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Phenyl 1-Thio-α-L-Rhamnopyranoside CAS NO 131724-82-8


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CAS No.:131724-82-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Phenyl 1-Thio-α-L-Rhamnopyranoside is a specialized thioglycoside derivative of the deoxy sugar L-rhamnose. This compound serves as a critical building block and biochemical tool in advanced organic synthesis and glycobiology research. It is primarily utilized by research institutions and pharmaceutical development teams working on carbohydrate-based drug discovery, enzyme inhibition studies, and the synthesis of complex oligosaccharides.

Application

  • Glycosidase Inhibition Studies: Acts as a substrate analog or inhibitor for studying the mechanism and specificity of α-L-rhamnosidases and related enzymes.
  • Glycoconjugate Synthesis: Serves as a key thioglycosyl donor in the convergent synthesis of complex oligosaccharides and glycoconjugates via chemoselective glycosylation strategies.
  • Medicinal Chemistry: Used as a precursor or intermediate in the development of novel therapeutic agents, including antibiotics, antivirals, and anti-cancer compounds targeting carbohydrate-processing pathways.
  • Biochemical Probe Development: Employed in the design and synthesis of activity-based probes (ABPs) for labeling and profiling glycosidases in complex biological systems.
  • Enzymology Research: Utilized to investigate enzyme kinetics, transition state analogs, and the catalytic mechanisms of glycosyl hydrolases.
  • Carbohydrate Chemistry: A valuable chiral synthon for the stereoselective construction of natural products and bioactive molecules containing rhamnose moieties.

Basic Information

Product Name Phenyl 1-Thio-α-L-Rhamnopyranoside
CAS No. 131724-82-8
Molecular Formula C12H16O4S
Molecular Weight 256.32 g/mol
Synonyms Phenyl 1-Thio-α-L-Rhamnopyranoside; 1-Thio-α-L-rhamnopyranoside phenyl; α-L-Rhamnopyranosyl phenyl sulfide; Phenyl α-L-rhamnopyranosyl sulfide; Phenyl 1-thio-α-L-rhamnopyranoside; 1-Phenylthio-α-L-rhamnopyranose; (2S,3R,4R,5R,6S)-2-(Hydroxymethyl)-6-phenoxy-tetrahydro-2H-pyran-3,4,5-triol (tautomeric form); Thioglycoside of L-Rhamnose
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Quality Control

Our Phenyl 1-Thio-α-L-Rhamnopyranoside is manufactured under strict quality protocols to ensure high purity and batch-to-batch consistency, suitable for sensitive research applications. Each lot is characterized by advanced analytical techniques including NMR, HPLC, and mass spectrometry. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment to support your quality assurance and regulatory documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). Due to its hygroscopic (moisture-sensitive) nature, the container should be kept in a desiccated environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.1%
Specific Rotation Contact for details

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

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