Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) is an Fmoc-protected unnatural amino acid featuring a 4-thiazolyl side chain attached to the alanine backbone. The molecule consists of a fluorenylmethyloxycarbonyl (Fmoc) group protecting the α-amino functionality, a central alanine-derived chiral center, and a thiazole heterocycle at the β-position. The thiazole ring introduces both aromatic character and a lone pair-bearing nitrogen atom, imparting unique electronic properties and metal-coordination capabilities that are highly valued in medicinal chemistry and peptide engineering.
Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) is a specialized Fmoc-protected unnatural amino acid building block widely employed in solid-phase peptide synthesis for the introduction of thiazole-containing residues into peptide sequences. The thiazole side chain of Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) confers rigidity and potential metal-coordination properties, making this compound particularly valuable in the design of bioactive peptides, enzyme inhibitors, and peptidomimetics. Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) is also utilized in drug discovery programs targeting protein-protein interactions, where the thiazole heterocycle can participate in π-stacking interactions and hydrogen bonding with biological targets. Furthermore, Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) serves as an essential intermediate in the synthesis of peptide-based therapeutic candidates and bioconjugates, owing to the chemoselective handle provided by the thiazole nitrogen for further functionalization.
Product Parameters
Parameter
Specification
Product Name
Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH)
CAS Number
205528-32-1
Molecular Formula
C₂₁H₁₈N₂O₄S
Molecular Weight
394.44 g/mol
Appearance
Whitesolid
Melting Point
178.2°C
Boiling Point
647.5± 55.0°C at 760 mmHg
Density
1.378± 0.06 g/cm³
pKa
3.42± 0.10
Storage Condition
2–8 °C, sealedin dry
Why Cosperpharm?
When your peptide synthesis requires unnatural amino acids with heteroaromatic side chains, Cosperpharm delivers Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) with the purity and documentation that research demands.
Purity that ensures successful coupling. The success of SPPS depends on high-purity building blocks. Our Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) undergoes rigorous HPLC release testing (≥98% industrial grade; ≥99% reference grade) with enantiomeric purity verification to confirm the integrity of the chiral center.
Documentation ready for your records. Every shipment includes a Certificate of Analysis (COA) with batch-specific HPLC purity, chiral HPLC traceability, and appearance verification. Custom quality documentation is available upon request for regulated environments.
Flexible packaging for all scales. From 250mg and 1g for research and method development, to 5g–25g for process optimization, to custom bulk quantities for commercial peptide manufacturing.
Technical support from application specialists. Our team understands the nuances of incorporating thiazole-containing amino acids into peptide sequences. We offer guidance on coupling conditions, deprotection strategies, and compatibility with standard SPPS protocols.
Global reach with transparent pricing. Cosperpharm ships to research institutions, CROs, and pharmaceutical manufacturers worldwide, with full customs documentation included. Volume discounts apply at larger scales.
FAQ
Q1: Is this compound compatible with standard Fmoc SPPS protocols?
A: Yes. Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) is fully compatible with standard Fmoc solid-phase peptide synthesis protocols using HBTU, HATU, or DIC coupling reagents, with Fmoc deprotection achieved using 20% piperidine in DMF.
Q2: How should this compound be stored?
A: Store Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) at 2–8 °C in a tightly sealed container, protected from light and moisture. Avoid prolonged exposure to elevated temperatures or humid conditions, as Fmoc amino acids can degrade under basic or prolonged storage conditions.
Application Scenarios
Solid-Phase Peptide Synthesis (SPPS)
Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) serves as a key building block for the introduction of thiazole-containing residues into peptide sequences, enabling the creation of complex peptide structures with high purity using standard Fmoc SPPS protocols.
Drug Development — Bioactive Peptides
The unique thiazole heterocycle enhances the biological activity of peptides, making Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) valuable in pharmaceutical applications for developing therapeutics targeting specific diseases, including enzyme inhibitors and receptor modulators.
Antimicrobial Peptide Research
Peptides synthesized using thiazole-containing amino acids have demonstrated significant antimicrobial properties against resistant bacterial strains, supporting new antibiotic development programs.
Bioconjugation
The Fmoc protecting group enables selective reactions essential for bioconjugation processes, facilitating the attachment of peptides to antibodies, imaging agents, or drug molecules for targeted therapies and diagnostics.
Protein Engineering Researchers utilize
Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) to modify proteins, enhancing thermal stability and resistance to proteolysis — properties critical for therapeutic protein development and biotechnology applications.
Analytical Chemistry — HPLC Standards
The compound can be employed as a reference standard in HPLC methods for peptide quantification and characterization, supporting analytical method development and quality control of peptide-based products.
Peptidomimetic Design
The rigid thiazole ring restricts conformational flexibility, enabling the design of conformationally constrained peptidomimetics with improved receptor binding selectivity and metabolic stability.
Metal-Containing Peptides
The thiazole nitrogen offers a coordination site for transition metals, allowing Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) to serve as a building block for metallopeptides in bioinorganic chemistry and artificial enzyme design.
Contact Us
Looking for a reliable supply of Fmoc-3-(4-thiazolyl)alanine (Fmoc-Tza-OH) for your peptide synthesis pipeline or medicinal chemistry research? Reach out to Cosperpharm today. Our team is ready to provide product information, pricing, and technical support. Custom packaging and volume discounts available.
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