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Pure Appl. Chem., Vol. 71, No. 12, pp. 2349-2365, 1999

Glossary of Terms Used in Combinatorial Chemistry

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Capacity: The amount of material which may be attached to a support. May be greater than loading due to, for example, steric effects at the solid surface.

Chemset: A collection of two or more library members, building blocks, or reagents; prefered notation in the Journal of Combinatorial Chemistry14 and convenient for describing synthetic procedures on pools of compounds. Thus 'chemset 3{1-3} denotes three members of the library produced by the reaction of reagents 2{1-3} with starting material 1'.

Cleavage: Process of releasing compound from solid support, thereby permitting assay or analysis of the compound by solution-phase methods. Dissolution of the compound following cleavage, rather than the cleavage step itself, may be rate-limiting.

Cluster: Group of compounds which are related by structural or behavioral properties. Organizing a set of compounds into clusters is often used in assessing the diversity of those compounds, or in developing SAR models. See also principal components analysis, binning and recursive partitioning 15-17.

Combichem: see Combinatorial Chemistry

Combinatorial: " 1. of, relating to, or involving combinations; 2. of, or relating to the arrangement of, operation on, and selection of discrete elements belonging to finite sets." (Webster's Collegiate Dictionary)

Combinatorial Chemistry: using a combinatorial process to prepare sets of compounds from sets of building blocks.

Combinatorial Library: A set of compounds prepared by combinatorial chemistry. May consist of a collection of pools, or sub-libraries. Its composition may be described by the chemset notation.

Controlled Release: see Partial Release

Crosslinking: Property of a solid support prepared from polymeric materials with interconnected strands. Often results from the inclusion of multi-functional monomers in the polymerization reaction, e.g. divinylbenzene in polystyrene production. In such cases the degree of crosslinking is often quoted as the proportion of the multifunctional monomer in the reaction mixture. The extent of crosslinking is important for physical properties of the solid support, such as the propensity to swell in different solvents 18.

Cyclative Cleavage: Cleavage resulting from intramolecular reaction at the linker which results in a cyclized product. The cleavage may also act as a purification if resin-bound side-products are incapable of cyclizing, and thus remain attached to the solid support on release of the desired material 9. Diketopiperazine formation, as shown below, is one well-known example of cyclative cleavage 19,20.


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