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n-Fmoc-5-Methoxy-D-Tryptophan CAS NO 1353018-42-4


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CAS No.:1353018-42-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-Fmoc-5-Methoxy-D-Tryptophan is a protected, non-natural amino acid derivative essential for advanced peptide synthesis. This compound is specifically engineered for the solid-phase and solution-phase construction of complex peptides and peptidomimetics, offering precise stereochemical control. It is a critical building block for researchers and manufacturers in pharmaceutical development, particularly for creating novel therapeutic peptides, peptide hormones, and investigational drug candidates.

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key protected amino acid for the Fmoc-strategy, enabling the sequential assembly of peptide chains on resin.
  • Solution-Phase Peptide Synthesis: Used in classical coupling reactions for constructing specific peptide fragments or smaller sequences.
  • Pharmaceutical R&D: Serves as a crucial intermediate in the discovery and development of peptide-based drugs targeting GPCRs, enzymes, and other biological pathways.
  • Peptidomimetic Design: Incorporates the unique indole side chain with a methoxy modification to enhance metabolic stability, bioavailability, and receptor binding affinity in synthetic analogs.
  • Bioconjugation and Probe Development: The tryptophan derivative can be used to introduce fluorescent or spectroscopic probes into peptides for biochemical and diagnostic applications.
  • Academic Research: A valuable tool for studying protein-protein interactions, enzyme specificity, and structure-activity relationships (SAR) in academic and institutional laboratories.

Basic Information

Product Name n-Fmoc-5-Methoxy-D-Tryptophan
CAS No. 1353018-42-4
Molecular Formula C₂₉H₂₈N₂O₅
Molecular Weight 484.55 g/mol
Synonyms Fmoc-5-MeO-D-Trp-OH; (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(5-methoxy-1H-indol-3-yl)propanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-5-methoxy-D-tryptophan; 5-Methoxy-D-tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-; Fmoc-D-Trp(5-OMe)-OH; N-α-Fmoc-5-methoxy-D-tryptophan; Fmoc-5-methoxy-D-tryptophan; N-Fmoc-5-methoxy-D-tryptophan
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Quality Control

Our n-Fmoc-5-Methoxy-D-Tryptophan is manufactured under strict quality systems to ensure high purity and batch-to-batch consistency suitable for sensitive pharmaceutical research. Each lot undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and identity confirmation. A detailed Certificate of Analysis (COA) is provided with every shipment, documenting all critical quality attributes.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Purity (HPLC) ≥98.0%
Chiral Purity (HPLC) ≥99.0% ee (D-isomer)
Water Content (KF) ≤1.0%
Heavy Metals ≤20 ppm
Residual Solvents (GC) Complies with ICH guidelines

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

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