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Fmoc-Homoarg-OH.HCl
  • Fmoc-Homoarg-OH.HClFmoc-Homoarg-OH.HCl

Fmoc-Homoarg-OH.HCl

Model:208174-14-5
Fmoc-Homoarg-OH·HCl (Fmoc-L-homoarginine hydrochloride, Nα-Fmoc-(S)-2-amino-6-guanidinohexanoic acid hydrochloride) is an Fmoc-protected derivative of the non-proteinogenic amino acid L-homoarginine, stabilized as the hydrochloride salt. Structurally, the molecule consists of a standard lysine-like six-carbon backbone with a terminal guanidino group at the ε-position — an extra methylene group compared to arginine — which extends the side‑chain by one carbon atom.

Fmoc-Homoarg-OH·HCl is a specialized building block for solid‑phase peptide synthesis (SPPS), enabling the incorporation of the non‑standard amino acid homoarginine into synthetic peptide sequences. The extended guanidino side‑chain of the homoarginine residue makes Fmoc-Homoarg-OH·HCl particularly valuable for the synthesis of cell‑penetrating peptides, antimicrobial peptides, and peptide-based drug candidates, where the cationic guanidinium group plays a critical role in membrane interaction and cellular uptake. Fmoc-Homoarg-OH·HCl is also utilized in protein engineering and bioconjugation applications, where homoarginine incorporation can modulate protein stability and functionality. As a pharmaceutical intermediate, Fmoc-Homoarg-OH·HCl supports drug development programs aimed at improving the bioactivity and therapeutic profiles of peptide‑based therapeutics across a range of disease indications.



Product Parameters



Parameter

Specification

Product Name

Fmoc-Homoarg-OH·HCl

CAS Number

208174-14-5

Molecular Formula

C₂₂H₂₇ClN₄O₄

Molecular Weight

446.93 g/mol

Appearance

Pale yellow to pale orange powder

Melting Point

104–107 °C

Solubility

Soluble in DMSO, methanol; 0.1 g in 4 mL DMF (clear solution)

Storage Condition

Hygroscopic, -20°C Freezer, Under Inert Atmosphere



Why Cosperpharm?



When your peptide synthesis campaign requires reliable Fmoc‑protected amino acid building blocks with consistent quality and comprehensive documentation, Cosperpharm delivers Fmoc-Homoarg-OH·HCl with the analytical rigor and supply flexibility that peptide chemists expect.


Enantiomeric purity you can trust. The chirality of the incorporated homoarginine residue directly impacts the biological activity of your final peptide. Our analytical release protocol for Fmoc-Homoarg-OH·HCl includes chiral HPLC verification of enantiomeric purity (≥99.96% ee), HPLC purity analysis (≥99%), water content determination (Karl Fischer), residual solvent analysis, and full identity confirmation by ¹H NMR and mass spectrometry — because your peptide structure depends on the integrity of every building block.


Documentation that supports your research and regulatory needs. Every reference‑grade shipment includes a Certificate of Analysis (COA) with batch‑specific purity data, chromatographic traceability, optical rotation verification, and loss‑on‑drying results — structured for direct insertion into your method validation package, research records, or GMP documentation. Custom quality agreements are available upon request.


Flexible supply across all development stages. Cosperpharm supplies Fmoc-Homoarg-OH·HCl across the full range of applications — from 1g–10g quantities for research and method development, to 25g–100g batches for process validation and scale‑up, to kilogram quantities for commercial peptide manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.


Technical support for peptide chemists. Our team can advise on coupling conditions for sterically hindered homoarginine incorporation (recommended coupling reagents: HATU or HBTU with 2–4 equivalents; 2–4 hour coupling times), compatibility with standard Fmoc SPPS deprotection protocols (20% piperidine in DMF, 2×10 min), and analytical methods for detecting epimerization or incomplete coupling — because we have worked extensively with this extended guanidino building block across multiple peptide synthesis campaigns.


Global reach with transparent pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and research laboratories worldwide, with full customs documentation included. Volume discounts apply at larger scales, and we communicate lead times upfront — no hidden fees, no unexpected delays.


Product Advantages



1. Enables Incorporation of the Extended Guanidino Moiety into Peptides

Fmoc-Homoarg-OH·HCl provides the only commercially practical route for introducing homoarginine — an arginine homologue with an additional methylene group in the side‑chain — into synthetic peptides. This structural extension alters side‑chain flexibility and the spatial presentation of the cationic guanidinium group, properties that are critical for modulating peptide‑membrane interactions in cell‑penetrating peptides and antimicrobial peptides.


2. High Enantiomeric Purity for Stereochemically Defined Peptides

Fmoc-Homoarg-OH·HCl is supplied with verified enantiomeric purity of ≥99.96% ee by chiral HPLC. This level of chiral integrity is essential for the synthesis of stereochemically defined peptides, where even trace levels of D‑isomer contamination can compromise biological activity and alter secondary structure.


3. Fully Compatible with Standard Fmoc SPPS Workflows

The Fmoc protecting group on Fmoc-Homoarg-OH·HCl is fully compatible with standard automated and manual solid‑phase peptide synthesis protocols. The base‑labile Fmoc group is removed under mild piperidine conditions (20% in DMF, 2×10 min), while the hydrochloride salt form ensures immediate solubility in standard coupling solvents including DMF, NMP, and DMSO.


4. Dual Use: Peptide Synthesis Building Block and Pharmaceutical Intermediate

Cosperpharm supplies Fmoc-Homoarg-OH·HCl for multiple applications: as a research‑grade building block for peptide synthesis and protein engineering; as a pharmaceutical intermediate for drug development programs involving peptide‑based therapeutics; and as a reference standard for quality control in peptide manufacturing.


5. Broad Research and Development Utility

Fmoc-Homoarg-OH·HCl supports a wide range of research applications: peptide synthesis (particularly in SPPS for complex peptide sequences); drug development (incorporation of homoarginine into peptide‑based drugs to improve bioactivity and therapeutic profiles); bioconjugation (creation of peptide‑drug or peptide‑imaging agent conjugates for enhanced targeting and drug delivery); protein engineering (modification of proteins to improve stability and function); and diagnostic tool development (biosensors for early disease detection).


FAQ



Q1: What is the difference between Fmoc-Homoarg-OH·HCl and Fmoc-Arg(Pbf)-OH?

A: Fmoc-Homoarg-OH·HCl is the Fmoc‑protected derivative of L‑homoarginine, which contains an extended side‑chain with an additional methylene group (seven carbons total, terminating in a guanidino group) compared to arginine (six carbons). In contrast, Fmoc-Arg(Pbf)-OH is the Fmoc‑protected derivative of L‑arginine with the guanidino side‑chain protected by the Pbf (2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl) group. Fmoc-Homoarg-OH·HCl lacks side‑chain protection beyond the protonated hydrochloride form and is used for direct incorporation of unprotected homoarginine under conditions where side‑chain reactivity is managed by pH control.


Q2: What are the primary applications of Fmoc-Homoarg-OH·HCl?

A: Fmoc-Homoarg-OH·HCl is primarily used as a building block in solid‑phase peptide synthesis (SPPS) for incorporating the non‑standard amino acid homoarginine into synthetic peptides. It is widely utilized in drug development (peptide‑based therapeutics), bioconjugation (peptide‑drug or peptide‑imaging agent conjugates), protein engineering, and diagnostic tool development.


Contact Us



Moving your peptide synthesis project forward starts with sourcing reliable building blocks. Cosperpharm is ready to support you with Fmoc-Homoarg-OH·HCl and a comprehensive catalog of Fmoc‑protected amino acid derivatives. For pricing, lead times, or technical inquiries — reach out today.




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