Synonym |
Cyclo(Phe-Pro) |
Species |
Human |
Protein Accession |
NA |
Purity |
Greater than 95% |
Endotoxin Level |
Less than 1 EU/μg |
Biological Activity |
Stimulates collagen synthesis in human fibroblasts |
Expression System |
Chemical synthesis |
Fusion Tag |
NA |
Predicted Molecular Mass |
288.33 Da |
Formulation |
Supplied as a lyophilized powder |
Reconstitution |
Reconstitute in water to a concentration of 0.1-1.0 mg/ml |
Storage & Stability |
Store at -20°C upon receipt, stable for up to 2 years |
FAQ
What is Cyclo(Phe-Pro) and what are its primary uses and benefits?
Cyclo(Phe-Pro) is a cyclic
dipeptide formed by the amino acids phenylalanine and proline. Cyclic dipeptides, also known as
diketopiperazines, are a category of small, naturally occurring peptide structures that have garnered
significant interest in the pharmaceutical and scientific research communities due to their diverse
range of bioactivities and relatively simple structural composition. Cyclo(Phe-Pro) has been the subject
of multiple studies due to its potential as a therapeutic agent and its unique structural properties
that make it a candidate for various industrial applications.
One of the primary benefits of
Cyclo(Phe-Pro) is its stability compared to linear peptides. This stability arises from its cyclic
structure, which provides resistance to enzymatic degradation, a common issue faced by linear peptides
when used in biological systems. This property enhances the peptide's potential for use in drug delivery
systems, as it can maintain its structure and function over a longer period, even in the presence of
enzymes that typically degrade peptide bonds.
Another notable benefit of Cyclo(Phe-Pro) is its
antimicrobial activity. Research has demonstrated that many cyclic dipeptides, including Cyclo(Phe-Pro),
exhibit inhibitory effects against a range of microorganisms, including bacteria and fungi. This
property opens potential applications in the development of new antimicrobial agents, which are crucial
in the context of rising antibiotic resistance. Due to its non-toxic nature in certain concentrations,
Cyclo(Phe-Pro) can potentially be incorporated into formulations where long-term exposure and
biocompatibility are critical considerations.
Additionally, Cyclo(Phe-Pro) is being explored for
its anticancer properties. Certain studies suggest that it might have the ability to impede cancer cell
proliferation or induce cell death in malignant cells. This feature is particularly significant given
the ongoing search for treatments that not only target cancer cells effectively but also minimize
harmful side effects typically associated with conventional chemotherapy.
Beyond its use in
medicine, Cyclo(Phe-Pro) also holds potential in the cosmetic and food industries. Its stability,
antimicrobial properties, and biocompatibility make it a candidate for use in formulations that
necessitate long shelf lives and safety upon consumption or application to the skin.
In
conclusion, Cyclo(Phe-Pro) exhibits a rich array of properties that make it an attractive focus for
research and development across multiple industries. Its stability, antimicrobial activity, potential
anticancer effects, and versatility highlight its importance and the ongoing efforts to further
understand and harness its capabilities.
How is Cyclo(Phe-Pro) produced, and what are the
processes involved in its synthesis?
The synthesis of Cyclo(Phe-Pro) involves several intricate
biochemical processes that can be executed using different methodologies, depending on the desired scale
of production and the specific application for which it is being synthesized. One of the primary
traditional methods of synthesizing Cyclo(Phe-Pro) is through chemical synthesis, which involves the
formation of a peptide bond between the amino acids phenylalanine and proline, followed by cyclization
to form the diketopiperazine structure.
Chemical synthesis typically starts with the protection
of the functional groups on the amino acids to prevent unwanted reactions and improve yield. This is
succeeded by the activation of the carboxyl group of one of the amino acids, usually phenylalanine,
which facilitates the subsequent peptide bond formation with proline. Various coupling agents are used
to promote this reaction, leading to the formation of a linear dipeptide. The next step involves
cyclization, where conditions are carefully controlled to ensure the formation of the cyclo-dipeptide
rather than any unwanted structures. Often, cyclization can be achieved through the application of
specific reaction conditions such as variations in temperature, pH, or the use of particular reagents,
which encourage the peptide to assume a cyclic form.
Apart from purely chemical synthesis, there
are also biosynthetic approaches for producing Cyclo(Phe-Pro). These methods harness biological
machinery to create the compound under milder conditions. A common approach is the use of microorganisms
that naturally produce cyclic dipeptides. Through the cultivation of specific strains and the
optimization of fermentation conditions, Cyclo(Phe-Pro) can be bioengineered in significant amounts.
This biological production method is often seen as more environmentally friendly compared to traditional
chemical synthesis due to the reduction in hazardous waste and energy consumption.
Moreover,
advances in biotechnology have enabled the creation of recombinant organisms, where genetic engineering
is employed to enhance or introduce pathways for Cyclo(Phe-Pro) synthesis in microbial hosts. This
technique allows for increased specificity and yield, capitalizing on the precision of genetic
manipulation to tailor the production process to meet industrial needs.
Overall, the production
of Cyclo(Phe-Pro) can be performed by chemical routes or biological methods, each having its advantages
and limitations. Chemical synthesis offers precision and control over reaction parameters, while
biological production is often more sustainable and can be scaled up using fermentation technology. The
choice of method generally depends on factors such as cost, ecological considerations, and the required
purity and yield of the final product.
Are there any known side effects or interactions
associated with Cyclo(Phe-Pro)?
The examination of Cyclo(Phe-Pro), like any compound considered
for medical or pharmacological use, encompasses understanding its safety profile, potential side
effects, and interactions with other substances. As it stands, the safety profile of Cyclo(Phe-Pro) is
still largely under investigation, with limited data available compared to well-established drugs.
However, the existing literature and studies provide some insights into its tolerability and possible
side effects.
Some preliminary studies indicate that Cyclo(Phe-Pro), when used within certain
concentrations, is generally well-tolerated in biological systems. This is due in part to its cyclic
structure, which can naturally occur in biological organisms and is thought to interact harmoniously
within biological environments. The cyclic nature of this dipeptide contributes to reduced allergenic
potential and minimizes degradation, thereby potentially reducing the likelihood of unexpected breakdown
products, which could lead to adverse effects.
In terms of known side effects, detailed human
trials are still needed to paint a comprehensive picture. Some compounds in the cyclic dipeptide family
have been associated with mild digestive disturbances when ingested in large amounts. This could be due
to their interaction with gut microbiota or due to the body's natural metabolic response to processing
peptide structures. It should be noted that side effects are largely dose-dependent and that clinical
research is crucial to determining safe dosage limits for various applications.
Regarding
interactions, Cyclo(Phe-Pro) may have potential interactions with other compounds, especially those that
share similar transport or metabolic pathways. For example, because peptides often require active
transport mechanisms to cross cellular membranes, they might compete with other substrates utilizing the
same channels. This could theoretically alter the absorption or efficacy of co-administered medications,
particularly those involving amino acid-like structures. Furthermore, there could be enzymatic
interactions where Cyclo(Phe-Pro) affects the activity of enzymes metabolizing other exogenous
substances, potentially influencing the pharmacokinetics of such substances.
While existing
research provides a foundational understanding, the field is actively exploring further to identify any
adverse interactions, researching systematically under various physiological conditions. The ultimate
goal is to ensure that Cyclo(Phe-Pro) can be safely utilized in therapeutic settings without
compromising patient health or leading to problematic interactions with other treatments. Users or
healthcare providers contemplating the integration of Cyclo(Phe-Pro) into treatment regimens should
therefore remain vigilant until comprehensive safety profiles are published by authoritative bodies
following rigorous clinical trials.
What are the industrial applications of Cyclo(Phe-Pro) beyond
pharmaceuticals?
Cyclo(Phe-Pro), due to its structural stability and bioactive characteristics,
presents a wide range of industrial applications beyond traditional pharmaceutical use. Its versatility
is increasingly being recognized in sectors such as cosmetics, agrochemicals, and food preservation,
owing to its ability to exert beneficial effects while maintaining a safety profile suitable for
consumer products.
In the cosmetic industry, the stability of Cyclo(Phe-Pro) makes it an
appealing component for formulations that require long shelf lives and consistent efficacy. As an
antimicrobial agent, it can be incorporated into skincare products to protect against microbial
contamination without relying on harsher chemical preservatives that may irritate sensitive skin.
Additionally, given that peptides have been shown to play roles in cell communication and can improve
skin texture by stimulating collagen production, Cyclo(Phe-Pro) is being evaluated for its potential to
enhance skin appearance and health.
Furthermore, the agrochemical industry is exploring
Cyclo(Phe-Pro) for its pesticidal and fungicidal properties. Due to the increasing concern about the
environmental impact and safety of synthetic chemicals on crops and biodiversity, there is a move
towards biopesticides. Cyclo(Phe-Pro), with its natural origins and biodegradability, offers an
eco-friendly alternative to conventional agrochemicals. Its effectiveness against specific plant
pathogens can help in developing sustainable agricultural products that decrease the chemical load on
the environment while ensuring crop protection.
Within the food industry, Cyclo(Phe-Pro) is being
considered as a natural preservative. Its antimicrobial properties suggest it could help extend the
shelf life of perishable goods, either by inhibiting the growth of spoilage organisms or through direct
incorporation into food coatings or packaging materials. This approach aligns with consumer demand for
natural ingredients and additives amidst rising skepticism towards synthetic
preservatives.
Moreover, Cyclo(Phe-Pro) is leveraged in the field of analytical chemistry and
diagnostic tools. Its propensity for forming complex structures can aid in the selective capture and
identification of target molecules. Such applications are pivotal for developing advanced detection
systems that require high specificity and sensitivity, such as biosensors and diagnostic
assays.
These diverse applications illustrate Cyclo(Phe-Pro)'s potential as a multifunctional
ingredient across various industries facing the need for innovative solutions that are sustainable,
effective, and safe. Continued research positions this compound not merely as a point of academic
interest but as a viable component in industrial applications seeking to balance performance with
responsibility.
How does the cyclic nature of Cyclo(Phe-Pro) contribute to its function and
application?
The cyclic nature of Cyclo(Phe-Pro) plays a pivotal role in determining its function
and broadened application spectrum. This intrinsic property is central to why the compound is stable,
exhibits unique biological activities, and is adaptable for diverse uses in scientific and industrial
contexts.
Firstly, the structural integrity imparted by the cyclic conformation renders
Cyclo(Phe-Pro) markedly more stable than its linear counterparts. In solution and biological
environments, linear peptides are prone to degradation by proteases, enzymes that catalyze the
hydrolysis of peptide bonds. However, Cyclo(Phe-Pro) resists such enzymatic activity due to its cyclic
structure, where the peptide backbone is effectively "locked" in place, obstructing access by these
degrading enzymes. This enhanced durability makes Cyclo(Phe-Pro) a promising candidate for use in
applications that demand prolonged activity, such as in drug delivery systems where pharmaceutical
agents need to persist long enough to exert therapeutic effects.
In terms of function, the cyclic
structure fosters a unique conformational rigidness that allows Cyclo(Phe-Pro) to interact specifically
with biological membranes and receptors. This specificity can lead to potent bioactivities such as
antimicrobial action, where Cyclo(Phe-Pro) may insert into microbial cell membranes or interfere with
essential cellular processes in pathogens, thereby exhibiting bactericidal or fungicidal properties.
Such mode of action is also under exploration in cancer therapy, where disrupting cell integrity or
signaling pathways with precision could halt tumor growth or induce apoptosis in cancer
cells.
The cyclic nature also affords Cyclo(Phe-Pro) a unique advantage in solubility and
permeability, critical properties for bioavailability in both therapeutic and nutritional contexts. The
ability of Cyclo(Phe-Pro) to effectively permeate biological membranes without undergoing rapid
breakdown enhances its therapeutic potential, making it a subject of interest when developing novel
formulations requiring improved absorption profiles.
Moreover, this structural form provides a
scaffold for modification, allowing researchers to enhance or moderate biological activity through
chemical modifications while keeping the core cyclic structure intact. Such flexibility opens pathways
for creating derivatives that could serve custom functions in specific applications — perhaps improving
the compound's solubility, targeting specific tissues, or increasing efficacy against particular
microbial strains.
In industrial applications, beyond the simple act of fortifying products with
stability, the cyclic nature means Cyclo(Phe-Pro) can continuously work as an active ingredient in
prolonged-use products like cosmetics or preservatives in food packaging. In conclusion, the cyclic
structure of Cyclo(Phe-Pro) is foundational to its capacity as a versatile, stable, and bioactive
compound with immense potential across various fields. Its stability and biological efficacy continue to
distinguish it as a focal point for both current use and future innovation.