26605-36-7

Usage

Uses

Used in Pharmaceutical Development:
N-Succinyl-L-diaminopimelic acid is utilized as a target for the development of antibacterial agents due to its critical role in maintaining bacterial cell wall integrity. Its disruption can lead to the weakening or destruction of bacterial cells, offering a promising approach in combating bacterial infections.
Used in Clinical Diagnostics:
In the clinical field, N-Succinyl-L-diaminopimelic acid serves as a biomarker for the detection of bacterial infections in clinical samples. Its presence can indicate an active bacterial infection, aiding in the diagnosis and treatment of various bacterial diseases.
Used in Research:
N-Succinyl-L-diaminopimelic acid is applied in research settings to further understand bacterial physiology and the mechanisms of bacterial cell wall synthesis and maintenance. This knowledge can contribute to the discovery of new therapeutic targets and strategies against bacterial pathogens.

InChI:InChI=1/C11H18N2O7/c12-6(10(17)18)2-1-3-7(11(19)20)13-8(14)4-5-9(15)16/h6-7H,1-5,12H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20)/t6-,7-/m0/s1

Synthetic route

succinic acid anhydride (108-30-5) + (S,S)-2,6-diaminopimelic acid (14289-34-0) → N-succinyl-L,L-2,6-diaminopimelate (26605-36-7)

Conditions	Yield
With water; potassium carbonate

(S)-2-(3-Carboxy-propionylamino)-6-oxo-heptanedioic acid → N-succinyl-L,L-2,6-diaminopimelate (26605-36-7)

Conditions	Yield
With pyridoxal 5'-phosphate; L-glutamate; NADPH; diaminopimelate aminotransferase from Escherichia coli DH5α In various solvents at 37℃; Enzyme kinetics; Reduction; Amination;

N-succinyl-L,L-2,6-diaminopimelate (26605-36-7) → (S,S)-2,6-diaminopimelic acid (14289-34-0)

Conditions	Yield
With Haemophilus influenzae N-succinyl-L,L-diaminopimelic acid desuccinylase, recombinant, Mr: 41500 pH=7.5; Kinetics; Enzymatic reaction; aq. phosphate buffer;

N-succinyl-L,L-2,6-diaminopimelate (26605-36-7) → (S,S)-2,6-diaminopimelic acid (14289-34-0) + succinate (56-14-4)

Conditions	Yield
With Neisseria meningitidis N-succinyl-L,L-diaminopimelic acid desuccinylase

Upstream product

• 108-30-5 succinic acid anhydride 
• 14289-34-0 (S,S)-2,6-diaminopimelic acid 

Downstream Products

• 14289-34-0 (S,S)-2,6-diaminopimelic acid 

Relevant academic research and scientific papers

Synthesis and in vitro enzyme activity of peptide derivatives of bacterial cell wall biosynthesis inhibitors

The enzyme diaminopimelate aminotransferase (DAP-AT) is a good potential target for the design of novel antibacterial agents. We have synthesised a series of peptide hydrazines based on the structure of the natural substrate of DAP-AT. These compounds show varied inhibition properties in vitro vs. DAP-AT from E. coli as well as moderate antimicrobial activity vs. E. coli. Examination of the kinetics of inhibition reveals that hydrazine, as well as the substituted hydrazino-peptides, shows two-phase slow-binding inhibition. Possible mechanisms for inhibition are discussed. The Royal Society of Chemistry 2000.