging biology and aging-related disease

2020 ◽  
Vol 64 (1) ◽  
pp. 97-110
Author(s):  
Christian Sibbersen ◽  
Mogens Johannsen
Keyword(s):  
Mass Spectrometry ◽  
Future Research ◽  
Amino Acid Residues ◽  
Post Translational Modification ◽  
Dicarbonyl Compounds ◽  
Protein Targets ◽  
Post Translational Modifications ◽  
Reactive Protein ◽  
Glycation End Products ◽  
Direct Mass Spectrometry

Abstract In living systems, nucleophilic amino acid residues are prone to non-enzymatic post-translational modification by electrophiles. α-Dicarbonyl compounds are a special type of electrophiles that can react irreversibly with lysine, arginine, and cysteine residues via complex mechanisms to form post-translational modifications known as advanced glycation end-products (AGEs). Glyoxal, methylglyoxal, and 3-deoxyglucosone are the major endogenous dicarbonyls, with methylglyoxal being the most well-studied. There are several routes that lead to the formation of dicarbonyl compounds, most originating from glucose and glucose metabolism, such as the non-enzymatic decomposition of glycolytic intermediates and fructosyl amines. Although dicarbonyls are removed continuously mainly via the glyoxalase system, several conditions lead to an increase in dicarbonyl concentration and thereby AGE formation. AGEs have been implicated in diabetes and aging-related diseases, and for this reason the elucidation of their structure as well as protein targets is of great interest. Though the dicarbonyls and reactive protein side chains are of relatively simple nature, the structures of the adducts as well as their mechanism of formation are not that trivial. Furthermore, detection of sites of modification can be demanding and current best practices rely on either direct mass spectrometry or various methods of enrichment based on antibodies or click chemistry followed by mass spectrometry. Future research into the structure of these adducts and protein targets of dicarbonyl compounds may improve the understanding of how the mechanisms of diabetes and aging-related physiological damage occur.

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