Gerke, Christoph; Buchholz, Monika; Mueller, Holger; Meusinger, Reinhard; Grimmler, Matthias; Metzmann, Erwin published their research in Analytical and Bioanalytical Chemistry on December 31 ,2019. The article was titled 《Direct glucosone-based synthesis and HILIC-ESI-MS/MS characterization of N-terminal fructosylated valine and valylhistidine for validation of enzymatic HbA1c assays in the diagnosis of diabetes mellitus》.Category: alcohols-buliding-blocks The article contains the following contents:
Naturally occurring fructosamines are of high clin. significance due to their potential use in diabetes mellitus monitoring (quantification of fructosylated Hb, HbA1c) or for the study of their reactivity in consecutive reactions and harmfulness towards the organism. Here the authors report the specific synthesis of the fructosylated dipeptide L-valyl-L-histidine (Fru-Val-His) and fructosylated L-valine (Fru-Val). Both are basic tools for the development and validation of enzymic HbA1c assays. The two fructosamine derivatives were synthesized via a protected glucosone intermediate which was coupled to the primary amine of Val or Val-His, performing a reductive amination reaction. Overall yields starting from fructose were 36% and 34% for Fru-Val and Fru-Val-His, resp. Both compounds were achieved in purities and > 90%. A HILIC-ESI-MS/MS method was developed for routine anal. of the synthesized fructosamines, including starting materials and intermediates. The presented method provides a well-defined and efficient synthesis protocol with purification steps and characterization of the desired products. The functionality of the fructosylated dipeptide has been thoroughly tested in an enzymic HbA1c assay, showing its concentration-dependent oxidative degradation by fructosyl-peptide oxidases (FPOX). In the experiment, the researchers used many compounds, for example, ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Category: alcohols-buliding-blocks)
((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II). And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Category: alcohols-buliding-blocks
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