The product Fmoc-Hcys(Trt)-OH (Fmoc-L-homocysteine(Trt)-OH, CAS 167015-23-8) is a specialized Fmoc-protected amino acid derivative of the uncommon amino acid L-homocysteine (Hcy). Structurally, the molecule consists of a standard amino acid backbone with a four-carbon chain terminating in a thiol group, but unlike cysteine, the side chain is extended by one additional methylene group. The thiol group of homocysteine is protected by the very acid-labile trityl (Trt) group, while the α-amine is protected by the standard base-labile 9-fluorenylmethyloxycarbonyl (Fmoc) group.
Fmoc-Hcys(Trt)-OH is widely utilized as a building block for the introduction of homocysteine residues into peptides using standard Fmoc SPPS. When using Fmoc-Hcys(Trt)-OH, researchers can generate peptides containing homocysteine for applications ranging from chemical ligation to the synthesis of β-turn peptidomimetics. Furthermore, Fmoc-Hcys(Trt)-OH is a key component in the synthesis of angiotensin II analogs, where homocysteine substitution provides valuable structure-activity relationship data. The application of Fmoc-Hcys(Trt)-OH has also been extended to the synthesis of complex cyclic peptides and disulfide-rich scaffolds, where the homocysteine thiol serves as a versatile handle for further modification. Additionally, Fmoc-Hcys(Trt)-OH is employed as a substrate in the preparation of S-methylated homocysteine derivatives for metabolic studies.
Product Parameters
Parameter
Specification
Product Name
Fmoc-Hcys(Trt)-OH
CAS Number
167015-23-8
Molecular Formula
C₃₈H₃₃NO₄S
Molecular Weight
599.74g/mol
Appearance
White to off-whitesolid
Boiling Point
780±60.0°C
Density
1.256±0.06g/cm3
pKa (predicted)
3.80±0.20 (carboxylic acid)
Storage Condition
Keep in dark place,Sealed in dry,Store in freezer, under -20°C
Why Cosperpharm?
When your peptide synthesis requires the precise introduction of homocysteine residues, Cosperpharm supplies Fmoc-Hcys(Trt)-OH with the purity and consistency demanded by complex synthetic workflows.
High purity for clean incorporation. The Trt-protected homocysteine derivative can be prone to racemization under certain conditions, but our Fmoc-Hcys(Trt)-OH undergoes rigorous chiral purity testing to ensure enantiomeric integrity. Batch-specific enantiomeric purity (≥98.0%) is documented on every COA, giving you confidence in your final product stereochemistry.
Stable, easy-to-handle solid. Unlike unprotected homocysteine, which can undergo air oxidation and decomposition, Fmoc-Hcys(Trt)-OH is supplied as a stable crystalline solid that is conveniently stored and handled. With proper storage at –20 °C, the material remains stable for up to 3 years, reducing waste and simplifying inventory management.
Documentation that supports your research. Every shipment of Fmoc-Hcys(Trt)-OH includes a comprehensive Certificate of Analysis (COA) with batch-specific HPLC purity, optical rotation verification, enantiomeric purity analysis, and water content determination. DMF-ready documentation and custom quality agreements are available upon request.
Flexible supply for all project stages. Cosperpharm supplies Fmoc-Hcys(Trt)-OH across the full range of applications—from 1g–10g reference quantities for laboratory synthesis and proof-of-concept studies, to 50g–500g batches for process optimization, to larger-scale for commercial peptide manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.
FAQ
Q1: What is the difference between Fmoc-Cys(Trt)-OH and Fmoc-Hcys(Trt)-OH?
A: Fmoc-Cys(Trt)-OH contains a cysteine residue with a two-carbon side chain (Cys: –CH₂–SH), while Fmoc-Hcys(Trt)-OH contains homocysteine with a three-carbon side chain (Hcy: –CH₂–CH₂–SH). The extra methylene group in homocysteine imparts greater flexibility and different conformational preferences in peptides. Importantly, homocysteine can be incorporated without risk of racemization and β-elimination, which are known challenges with cysteine derivatives.
Q2: How do I remove the Trt protecting group from homocysteine?
A: The Trt group on Fmoc-Hcys(Trt)-OH is removed under standard acidic conditions used for global deprotection in Fmoc SPPS, typically TFA/TIPS/H₂O (95:2.5:2.5) or TFA/thioanisole/EDT combinations. The mild conditions also cleave the peptide from the resin simultaneously.
Storage Conditions
Store Fmoc-Hcys(Trt)-OH in a tightly sealed container under dry, inert atmosphere (nitrogen or argon) at –20 °C for long-term storage or at 0–8 °C for short-term storage. Keep the container dry, protected from light, and stored away from strong oxidizing agents and strong bases. The crystalline powder is stable under recommended storage conditions.
Shelf life: 3 years when stored at –20 °C in a sealed container (powder); 2 years when stored at –80 °C (in solvent). Accelerated stability data is available upon request.
Handling precautions: Use in a fume hood. Wear chemical‑resistant gloves, safety goggles, and a lab coat. Avoid generating dust or aerosols. After handling, wash hands thoroughly. Contaminated clothing should be removed and washed before reuse. Refer to the Safety Data Sheet (SDS) for complete safety information.
Contact Us
Cosperpharm is your trusted partner for high-purity Fmoc-protected amino acids. Contact us today to order Fmoc-Hcys(Trt)-OH or to request technical support for your SPPS workflow.
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