Stereoselective synthesis of the Gal- α-(1→3)-Gal-β-(1→3)-GlcNAc trisaccharide: a new ligand for DCAR and Mincle C-type lectin receptors
Chembiochem. 2024 Mar 20:e202400026. doi: 10.1002/cbic.202400026. Online ahead of print.ABSTRACTIn this work, we have discovered that the Gal-α-(1→3)-Gal-β-(1→3)-GlcNAc trisaccharide, a fragment of the B antigen Type-1, is a new ligand of two C-type lectin receptors (CLRs) i.e. DCAR and Mincle which are key players in different types of autoimmune diseases. Accordingly, we report here on a straightforward methodology to access pure Gal-α-(1→3)-Gal-β-(1→3)-GlcNAc trisaccharide. A spacer with a terminal primary amine group was included to the reducing end of the GlcNAc residue thus ensuring the further functional...
Source: Chembiochem - March 20, 2024 Category: Biochemistry Authors: Jacopo Tricomi Mike Aoun Bingze Xu Rikard Holmdahl Barbara Richichi Source Type: research

Engineering the activity of a newly identified arylalkylamine N-acetyltransferase in the acetylation of 5-hydroxytryptamine
This study broadens the repertoire of AANAT for the efficient biosynthesis of melatonin.PMID:38504591 | DOI:10.1002/cbic.202400069 (Source: Chembiochem)
Source: Chembiochem - March 20, 2024 Category: Biochemistry Authors: Qing Wang Congcong Li Bo Yuan Aiqun Yu Ge Qu Zhoutong Sun Source Type: research

Stereoselective synthesis of the Gal- α-(1→3)-Gal-β-(1→3)-GlcNAc trisaccharide: a new ligand for DCAR and Mincle C-type lectin receptors
Chembiochem. 2024 Mar 20:e202400026. doi: 10.1002/cbic.202400026. Online ahead of print.ABSTRACTIn this work, we have discovered that the Gal-α-(1→3)-Gal-β-(1→3)-GlcNAc trisaccharide, a fragment of the B antigen Type-1, is a new ligand of two C-type lectin receptors (CLRs) i.e. DCAR and Mincle which are key players in different types of autoimmune diseases. Accordingly, we report here on a straightforward methodology to access pure Gal-α-(1→3)-Gal-β-(1→3)-GlcNAc trisaccharide. A spacer with a terminal primary amine group was included to the reducing end of the GlcNAc residue thus ensuring the further functional...
Source: Chembiochem - March 20, 2024 Category: Biochemistry Authors: Jacopo Tricomi Mike Aoun Bingze Xu Rikard Holmdahl Barbara Richichi Source Type: research

Synthesis of Pharmaceutically Relevant Arylamines Enabled by a Nitroreductase from Bacillus tequilensis
In this study, we assessed a novel NR from Bacillus tequilensis, named BtNR, for the synthesis of pharmaceutically relevant arylamines, including valuable synthons used in the manufacture of blockbuster drugs such as vismodegib, sonidegib, linezolid and sildenafil. After optimizing the enzymatic reaction conditions, high conversion of nitroaromatics to arylamines (up to 97%) and good product yields (up to 56%) were achieved. Our results indicate that BtNR has a broad substrate scope, including bulky nitro benzenes, nitro pyrazoles and nitro pyridines. Hence, BtNR is an interesting biocatalyst for the synthesis of pharmaceu...
Source: Chembiochem - March 19, 2024 Category: Biochemistry Authors: Sara Russo Alejandro Prats Luj án Marco Fraaije Gerrit J Poelarends Source Type: research

Synthesis of Pharmaceutically Relevant Arylamines Enabled by a Nitroreductase from Bacillus tequilensis
In this study, we assessed a novel NR from Bacillus tequilensis, named BtNR, for the synthesis of pharmaceutically relevant arylamines, including valuable synthons used in the manufacture of blockbuster drugs such as vismodegib, sonidegib, linezolid and sildenafil. After optimizing the enzymatic reaction conditions, high conversion of nitroaromatics to arylamines (up to 97%) and good product yields (up to 56%) were achieved. Our results indicate that BtNR has a broad substrate scope, including bulky nitro benzenes, nitro pyrazoles and nitro pyridines. Hence, BtNR is an interesting biocatalyst for the synthesis of pharmaceu...
Source: Chembiochem - March 19, 2024 Category: Biochemistry Authors: Sara Russo Alejandro Prats Luj án Marco Fraaije Gerrit J Poelarends Source Type: research

Natural Products That Contain Higher Homologated Amino Acids
Chembiochem. 2024 Mar 15:e202300822. doi: 10.1002/cbic.202300822. Online ahead of print.ABSTRACTThis review focuses on discussing natural products (NPs) that contain higher homologs of amino acids (homoAAs) in the structure as well as the proposed and characterized biosynthesis of these non-proteinogenic amino acids. Homologation of amino acids includes the insertion of a methylene group into its side chain. It is not a very common modification found in NP biosynthesis as approximately 450 homoAA-containing NPs have been isolated from four bacterial phyla (Cyanobacteria, Actinomycetota, Myxococcota, and Pseudomonadota), tw...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Skyler L Owens Shopno R Ahmed Rebecca M Lang Laura E Stewart Shogo Mori Source Type: research

Dual-Emissive Iridium(III) Complexes and Their Applications in Biological Sensing and Imaging
Chembiochem. 2024 Mar 15:e202400094. doi: 10.1002/cbic.202400094. Online ahead of print.ABSTRACTPhosphorescent iridium(III) complexes are widely recognized for their unique properties in the excited triplet state, making them crucial for various applications including biological sensing and imaging. Most of these complexes display single phosphorescence emission from the lowest-lying triplet state after undergoing highly efficient intersystem crossing (ISC) and ultrafast internal conversion (IC) processes. However, in cases where these excited-state processes are restricted, the less common phenomenon of dual emission has ...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Zhipeng Ruan Jun Yang Yonghua Li Kenneth Yin Zhang Source Type: research

Natural Products That Contain Higher Homologated Amino Acids
Chembiochem. 2024 Mar 15:e202300822. doi: 10.1002/cbic.202300822. Online ahead of print.ABSTRACTThis review focuses on discussing natural products (NPs) that contain higher homologs of amino acids (homoAAs) in the structure as well as the proposed and characterized biosynthesis of these non-proteinogenic amino acids. Homologation of amino acids includes the insertion of a methylene group into its side chain. It is not a very common modification found in NP biosynthesis as approximately 450 homoAA-containing NPs have been isolated from four bacterial phyla (Cyanobacteria, Actinomycetota, Myxococcota, and Pseudomonadota), tw...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Skyler L Owens Shopno R Ahmed Rebecca M Lang Laura E Stewart Shogo Mori Source Type: research

Dual-Emissive Iridium(III) Complexes and Their Applications in Biological Sensing and Imaging
Chembiochem. 2024 Mar 15:e202400094. doi: 10.1002/cbic.202400094. Online ahead of print.ABSTRACTPhosphorescent iridium(III) complexes are widely recognized for their unique properties in the excited triplet state, making them crucial for various applications including biological sensing and imaging. Most of these complexes display single phosphorescence emission from the lowest-lying triplet state after undergoing highly efficient intersystem crossing (ISC) and ultrafast internal conversion (IC) processes. However, in cases where these excited-state processes are restricted, the less common phenomenon of dual emission has ...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Zhipeng Ruan Jun Yang Yonghua Li Kenneth Yin Zhang Source Type: research

Natural Products That Contain Higher Homologated Amino Acids
Chembiochem. 2024 Mar 15:e202300822. doi: 10.1002/cbic.202300822. Online ahead of print.ABSTRACTThis review focuses on discussing natural products (NPs) that contain higher homologs of amino acids (homoAAs) in the structure as well as the proposed and characterized biosynthesis of these non-proteinogenic amino acids. Homologation of amino acids includes the insertion of a methylene group into its side chain. It is not a very common modification found in NP biosynthesis as approximately 450 homoAA-containing NPs have been isolated from four bacterial phyla (Cyanobacteria, Actinomycetota, Myxococcota, and Pseudomonadota), tw...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Skyler L Owens Shopno R Ahmed Rebecca M Lang Laura E Stewart Shogo Mori Source Type: research

Dual-Emissive Iridium(III) Complexes and Their Applications in Biological Sensing and Imaging
Chembiochem. 2024 Mar 15:e202400094. doi: 10.1002/cbic.202400094. Online ahead of print.ABSTRACTPhosphorescent iridium(III) complexes are widely recognized for their unique properties in the excited triplet state, making them crucial for various applications including biological sensing and imaging. Most of these complexes display single phosphorescence emission from the lowest-lying triplet state after undergoing highly efficient intersystem crossing (ISC) and ultrafast internal conversion (IC) processes. However, in cases where these excited-state processes are restricted, the less common phenomenon of dual emission has ...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Zhipeng Ruan Jun Yang Yonghua Li Kenneth Yin Zhang Source Type: research

Natural Products That Contain Higher Homologated Amino Acids
Chembiochem. 2024 Mar 15:e202300822. doi: 10.1002/cbic.202300822. Online ahead of print.ABSTRACTThis review focuses on discussing natural products (NPs) that contain higher homologs of amino acids (homoAAs) in the structure as well as the proposed and characterized biosynthesis of these non-proteinogenic amino acids. Homologation of amino acids includes the insertion of a methylene group into its side chain. It is not a very common modification found in NP biosynthesis as approximately 450 homoAA-containing NPs have been isolated from four bacterial phyla (Cyanobacteria, Actinomycetota, Myxococcota, and Pseudomonadota), tw...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Skyler L Owens Shopno R Ahmed Rebecca M Lang Laura E Stewart Shogo Mori Source Type: research

Dual-Emissive Iridium(III) Complexes and Their Applications in Biological Sensing and Imaging
Chembiochem. 2024 Mar 15:e202400094. doi: 10.1002/cbic.202400094. Online ahead of print.ABSTRACTPhosphorescent iridium(III) complexes are widely recognized for their unique properties in the excited triplet state, making them crucial for various applications including biological sensing and imaging. Most of these complexes display single phosphorescence emission from the lowest-lying triplet state after undergoing highly efficient intersystem crossing (ISC) and ultrafast internal conversion (IC) processes. However, in cases where these excited-state processes are restricted, the less common phenomenon of dual emission has ...
Source: Chembiochem - March 15, 2024 Category: Biochemistry Authors: Zhipeng Ruan Jun Yang Yonghua Li Kenneth Yin Zhang Source Type: research

Molecular Driving Forces in the Self-Association of Silaffin Peptide R5 from MD Simulations
Chembiochem. 2024 Mar 14:e202300788. doi: 10.1002/cbic.202300788. Online ahead of print.ABSTRACTThe 19-residue silaffin-R5 peptide has been widely studied for its ability to precipitate uniform SiO2 particles through mild temperature and pH pathways, in the absence of any organic solvents. There is consensus that post-translational modification (PTM) of side chains has a large impact on the biomineralization process. Thus, it is imperative to understand the precise mechanisms that dictate the formation of SiO2 from R5 peptide, including the effects of PTM on peptide aggregation and peptide-surface adsorption. In this work,...
Source: Chembiochem - March 14, 2024 Category: Biochemistry Authors: Coco Moke Mao Janani Sampath Jim Pfaendtner Source Type: research

Monitoring Anthracycline Cancer Drug-Nucleosome Interaction by NMR using a Specific Isotope Labeling Approach for Nucleosomal DNA
We describe the synthesis of segmental one-strand 13C-thymidine labeled 601-DNA, the assignment of the methyl signals, and demonstrate its use to observe site-specific binding events in the nucleosome by aclarubicin, an anthracycline cancer drug that intercalates into the DNA minor grooves. Our results highlight intrinsic conformational heterogeneity in the 601 DNA sequence and show that aclarubicin binds an exposed AT-rich region near the DNA end. Overall, our data point to a model where the drug invades the nucleosome from the terminal ends inward, eventually resulting in histone eviction and nucleosome disruption.PMID:3...
Source: Chembiochem - March 13, 2024 Category: Biochemistry Authors: Clara L van Emmerik Vincenzo Lobbia Jacques Neefjes Frank H T Nelissen Hugo van Ingen Source Type: research