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Content archived on 2024-06-18

Application of Assembly Line Synthesis to The Construction of Biologically Active Molecules

Objective

This proposal seeks to develop a new strategy for chemical synthesis which we term “Assembly Line Synthesis”. Our plan is to develop new reactions and strategies which enable us to essentially grow a carbon chain with complete control over its shape (stereochemistry) and functionality (which groups are incorporated) in a single operation. Our unique methodology involves the reaction between a lithiated carbamate and a boronic ester to give the homologated product. This chemistry can be done in an iterative manner, without the need for purification between steps, enabling complex molecules to be created with complete control of both relative and absolute stereochemistry. To date we have done 7 homologations in one pot with full stereocontrol. Indeed, through choosing the approriate stereochemistry of substituents along a carbon chain, we have grown a molecule which adopts a linear conformation. We are interested in the further development of the homologation of boronic ester methodology and its application in the synthesis of chemically and biologically useful molecules.
We now plan to apply this methodology to the synthesis of the hydroxyl phthioceranic acid, a potent antigen that stimulates the immune response towards tuberculosis. We expect to make this molecule in just 2-3 discrete operations, a far cry from the 30+ steps taken in the past. In collaboration with Prof. Wender at Stanford, we also plan to prepare improved transporters to carry lipophilic drug molecules (like the potent anti-cancer compound taxol) into cells. We will use our iterative methodology to create lipophilic carbon chains bearing polar guanidinium rich side arms with specific shape and improved transporter properties.

Fields of science (EuroSciVoc)

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Topic(s)

Calls for proposals are divided into topics. A topic defines a specific subject or area for which applicants can submit proposals. The description of a topic comprises its specific scope and the expected impact of the funded project.

Call for proposal

Procedure for inviting applicants to submit project proposals, with the aim of receiving EU funding.

FP7-PEOPLE-2013-IEF
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Funding Scheme

Funding scheme (or “Type of Action”) inside a programme with common features. It specifies: the scope of what is funded; the reimbursement rate; specific evaluation criteria to qualify for funding; and the use of simplified forms of costs like lump sums.

MC-IEF - Intra-European Fellowships (IEF)

Coordinator

UNIVERSITY OF BRISTOL
EU contribution
€ 221 606,40
Address
BEACON HOUSE QUEENS ROAD
BS8 1QU Bristol
United Kingdom

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Region
South West (England) Gloucestershire, Wiltshire and Bristol/Bath area Bristol, City of
Activity type
Higher or Secondary Education Establishments
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Total cost

The total costs incurred by this organisation to participate in the project, including direct and indirect costs. This amount is a subset of the overall project budget.

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