Description

Fmoc-O-Sulfo-L-Tyrosine Sodium Salt (CAS No. 106864-37-3) is a high-purity, synthetic amino acid derivative designed for advanced peptide synthesis and biochemical research. With the molecular formula C₂₄H₂₀NNaO₈S, this compound features an Fmoc-protected tyrosine residue with a sulfated phenolic hydroxyl group, making it invaluable for introducing post-translational modifications (PTMs) in peptide and protein studies. The sodium salt form ensures excellent solubility in aqueous and polar organic solvents, facilitating seamless integration into solid-phase peptide synthesis (SPPS) workflows. Ideal for researchers studying sulfation-dependent biological processes, this reagent is rigorously QC-tested via HPLC and MS to guarantee ≥95% purity, meeting the stringent demands of pharmaceutical and proteomics applications.

Properties

• CAS Number: 106864-37-3
• Complexity: 804
• IUPAC Name: sodium;[4-[(2S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl] sulfate
• InChI: InChI=1S/C24H21NO8S.Na/c26-23(27)22(13-15-9-11-16(12-10-15)33-34(29,30)31)25-24(28)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21;/h1-12,21-22H,13-14H2,(H,25,28)(H,26,27)(H,29,30,31);/q;+1/p-1/t22-;/m0./s1
• InChI Key: WSZCHQPWBPMXJT-FTBISJDPSA-M
• Exact Mass: 505.08073205
• Molecular Formula: C24H20NNaO8S
• Molecular Weight: 505.5
• SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=CC=C(C=C4)OS(=O)(=O)[O-])C(=O)O.[Na+]
• Topological: 150
• Monoisotopic Mass: 505.08073205
• Synonyms: Fmoc-O-Sulfo-L-Tyrosine sodium salt, 815-519-5, 106864-37-3, FMOC-TYR(SO3H)-OH SODIUM SALT, sodium;[4-[(2S)-2-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]phenyl] sulfate, MFCD00077078, Fmoc-Tyr(SO3H)-OH sodium, Fmoc-L-Tyr(SO3H)-OH.sodium salt, AKOS032949744, FF49270, AS-59831, N12923, N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tyrosine Hydrogen Sulfate Monosodium Salt, sodium 4-[(2S)-2-carboxy-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)ethyl]phenyl sulfate

Application

Fmoc-O-Sulfo-L-Tyrosine Sodium Salt is primarily used in peptide synthesis to incorporate sulfated tyrosine residues, mimicking natural post-translational modifications critical for studying protein-protein interactions, receptor signaling, and heparin-binding domains. It enables the production of sulfopeptides for research in inflammation, coagulation, and growth factor regulation. The compound’s compatibility with standard Fmoc-SPPS protocols allows for efficient synthesis of biologically relevant peptides for drug discovery and structural biology.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.