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(S)-2-Acetamido-3-Mercapto-3-Methyl-n-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-Yl)Butanamide CAS NO 188849-84-5


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CAS No.:188849-84-5

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(S)-2-Acetamido-3-Mercapto-3-Methyl-n-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-Yl)Butanamide is a high-purity, chiral thioglycoside derivative that serves as a critical building block in advanced organic synthesis. Its unique structure, featuring a protected thiol group and a glycosidic linkage, makes it an invaluable intermediate for constructing complex bioactive molecules. This compound is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutics and biochemical probes.

Application

  • Pharmaceutical Intermediate: Key precursor in the synthesis of novel drug candidates, particularly those targeting enzyme inhibition or receptor modulation.
  • Glycoconjugate Synthesis: Essential building block for the chemical and enzymatic preparation of complex oligosaccharides and glycopeptides.
  • Bioconjugation Chemistry: Used to introduce thiol-reactive handles onto biomolecules (proteins, peptides, antibodies) for site-specific labeling and cross-linking.
  • Chemical Biology Research: Serves as a tool compound for studying carbohydrate-protein interactions and metabolic pathways.
  • Ligand Development: Employed in the creation of selective ligands for lectins and other carbohydrate-binding proteins.
  • Material Science: Potential use in the surface functionalization of nanomaterials and polymers via thiol chemistry.

Basic Information

Product Name (S)-2-Acetamido-3-Mercapto-3-Methyl-n-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-Yl)Butanamide
CAS No. 188849-84-5
Molecular Formula C14H24N2O7S
Molecular Weight 364.41 g/mol
Synonyms N-Acetyl-S-(β-D-glucopyranosyl)-L-cysteine amide; 1-Thio-β-D-glucopyranose derivative; S-Glucosyl-N-acetyl-L-cysteine amide; Thioglucoside derivative; Acetamidomethyl 1-thio-β-D-glucopyranoside derivative; Glycosyl thiol intermediate; CAS 188849-84-5
EINECS Contact for details

Quality Control

Our (S)-2-Acetamido-3-Mercapto-3-Methyl-n-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-2-Yl)Butanamide is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the stringent requirements for research and pharmaceutical development. Certificates of Analysis (COA) with detailed chromatographic data are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below under an inert atmosphere (e.g., argon or nitrogen) in a dry, cold environment. This compound is hygroscopic (moisture-sensitive) and easily oxidized; prolonged exposure to air, moisture, or elevated temperatures will lead to decomposition. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Purity (HPLC) ≥ 97.0%
Chiral Purity ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.5%

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

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