Synonym |
Boc-Ala-Ala-Pro-OH |
Species |
N/A |
Protein Accession |
N/A |
Purity |
≥ 95% |
Endotoxin Level |
< 1.0 EU per μg |
Biological Activity |
N/A |
Expression System |
N/A |
Fusion Tag |
N/A |
Predicted Molecular Mass |
374.40 Da |
Formulation |
Supplied as a lyophilized powder |
Reconstitution |
Reconstitute in water to a concentration of 1 mg/ml |
Storage & Stability |
Store at -20°C. Stable for 12 months from the date of receipt |
FAQ
What is Boc-AAP-OH, and what are its primary applications in scientific research?
Boc-AAP-OH, also
known as tert-Butyloxycarbonyl-L-2-aminoadipic acid, is a significant compound in scientific research,
particularly in the field of peptide synthesis. It often serves as a protecting group in the synthesis
of amino acids and peptides, enabling scientists to create compounds with precise functions and
properties. The Boc (tert-Butyloxycarbonyl) group protects the amine group of amino acids from unwanted
reactions, which is crucial when conducting multi-step organic syntheses that require selective
reactions on different parts of the molecule. This selectivity allows researchers to build complex
molecules in a stepwise fashion, introducing different side chains or functional groups as needed
without interference from the amino group that Boc is protecting.
Apart from its primary role in
preserving the functionality of amino groups, Boc-AAP-OH is noteworthy for its involvement in producing
synthetic peptides used in drug discovery and development. By facilitating the creation of peptides with
tailored sequences, scientists can develop compounds that mimic biological molecules, such as hormones
or enzymes, potentially leading to new treatments for various diseases. In biomedical research,
Boc-AAP-OH also aids in studying protein-protein interactions by allowing the synthesis of peptide
analogs that can serve as probes or inhibitors, offering insights into disease mechanisms or potential
therapeutic targets.
Moreover, Boc-AAP-OH's utility extends to materials science, where
researchers explore its capabilities in producing novel materials with specific qualities, such as
enhanced stability or unique physical characteristics, which may be used in biotechnology applications.
Thus, Boc-AAP-OH is integral not only in advancing knowledge within biochemistry and pharmacology but
also in expanding possibilities in creating innovative materials and tools for scientific
inquiry.
How does Boc-AAP-OH contribute to peptide stability during synthesis?
Boc-AAP-OH
contributes significantly to the stability of peptides during synthesis due to its role as a protecting
group. Peptide synthesis involves the sequential addition of amino acids, forming peptide bonds to
create a continuous chain. However, since amino acids have various reactive functional groups,
uncontrolled reactions might occur during this process, potentially leading to undesired side products
or incomplete syntheses. The use of protective groups like Boc ensures that these reactive sites are
temporarily blocked, preventing premature or unwanted reactions.
The Boc group specifically
protects the amine group of amino acids. Without protection, the free amine group may react
indiscriminately, especially during the coupling process with carboxyl groups of other amino acids,
forming side-reactions that complicate purification and overall yield. By using Boc as a protective
measure, the synthesis can progress with higher fidelity, allowing reactions to target only the desired
sites at each step.
Furthermore, the stability afforded by Boc-AAP-OH can be attributed to its
ability to be selectively removed under mild acidic conditions at the appropriate time in the synthetic
process. This attribute allows for careful control of the reaction environment and ensures that the
synthetic pathway can proceed as planned. Once the peptide bonds are successfully formed, the protective
Boc group can be removed without negatively impacting the integrity of the newly synthesized peptide
chain, which is crucial for obtaining a pure final product intended for further study or
application.
In summary, Boc-AAP-OH plays a pivotal role in managing and stabilizing reactive
groups during peptide synthesis. By mitigating the risk of unwanted side reactions and allowing precise
control over the sequence of the synthesis, it ensures high efficiency and accuracy in constructing
complex peptides. This contribution is vital in both research settings and industrial applications,
where the demand for reliable and consistent synthetic processes is paramount.
What safety
measures should be considered when handling Boc-AAP-OH in a laboratory setting?
When managing
Boc-AAP-OH in a laboratory environment, safety measures are vital to ensure the well-being of laboratory
personnel and the integrity of the experiments being conducted. Firstly, Boc-AAP-OH, like many chemical
reagents, should be handled in a well-ventilated area, preferably under a fume hood. This precaution
reduces exposure to vapors and any possible dust particles that could be dispersed into the air during
handling. Proper ventilation diminishes the risk of inhalation, which can lead to respiratory irritation
or other health issues.
Moreover, personal protective equipment (PPE) is indispensable.
Laboratory workers should always wear appropriate PPE, including lab coats, safety goggles, and
chemical-resistant gloves, when dealing with Boc-AAP-OH to protect against accidental spills or contact
with skin and eyes. Direct contact with skin can cause irritation, and if it comes in contact with the
eyes, it may lead to serious injury. Therefore, swift access to eye wash stations and safety showers is
crucial in laboratory spaces where such chemicals are used.
Proper storage and labeling of
Boc-AAP-OH add another layer of safety by preventing accidental misuse or confusion with other reagents.
The compound should be stored in a cool, dry place, away from incompatible substances to prevent any
inadvertent reactions, which could pose safety hazards or compromise the compound's efficacy in
research.
Additionally, individuals handling Boc-AAP-OH must be thoroughly trained in chemical
handling protocols and emergency response procedures, including spill clean-up and disposal methods.
Having a well-established plan and trained staff facilitates a quick and efficient response to any
unforeseen incidents, minimizing harm.
Communication is also key within a lab setting. Making
sure all team members are aware of Boc-AAP-OH's potential hazards via safety datasheets and regular
safety briefings can further protect everyone involved. Keeping this information transparent and top of
mind discourages complacency and reinforces the importance of meticulous safety practices in scientific
research settings.
Overall, adopting a comprehensive approach to safety that encompasses
protective gear, storage, education, and communication can significantly mitigate risks associated with
handling Boc-AAP-OH, thereby fostering a safe and productive environment for scientific
exploration.
What are the deprotection conditions for Boc in peptide synthesis, and why are they
important?
The deprotection of the Boc group in peptide synthesis is a crucial step that typically
occurs under specific acidic conditions, most commonly utilizing trifluoroacetic acid (TFA). The process
is characterized by the removal of the Boc protecting group from the amino acid, thereby freeing the
amine for subsequent reactions or to finalize a peptide chain. This step is vital for ensuring that the
final product has the correct structure and intrinsic activity required for its intended application,
whether in research or pharmaceutical development.
Using TFA as the standard deprotection agent
can be attributed to its efficacy and rapid action. It can efficiently cleave the Boc group without
causing damage to the peptide bonds that form the backbone of the molecule. This selectivity is crucial
because any disruption to the peptide backbone would result in degraded or incomplete peptide sequences,
undermining the objective of the synthesis. Furthermore, the use of TFA or similar acids offers the
advantage of being able to achieve deprotection at room temperature, allowing for both gentle and swift
removal of the Boc group, minimizing any thermal degradation risks associated with higher
temperatures.
Critically, the timing and conditions under which deprotection occur are essential
for optimizing peptide yields and purity. Properly orchestrated deprotection steps prevent the unwanted
side reactions or oxidation of sensitive side chains, ensuring that the integrity and intended
configuration of the synthesized peptide are maintained. Customizing the concentration of TFA and time
spent under deprotection conditions can be tailored for specific peptides, providing control over
reaction parameters that may vary due to the presence of different amino acid residues within a
sequence.
The significance of precise and effective deprotection conditions is also emphasized in
scenarios involving the large-scale synthesis of pharmaceutical peptides. The ability to consistently
replicate deprotection phases enhances the scalability of the production process, which is critical in
the transition from the laboratory to industrial production. Maintaining precise deprotection conditions
leads to cost-efficient synthesis and ensures consistency in the production of biologically active
peptides.
In conclusion, controlling the deprotection conditions of the Boc group is
indispensable in peptide synthesis. It ensures that peptides are synthesized with the correct structures
while preserving both the efficiency and quality of the synthesis. These practices significantly impact
the reliability of peptide-based research and development, which could further influence advancements in
drug design and therapeutic interventions.
Can you discuss the environmental considerations in
the use and disposal of Boc-AAP-OH?
Environmental considerations are an essential aspect when using
and disposing of Boc-AAP-OH in laboratory settings, reflecting a growing commitment to sustainable and
responsible research practices. Given the nature of chemical usage in synthetics and experimental
ventures, prudent strategies are necessary to mitigate environmental impacts, both during the compound’s
application and its eventual disposal.
During its use, Boc-AAP-OH should be managed to minimize
waste generation. This involves utilizing precise measurement techniques to ensure only necessary
quantities are consumed, thereby reducing leftover materials. Efficient reaction planning and scales
that utilize micro amounts can further enhance resource conservation efforts. Incorporating green
chemistry principles, such as optimizing reaction conditions to lower energy consumption or exploring
alternative, less hazardous solvents, can contribute significantly to reducing the ecological footprint
of laboratory operations.
The disposal of Boc-AAP-OH must comply with relevant environmental
regulations and waste management protocols. Typically, chemical disposal involves categorizing waste
into specific hazard classes and disposing of them accordingly to prevent contamination of water sources
or harm to ecosystems. Laboratories are increasingly required to ensure proper labeling of chemical
waste and store it securely until responsible disposal is coordinated through certified waste management
services. These practices aim to eliminate the release of potentially harmful substances into the
environment, protecting biodiversity and human health.
Moreover, it is advisable to engage in
routine audits of waste generation and handling processes to identify opportunities for further
improvements in environmental stewardship. Digital tracking systems can help gather data and optimize
waste management strategies, striving toward a more circular economy where the reuse and recycling of
materials are prioritized wherever feasible.
Beyond the laboratory, broader environmental and
sustainability discussions involve considering the sourcing and lifecycle of chemicals like Boc-AAP-OH.
Exploring renewable raw materials or sustainable production practices in the procurement stage can
further ensure that the compound’s life cycle has minimal environmental impact.
In conclusion,
the use and disposal of Boc-AAP-OH require meticulous consideration of sustainable practices to mitigate
environmental impacts. Through careful planning, responsible usage, stringent waste disposal, and a
commitment to continuous improvement, laboratories can effectively balance the pursuit of scientific
advancements with the imperative for environmental conservation and protection.