1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate
1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate (CAS: 13992-25-1) is a carbohydrate derivative with the molecular formula C14H19N3O9. This compound serves as a valuable building block in organic synthesis, particularly in carbohydrate chemistry and chemical biology. It is utilized as a reactant in the synthesis of various biologically relevant molecules, including enzyme inhibitors and glycoconjugates. Its azido group enables participation in click chemistry reactions.
- IUPAC
- NSC 272456
Synthesis of Protein Tyrosine Phosphatase 1B Inhibitors
This compound acts as a key reactant in the multi-step synthesis of inhibitors targeting Protein Tyrosine Phosphatase 1B, an enzyme implicated in metabolic diseases.
Glycoconjugate Synthesis via Click Chemistry
It is employed in the synthesis of glycoconjugates, such as carbonic anhydrase inhibitors, utilizing ruthenium-catalyzed azide-alkyne 1,3-dipolar cycloaddition for efficient conjugation.
Preparation of Neoantigen Mimics
This azido sugar derivative is utilized in the preparation of modified peptides that effectively mimic neoantigens, relevant for studying autoimmune diseases.
Hydrogenation Reactions
1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate can serve as a substrate in hydrogenation reactions, a fundamental transformation in organic chemistry.
| Molecular weight | 373.32 |
|---|---|
| Empirical formula | C14H19N3O9 |
| Optical activity | [α]/D -29°, c = 1% in H2O[α]/D -30°, c = 1% in chloroform |
| Application | Reactant for:• Synthesis of Protein Tyrosine Phosphatase 1B inhibitor1• Synthesis of glycoconjugate carbonic anhydrase inhibitors by ruthenium-catalyzed azide-alkyne 1,3-dipolar cycloaddition2• Synthesis of variously coupled conjugates of D-glucose via click chemistry for inhibition of glycogen phosphorylase3• Hydrogenation reactions4• Preparation of posttranslationally modified peptides efficiently mimicking neoantigens in relation to autoimmune disease5 |
| Melting point | 127-131 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate used for?
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This compound is primarily used as a reactant in organic synthesis, notably in the development of enzyme inhibitors, glycoconjugates via click chemistry, and the preparation of modified peptides for immunological studies. It is also used in hydrogenation reactions.
What are the CAS number and chemical formula for 1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate?
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The CAS number is 13992-25-1, and the empirical formula (Hill notation) is C14H19N3O9.
What grade and purity does Tech Serve Solutions supply for 1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate?
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Tech Serve Solutions supplies this chemical as a research or technical grade product. We do not represent it as USP, BP, or EP grade unless explicitly stated in the product specifications.
How should 1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate be handled safely?
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When handling, ensure the use of appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. The compound is classified under WGK Germany 3, indicating a significant hazard to water.
How is 1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate packed, shipped, and exported?
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Tech Serve Solutions adheres to stringent packaging, shipping, and export regulations for all chemicals, ensuring safe and compliant delivery worldwide.
How can I request a sample or quote for 1-Azido-1-deoxy-β-D-glucopyranoside tetraacetate?
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To request a sample or obtain a quote, please visit the product page on the Tech Serve Solutions website and use the designated inquiry form, or contact our sales department directly.
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