Quality Control of Cis-piperidine-2,6-dicarboxylic acidOn May 15, 1986 ,《Studies on the active site of succinyl-CoA:tetrahydrodipicolinate N-succinyltransferase. Characterization using analogs of tetrahydrodipicolinate》 appeared in Journal of Biological Chemistry. The author of the article were Berges, David A.; DeWolf, Walter E. Jr.; Dunn, George L.; Newman, David J.; Schmidt, Stanley J.; Taggart, John J.; Gilvarg, Charles. The article conveys some information:
Cyclic and acyclic analogs of tetrahydrodipicolinate (THDPA) were evaluated in a study of the active site of THDPA N-succinyltransferase (I). In addition to the natural substrate, THDPA, 1 cyclic and several acyclic compounds were also succinylated. 2-Hydroxytetrahydropyran-2,6-dicarboxylic acid was a potent competitive inhibitor with a Ki of 58 nM. Based on the results of this study, a stereochem. model for the succinylation of THDPA is proposed. The major features of this model are as follows. (1) I binds THDPA (L-configuration). (2) Hydration of the imine group follows to give 2-hydroxypiperidine-2,6-dicarboxylic acid in which the 2 carboxyl groups are trans. (3) Succinylation then occurs and the ring opens to give the acyclic product. Apparently, 2-hydroxytetrahydropyran-2,6-dicarboxylic acid is a transition state analog by virtue of the fact that it structurally resembles the hydrated intermediate. The experimental process involved the reaction of Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1Quality Control of Cis-piperidine-2,6-dicarboxylic acid)
Cis-piperidine-2,6-dicarboxylic acid(cas: 59234-40-1) is a member of piperidine. Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Hence, continuous efforts have been made to develop convenient methods to prepare piperidine derivatives.Quality Control of Cis-piperidine-2,6-dicarboxylic acid
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem