Metabolic labeling of glycans with unnatural sialic acid analogues has emerged as an invaluable tool for studying sialic acid biology. It has been showed that 9-azido-9-deoxy-N-acetylneuraminic acid (9AzNeu5Ac), a Neu5Ac analogue with the substitution of 9-hydroxyl group with an azide, could be metabolized and incorporated into sialoglycans in living cells and mice. The incorporated sialic acid analogue, 9AzNeu5Ac, enable visualization the cell-surface sialoglycans and glycoproteomic profiling by click-labeling with fluorophores and affinity tags, respectively.

Specifications

The post 9AzNue5Ac appeared first on VectorLabs.

Metabolic labeling with unnatural sugar substrates is a powerful alternative for investigating glycoconjugates in living organisms. Trehalose glycolipids can be metabolically labeled with O-Alkyne-Trehalose (O-AlkTMM) analogues in live mycobacteria, enabling bioorthogonal ligation with azide-functionalized fluorescent probes. This strategy can be used for imaging glycolipid distribution, trafficking, and dynamics as well as metabolite profiling and discovery. In addition, the O-AlkTMM may be employed to assess the effects of various perturbations (e.g., environmental stress, antibiotic treatment, genetic manipulation) on trehalose glycolipids and their associated biosynthetic pathways. O-AlkTMM analogue is likely to be metabolized in most, if not all, mycobacterial species given the highly conserved nature of the involved biosynthetic machinery. Importantly, the absence of trehalose metabolism in mammals invites the application of this chemical tool to investigate the trehalome during mycobacterial infection in host cells and model organisms.

In summary, O-Alkyne-Trehalose enables sensitive, selective, and simultaneous detection of AGM and trehalose glycolipids in situ, providing a platform to study the mycomembrane in its native setting. O-AlkTMM is of particular interest because it allows rapid detection of the arabinogalactan mycolylation in whole cells for the first time. The TMM-based reporter are mycobacteria-specific, connoting potential for detection of bacteria in complex settings, for example, in sputum samples or during infection.

Specifications

The post O-Alkyne-Trehalose (O-AlkTMM) appeared first on VectorLabs.

Metabolic labeling with unnatural sugar substrates is a powerful alternative for investigating glycoconjugates in living organisms. Trehalose glycolipids can be metabolically labeled with 6-azide-modified trehalose (TreAz) analogues in live mycobacteria, enabling bioorthogonal ligation with alkyne-functionalized fluorescent probes. This strategy can be used for imaging glycolipid distribution, trafficking, and dynamics as well as metabolite profiling and discovery.

Specifications

The post 6-Azide-Trehalose (6-TreAz) appeared first on VectorLabs.

Alkyne Sphinganine a metabolic labeling reagent that contains a terminal alkyne moiety that allows for the subsequent tagging of protein−lipid complexes by click chemistry. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’, in the presence of a copper (Cu)-containing catalyst allowing for the visualization and proteomic profiling of protein−sphingolipid complexes in living cells.

Specifications

The post Alkyne Sphinganine appeared first on VectorLabs.

This reagent is a modified lipid containing an omega-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’, in the presence of a copper (Cu)-containing catalyst.

E-Cholesterol Alkyne (19-ethynylcholesterol) represents a versatile, sensitive, and easy-to-use tool for tracking cellular cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

E-cholesterol Alkyne (19-ethynylcholesterol) is accepted by cellular enzymes from different biological species (Brevibacterium, yeast, rat, human) and these enzymes include cholesterol oxidases, hydroxylases, and acyl transferases that generate the expected metabolites in in vitro and in vivo assays. Using fluorescence microscopy, researchers can study the distribution of cholesterol at subcellular resolution, detecting the lipid in the Golgi and at the plasma membrane, but also in the endoplasmic reticulum and mitochondria.

In summary, alkyne cholesterol represents a versatile, sensitive, and easy-to-use tool for tracking cellular
cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

Specifications

The post E-Cholesterol Alkyne appeared first on VectorLabs.

This reagent is a modified lipid containing an omega-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’, in the presence of a copper-containing catalyst.

Alkyne cholesterol represents a versatile, sensitive, and easy-to-use tool for tracking cellular cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

27-Alkyne cholesterol is accepted by cellular enzymes from different biological species (Brevibacterium, yeast, rat, human) and these enzymes include cholesterol oxidases, hydroxylases, and acyl transferases that generate the expected metabolites in in vitro and in vivo assays. Using fluorescence microscopy, researchers can study the distribution of cholesterol at subcellular resolution, detecting the lipid in the Golgi and at the plasma membrane, but also in the endoplasmic reticulum and mitochondria.

In summary, alkyne cholesterol represents a versatile, sensitive, and easy-to-use tool for tracking cellular
cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

Specifications

The post 27-Alkyne Cholesterol appeared first on VectorLabs.

This reagent is a modified lipid containing an omega-terminal alkyne. The terminal alkyne group can be used in a highly specific linking reaction with azide-containing reagents, known as ‘click chemistry’, in the presence of a copper (Cu)-containing catalyst.

Alkyne cholesterol is accepted by cellular enzymes from different biological species (Brevibacterium, yeast, rat, human) and these enzymes include cholesterol oxidases, hydroxylases, and acyl transferases that generate the expected metabolites in in vitro and in vivo assays. Using fluorescence microscopy, researchers can study the distribution of cholesterol at subcellular resolution, detecting the lipid in the Golgi and at the plasma membrane, but also in the endoplasmic reticulum and mitochondria.

In summary, alkyne cholesterol represents a versatile, sensitive, and easy-to-use tool for tracking cellular
cholesterol metabolism and localization as it allows for manifold detection methods including mass spectrometry, and fluorescence microscopy.

Specifications

The post Alkyne Cholesterol appeared first on VectorLabs.

O-propargyl-puromycin (OPP) is an alkyne analog of puromycin that is efficiently incorporated into newly translated proteins, which are rapidly turned over by the proteasome and can be visualized or captured by copper(I)-catalyzed azide-alkyne cycloaddition. Unlike methionine analogs, OPP does not require methionine-free conditions and, uniquely, can be used to label and assay nascent proteins in whole organisms.

Specifications

The post O-propargyl-puromycine (OPP) appeared first on VectorLabs.

4-Azido-L-phenylalanine is an unnatural derivative of L-phenylalanine that can be incorporated by recombinant methods into proteins allowing site-specific modification, e.g. by ‘click chemistry’, Staudinger reaction, or by UV-irradiation at 254 nm. The azido-modified protein can be detected with either fluorescent alkyne or biotin alkyne. Detection sensitivity with these reagents in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS⁄MS and MALDI MS analysis.

Specifications

The post 4-Azido-L-phenylalanine appeared first on VectorLabs.

F-ara-EdU is a probe for DNA synthesis that is less toxic compared to 5-ethynyl-2′-deoxyuridine (EdU) and BrdU. Ideally suited for metabolic DNA labeling experiments where long-term cell survival and/or deep-tissue imaging are desired. The alkyne handler can be used for subsequent ligation to azide-containing molecules through a highly efficient click chemistry reaction.

Specifications

The post F-ara-EdU appeared first on VectorLabs.