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2-Acetamido-2-Deoxy-5-Thio-D-Glucose CAS NO 77583-99-4


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CAS No.:77583-99-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-Acetamido-2-Deoxy-5-Thio-D-Glucose is a specialized thioglycoside derivative of N-acetylglucosamine, where the oxygen atom in the pyranose ring is replaced by sulfur at the 5-position. This structural modification is critical for its role as a key intermediate and research tool in the development of glycosidase inhibitors and novel carbohydrate-based therapeutics. It is primarily utilized by research institutions and pharmaceutical companies engaged in metabolic pathway studies, enzyme mechanism research, and the synthesis of glycomimetics. The compound's unique thio-sugar scaffold offers distinct chemical and biological properties compared to its oxygenated analogs.

Application

  • Pharmaceutical Research Intermediate: Serves as a crucial building block for synthesizing novel glycosidase inhibitors and glycomimetic drugs targeting metabolic disorders.
  • Enzymology Studies: Used as a substrate or inhibitor to probe the active sites and mechanisms of specific glycosyl hydrolases and transferases.
  • Chemical Biology Probe: Employed in the study of carbohydrate-processing pathways and the development of activity-based probes for enzyme profiling.
  • Glycochemistry Synthesis: Acts as a precursor for the preparation of more complex thio-oligosaccharides and neoglycoconjugates with enhanced stability.
  • Metabolic Pathway Investigation: Utilized in cellular and biochemical assays to study the role of specific sugar analogs in metabolic processes.

Basic Information

Product Name 2-Acetamido-2-Deoxy-5-Thio-D-Glucose
CAS No. 77583-99-4
Molecular Formula C8H15NO5S
Molecular Weight 237.27 g/mol
Synonyms 5-Thio-N-acetyl-D-glucosamine; 5-Thio-2-acetamido-2-deoxy-D-glucose; 2-Acetamido-2-deoxy-5-thio-D-glucopyranose; 5-Thio-GlcNAc; N-Acetyl-5-thio-D-glucosamine; 2-(Acetylamino)-2-deoxy-5-thio-D-glucose; 5-S-GlcNAc
EINECS Contact for details

Quality Control

Our 2-Acetamido-2-Deoxy-5-Thio-D-Glucose is produced under a strict quality management system. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR and IR for structural confirmation, and specific tests for residual solvents and moisture. A Certificate of Analysis (COA) detailing all specifications and results is provided with every shipment to ensure full traceability and compliance with your research or development protocols.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and must be kept under anhydrous conditions. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Water Content (KF) ≤ 5.0%
Specific Rotation Contact for details
Heavy Metals < 20 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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