1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine
CAS No.: 361154-30-5
Cat No.: BP-500038
Purity: 98%
4.5 
1,3,4,6-Tetra-O-acetyl-N-azidoacetylmannosamine is a protected, azide-functionalized monosaccharide derivative in which the hydroxyl groups are masked as acetates and the amino functionality is acylated with an azidoacetyl group. Structurally, it provides a compact, cell-compatible handle for bioorthogonal conjugation: the azide moiety can participate in azide–alkyne cycloaddition or related click-type chemistries, while the O-acetyl groups enhance membrane permeability and can be removed intracellularly by esterase activity to regenerate more reactive sugar functionalities. In PROTAC and targeted degradation research, such azide-bearing sugar motifs are valuable for installing or exchanging linkers that connect a targeting ligand (e.g., binder for an E3 ligase or target-associated module) to a degradation-driving scaffold through orthogonal coupling. This enables modular synthesis of degradation constructs, facilitates attachment of probes for localization studies, and supports systematic optimization of linker geometry and conjugation efficiency in mechanistic experiments.
Structure of 361154-30-5
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| -- | $-- | In stock |
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.3236 mL | 11.6179 mL | 23.2358 mL |
| 5 mM | 0.4647 mL | 2.3236 mL | 4.6472 mL |
| 10 mM | 0.2324 mL | 1.1618 mL | 2.3236 mL |
This PROTAC linker is a protected, azide-functional building block designed to enable efficient assembly of heterobifunctional degraders through click-compatible conjugation strategies. Its acetylated sugar framework provides a compact scaffold that can be deprotected or further functionalized as needed, while the azide handle supports bioorthogonal coupling to target-binding and E3-recruiting ligands. The molecule’s defined reactivity profile helps researchers streamline linker installation and optimize conjugation workflows; detailed structural and reaction considerations follow below.
Structure: The linker is a tetra-O-acetylated mannosamine derivative bearing an azidoacetyl substituent. It contains ester linkages from acetyl groups, an azide functional group, and amide connectivity, contributing to moderate polarity and stability under typical organic synthesis conditions.
Reactivity: The azide group is suitable for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkene cycloaddition to form stable triazole linkages in PROTAC constructs. Conjugation is commonly performed in polar aprotic solvents under conditions that preserve ester groups, with catalyst choice and ligand compatibility guiding reaction efficiency and minimizing side reactions.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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