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

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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

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Alkynyl stearic acid is can be used to identify and characterize the post-translational acylation of proteins using the powerful click chemistry, a simple and robust two-step labeling and detection technique. Due to the very small size of the alkyne group and its complete absence in any natural molecules the presence of alkynyl group does not affect the biodistribution of alkynyl palmitic acid in comparison to the natural palmitic acid making it a suitable substrate for enzymes.

Specifications

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Alkynyl myristic acid is can be used to identify and characterize the post-translational myristylated proteins Alkynyl palmitic acid (15-hexadecynoic acid or Palmitic acid (15-yne)) is a modified palmitic acid with an ω-terminal alkyne. Alkynyl palmitic acid often used to identify and characterize the post-translational S-palmitoylation of proteins using the powerful click chemistry (see References).

Specifications

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Alkynyl myristic acid is can be used to identify and characterize the post-translational myristylated proteins using a simple and robust two-step labeling and detection technique. Due to the very small size of the alkyne group and its complete absence in any natural molecules the presence of the alkyne group does not affect the biodistribution of alkynyl myristic acid in comparison to the natural palmitic acid making it a suitable substrate for enzymes.

Specifications

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Alkyne-PEG4-Maleimide enables simple and efficient incorporation of terminal alkyne group onto antibodies, cysteine-containing peptides and other thiol-containing molecules. The hydrophilic polyethylene glycol (PEG) spacer arm imparts solubility in aqueous buffers, and provides a long and flexible connection that minimizes steric hindrance involved with ligation to complementary azide-containing molecules.

Specifications

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Alkyne-PEG4-Acid is a polyethylene glycol-containing reagent with a terminal carboxylic acid (–COOH) that can be reacted with primary amine groups in the presence of activators (e.g. EDC, or DCC) forming a stable amide bond. The terminal alkyne group reacts with azides by a mechanism known as the Cu-catalyzed click reaction enabling efficient and specific conjugation of derivatized molecules in biological samples.

Specifications

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Propargyl-NHS Ester is a simple alkyne-containing reagent that reacts with primary amines at pH 7-9 forming a stale amide bond. The terminal alkyne group reacts with azides by a mechanism known as the Cu-catalyzed click reaction enabling efficient and specific conjugation of derivatized molecules in biological samples. A short spacer arm adds minimal mass to modified molecules.

Specifications

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Alkyne-PEG4-Amine is a polyethylene glycol-containing reagent with terminal primary amines (–NH2) that can be reacted with carbonyl groups in the presence of activators (e.g. EDC, or DCC) or with activated esters (e.g. NHS esters) forming a stable amide bond. The terminal alkyne group reacts with azides by a mechanism known as the Cu-catalyzed click reaction enabling efficient and specific conjugation of derivatized molecules in biological samples.

Specifications

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