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Fmoc-(S)-3-Amino-5-Hexynoic Acid CAS NO 270596-48-0


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CAS No.:270596-48-0

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Fmoc-(S)-3-Amino-5-Hexynoic Acid is a high-purity, non-natural amino acid derivative featuring a terminal alkyne functional group. This compound is a critical building block in solid-phase peptide synthesis (SPPS), enabling the site-specific introduction of bioorthogonal handles for conjugation and labeling. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of peptide-based therapeutics, chemical probes, and bioconjugates. The product is supplied to meet the stringent requirements of advanced medicinal chemistry and biochemical research.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid for the automated synthesis of custom peptides.
  • Click Chemistry Conjugation: The terminal alkyne moiety enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for labeling peptides with fluorophores, biotin, or other tags.
  • Peptide Drug Discovery: Incorporation into peptide libraries to create novel structures with modified backbones for enhanced stability, activity, or pharmacokinetic properties.
  • Bioconjugation and ADC Development: Used to introduce defined conjugation sites into peptide sequences for the development of antibody-drug conjugates (ADCs) and other targeted therapies.
  • Chemical Biology Probes: Synthesis of activity-based probes and photoaffinity labels for studying enzyme function and protein-protein interactions.
  • Material Science: Functionalization of surfaces and polymers with bioactive peptide sequences for biomaterial engineering.

Basic Information

Product Name Fmoc-(S)-3-Amino-5-Hexynoic Acid
CAS No. 270596-48-0
Molecular Formula C₂₁H₁₉NO₄
Molecular Weight 349.38 g/mol
Synonyms Fmoc-5-hexynoyl-β-alanine; (S)-2-(((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-ynoic acid; Fmoc-β-homo-propargylglycine; Fmoc-β-Hpg-OH; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-5-hexynoic acid; Fmoc-3-Amino-5-hexynoic acid; Nα-Fmoc-3-amino-5-hexynoic acid
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Quality Control

Every batch of Fmoc-(S)-3-Amino-5-Hexynoic Acid is manufactured under controlled conditions and undergoes rigorous analytical testing to ensure identity, purity, and consistency. Our quality assurance protocol is designed to meet the exacting standards of pharmaceutical R&D and advanced synthesis. Certificates of Analysis (COA) detailing purity (by HPLC), chiral purity, and other critical parameters are provided with each shipment and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive); keep the container tightly sealed in a desiccated environment to maintain stability and prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 98.0%
Chiral Purity (HPLC) ≥ 99.0% (S-enantiomer)
Water Content (KF) ≤ 0.5%
Heavy Metals ≤ 10 ppm

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

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