Introduction

Boc-His(Trt)-Aib-Glu(OBtu)-Gly-OH (CAS 1890228-73-5) is a protected tetrapeptide building block engineered to streamline the synthesis of structurally intricate and functionally stable peptides. Combining orthogonal protecting groups—Boc (tert-butoxycarbonyl), Trt (trityl), and OBtu (tert-butyl ester)—with the conformational rigidity of α-aminoisobutyric acid (Aib), this compound addresses challenges in synthesizing aggregation-prone or acid-sensitive sequences. Its CAS number, 1890228-73-5, ensures precise identification in research and industrial workflows. This article explores its chemical design, therapeutic applications, and advantages in modern peptide chemistry.

Chemical Structure and Key Components

Boc-His(Trt)-Aib-Glu(OBtu)-Gly-OH (CAS 1890228-73-5) integrates four critical elements:

1. Boc Protection: Shields the α-amino group of histidine, enabling acid-mediated deprotection while preserving acid-sensitive residues.

2. Trt-Protected Histidine: Prevents undesired side reactions of the imidazole side chain during synthesis.

3. Aib (α-Aminoisobutyric Acid): A non-proteinogenic amino acid that stabilizes α-helical or β-turn structures, reducing peptide flexibility.

4. Glu(OBtu): A tert-butyl ester-protected glutamic acid, allowing selective carboxyl group activation post-synthesis.

5. Glycine: Enhances peptide backbone flexibility and solubility.

The CAS registry 1890228-73-5 uniquely identifies this tetrapeptide, facilitating regulatory compliance and sourcing accuracy.

Applications in Therapeutic Development

1. Antimicrobial Peptides (AMPs)

• Aib’s rigidity and Trt-protected histidine enhance resistance to proteolytic degradation, improving AMP efficacy against drug-resistant pathogens.

2. Targeted Cancer Therapeutics

• Histidine’s pH-sensitive imidazole group enables tumor microenvironment-responsive drug release, minimizing off-target effects.

3. Neuroactive Peptide Design

• Aib-stabilized peptides (e.g., neurotensin analogs) exhibit prolonged in vivo stability for treating neurodegenerative diseases.

4. Vaccine Adjuvants

• The Trt protection ensures high-purity synthesis of peptides used in vaccine formulations, enhancing immune response precision.

5. Enzyme Mimics and Catalysts

• Glu(OBtu) allows post-synthetic modification to create artificial lloenzymes for industrial biocatalysis.

Advantages Over Standard Building Blocks

• Orthogonal Protection: Boc, Trt, and OBtu groups enable stepwise deprotection, ideal for synthesizing peptides with acid- or -sensitive residues.

• Enhanced Stability: Aib reduces enzymatic degradation and aggregation, extending peptide shelf life.

• Scalability: Compatible with automated solid-phase peptide synthesis (SPPS) for high-throughput production.

Synthesis and Handling Guidelines

Synthesis Protocol:

1. Resin Loading: The Boc-protected histidine is anchored to a solid-phase resin.

2. Sequential Coupling: Aib, Glu(OBtu), and glycine are added using HOBt/DIC activation.

3. Deprotection and Cleavage: TFA removes Boc/Trt groups and releases the peptide from the resin.

Storage:

• Store at -20°C in a desiccated environment to prevent hydrolysis of ester groups.

• Avoid exposure to moisture, light, or strong acids/s.

Safety and Regulatory Insights

• Handling: Use PPE (gloves, goggles) to avoid skin/eye contact; work in a fume hood.

• Disposal: Follow local regulations for organic waste containing Boc or Trt derivatives.

• Regulatory Status: Listed under CAS 1890228-73-5, classified as non-hazardous with standard lab precautions.

Global Supplier: Pukang Biotechnology

Pukang Biotechnology supplies high-purity Boc-His(Trt)-Aib-Glu(OBtu)-Gly-OH (CAS 1890228-73-5) and custom peptide synthesis services. Their offerings include:

• GMP-Compliant Production: For preclinical and clinical applications.

• Technical Expertise: Support for complex peptide design and optimization.

• Fast Global Delivery: Ensuring seamless integration into research and manufacturing pipelines.

Contact: +86-137-0808-4407 | export@pu-kang.com

Conclusion

Boc-His(Trt)-Aib-Glu(OBtu)-Gly-OH (CAS 1890228-73-5) is a versatile tool for synthesizing high-stability, functionally diverse peptides. Its orthogonal protection strategy, conformational control via Aib, and modular design empower advancements in antimicrobial therapy, targeted oncology, and biocatalysis. For researchers tackling complex peptide synthesis challenges, CAS 1890228-73-5 offers a reliable solution to enhance yield, purity, and therapeutic potential.