Diversity-oriented Synthesis (DOS)
Natural products (NPs) and their analogs, derivatives are one of the important source of lead compounds identification and are a major component in the construction of compound libraries to be screened in chemical genetics. However, it is challenging to obtain sufficient amounts and scaffold diversity of NPs and their analogues. Due to the structural complexity of NPs (generally many chiral centers, complex ring systems, etc.), it has been a long-standing question for chemists to design a strategy that allows for the synthesis of NPs with diverse scaffold. The advantages of biosynthesis over chemical synthesis for the preparation of complex molecules have long been known. DOS, which has been rapidly developed in recent years, is a useful method for building libraries containing NPs with high structural diversity.
BOC Sciences has combined combinatorial biosynthesis techniques and DOS to build high quality natural products libraries.
Advantages of DOS
- Generate natural product libraries containing diverse scaffold
- Provide natural products with complex structure
- Synthesize natural products that have stereochemical diversity
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Figure 1. Diversity-oriented synthesis. (O’ Connor. C. J.; et al. 2017)
Our Strategies
At BOC Sciences, natural product libraries developed based on the DOS method can be divided into the following three categories: Natural product library based on the core scaffold of a single natural product, natural product library based on the privileged structure of multiple natural products, and natural product library based on structural characters that mimic natural products in a broader sense.
- NPs library based on the core scaffold of a single natural product
- NPs library based on the privileged structure of multiple natural products
- NPs library based on structural characters that mimic natural products in a broader sense
The core scaffold of an active natural product provides a biologically validated structural framework with multiple functional groups, around which the generated library can be used to identify a variety of biological targets.
Privileged structure refers to a structure with a specific function that is widely present in multiple known active natural products. This kind of structure, like the core scaffold of the individual natural products described above, has undergone some degree of biological confirmation. In addition, the wide range of sources allows for a greater degree of structural diversity and thus can find a wider range of biological targets.
BOC Sciences uses this approach to explore the structural features of natural products in a broader sense, which introduces more dense functional groups and wider derivatization in all directions of the original scaffold.
Our Services
At BOC Sciences, we mainly provide Functional Group Pairing Pattern Recognition and Multiplex Combinatorial Biosynthesis methods to perform DOS:
- Functional Group Pairing Pattern Recognition (FGPPR)
- Multiplex Combinatorial Biosynthesis ( MCB)
Starting from commercially available molecules, our teams can synthesize a variety of different complex scaffold through functional group pairing reactions of polyfunctional intermediates. Finally, diverse derivatives at multiple sites of the original compounds can be achieved , including the synthesis of natural products of the same family.
In MCB method, a certain compound of natural product is used as a model and Diversity-Oriented Bio-Synthesis (DOBS) strategy is applied to construct a library containing hundreds of natural product classes, thus greatly expanding the diversity and uses of the molecule.
BOC Sciences provides professional, rapid and high-quality services of Diversity-oriented Synthesis (DOS) at competitive prices for global customers. Personalized and customized services of Diversity-oriented Synthesis (DOS) can satisfy any innovative scientific study demands. Our clients have direct access to our staff and prompt feedback to their inquiries. If you are interested in our services, please contact us immediately!
Reference
- O’ Connor. C. J.; et al. Diversity-oriented synthesis: producing chemical tools for dissecting biology. Chemical Society Reviews. 2012. 41(12): 4444-4456.
