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2-(Mannopyranosidyl)Ethyl 3'-Azido-3'-Deoxy-5'-Thymidinyl Phosphate CAS NO 127306-80-3


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CAS No.:127306-80-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-(Mannopyranosidyl)Ethyl 3'-Azido-3'-Deoxy-5'-Thymidinyl Phosphate is a sophisticated nucleoside phosphate derivative, a key building block in advanced biochemical research and pharmaceutical development. This compound is specifically engineered for applications requiring precise molecular conjugation and targeted delivery, offering researchers a versatile tool for creating novel probes and therapeutics. It is primarily utilized by scientists and manufacturers in the fields of nucleic acid chemistry, prodrug synthesis, and targeted cancer therapy research, where its unique azido and sugar-phosphate functionalities enable critical click chemistry and bioconjugation strategies.

Application

  • Bioconjugation and Click Chemistry: The azido group serves as a critical handle for copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions, enabling the attachment of fluorophores, targeting ligands, or other functional moieties.
  • Prodrug Development: Used as a synthetic intermediate in the design of nucleoside prodrugs, particularly for antiviral and anticancer agents, to improve cellular uptake and specificity.
  • Nucleic Acid Probe Synthesis: Essential for creating labeled nucleotide analogs used in fluorescence in situ hybridization (FISH), sequencing, and other molecular diagnostic techniques.
  • Targeted Drug Delivery Systems: Incorporated into linker systems for antibody-drug conjugates (ADCs) or nanoparticle-based delivery platforms to achieve site-specific release of therapeutic payloads.
  • Glycoconjugate Research: The mannopyranoside moiety makes it valuable for studying carbohydrate-protein interactions and developing glycan-based therapeutics or diagnostics.
  • Chemical Biology Tool: Employed to study cellular processes involving nucleotide metabolism and to develop activity-based probes for enzyme profiling.

Basic Information

Product Name 2-(Mannopyranosidyl)Ethyl 3'-Azido-3'-Deoxy-5'-Thymidinyl Phosphate
CAS No. 127306-80-3
Molecular Formula C18H26N5O13P
Molecular Weight 551.40 g/mol
Synonyms 3'-Azido-3'-deoxy-5'-thymidinyl 2-(mannopyranosidyl)ethyl phosphate; 5'-Thymidinyl phosphate, 3'-azido-3'-deoxy-, 2-(mannopyranosidyl)ethyl ester; AZT-Mannose Conjugate Phosphate; Thymidine Azido Prodrug Intermediate; Nucleoside Sugar-Phosphate Conjugate; 3'-N3-Thd Mannosyl Ethyl Phosphate; 2-(α/β-D-Mannopyranosyloxy)ethyl 3'-azido-2',3'-dideoxy-5'-thymidylate
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Quality Control

Our production of this high-value biochemical intermediate adheres to stringent quality protocols. Each batch is characterized using advanced analytical techniques including HPLC, NMR (¹H and ³¹P), and mass spectrometry to confirm identity, purity, and structural integrity. We provide comprehensive Certificates of Analysis (COA) detailing all critical parameters, ensuring traceability and consistency for your research and development processes. Our quality system is designed to support applications requiring GMP-grade materials for preclinical and clinical-stage programs.

Storage

Preserve in a tightly closed container, protected from light. For long-term stability, store desiccated at -20°C or below. This compound is both light-sensitive and hygroscopic; allow the vial to equilibrate to room temperature in a desiccator before opening to prevent moisture condensation. Store away from strong acids and bases.

Specification

Item Specification
Appearance White to off-white solid
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Water Content (KF) ≤ 2.0%
Residual Solvents (GC) Meets ICH guidelines
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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