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ase-Diaminopimelic acid (1:5-diaminopentane-1:5dicarboxylic acid) is symmetrical about the ycarbon atom and contains two asymmetric centres; it has three stereoisomers, namely the LL, DD and meso (internally compensated) compounds. It appears to be confined to bacterial organisms and is widely distributed among them (Work & Dewey, 1953). Diaminopimelic acid was originally isolated from hydrolysates of Corynebacterium diphtheriae and Mycobacterium tuberculosi8, and the suggestion was made that it was the meao isomer because of its optical inactivity and its behaviour in the presence of the L-amino acid oxidase of Neuro8pora (Work, 1951). Subsequent evidence obtained with diaminopimelic acid decarboxylase supported this view (Work, 1953; Dewey, Hoare & Work, 1954), but rigorous proof could not be obtainedwithout a supply ofthe authentic meso isomer. Diaminopimelic acid has also been isolated from the culture filtrate of the lysine auxotroph E8cherichia coli 26-26 (Work & Denman, 1953; Wright & Cresson, 1953). Both groups of workers found that this diaminopimelic acid had a slight positive rotation when first crystallized, but after several recrystallizations it was optically inactive. Wright & Cresson suggested that some LL isomer was present in addition to the meso isomer. This paper describes the isolation from the mutant culture filtrate of a highly dextrorotatory compound which proved to be LL-diaminopimelic acid. The isomeric forms of all the naturally occurring diaminopimelic acids were established by direct comparison with the authentic isomers, made available by the resolution of synthetic diaminopimelic acid (Work, Birnbaum, Winitz & Greenstein, 1955). The enzymic decarboxylation, growth-promoting properties and natural distribution of the isomers have also been investigated. Preliminary reports of these results have already been given (Hoare, 1955; Hoare & Work, 1955 a). METHODS

The stereoisomers of α∈-diaminopimelic acid: their distribution in nature and behaviour towards certain enzyme preparations