A1880
(±)-2-Aminopimelic acid
≥99%
Synonym(s):
(±)-2-Aminoheptanedioic acid
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About This Item
Empirical Formula (Hill Notation):
C7H13NO4
CAS Number:
Molecular Weight:
175.18
Beilstein:
1722015
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
Assay
≥99%
SMILES string
NC(CCCCC(O)=O)C(O)=O
InChI
1S/C7H13NO4/c8-5(7(11)12)3-1-2-4-6(9)10/h5H,1-4,8H2,(H,9,10)(H,11,12)
InChI key
JUQLUIFNNFIIKC-UHFFFAOYSA-N
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Biochem/physiol Actions
2-Aminopimelic acid may be used to create peptides that are antibacterial agents that inhibit diaminopimelic acid biosynthesis required for cell wall biosynthesis.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Peptides of 2-aminopimelic acid: antibacterial agents that inhibit diaminopimelic acid biosynthesis.
D A Berges et al.
Journal of medicinal chemistry, 29(1), 89-95 (1986-01-01)
Succinyl-CoA:tetrahydrodipicolinate-N-succinyltransferase is a key enzyme in the biosynthesis of diaminopimelic acid (DAP), a component of the cell wall peptidoglycan of nearly all bacteria. This enzyme converts the cyclic precursor tetrahydrodipicolinic acid (THDPA) to a succinylated acyclic product. L-2-Aminopimelic acid (L-1)
Peptides containing 2-aminopimelic acid. Synthesis and study of in vitro effects on bacterial cells.
P Le Roux et al.
International journal of peptide and protein research, 37(2), 103-111 (1991-02-01)
Taking advantage of the peptide transport strategy, we have designed and synthesized several new peptides containing 2-aminopimelic acid (Apm), an inhibitor of the diaminopimelate pathway in bacteria: L-Lys-ambo-Apm, ambo-Apm-L-Lys, L-Lys-L-Ala-ambo-Apm, ambo-Apm-L-Ala-L-Lys, L-Ala(Cl)-ambo-Apm and ambo-Apm-L-Ala(Cl). In the two latter cases, Apm
Gabriele Netzel et al.
Toxins, 11(3) (2019-03-22)
In vitro experiments have demonstrated that camel foregut-fluid has the capacity to metabolize indospicine, a natural toxin which causes hepatotoxicosis, but such metabolism is in competition with absorption and outflow of indospicine from the different segments of the digestive system.
Jie Zhao et al.
Biomedical chromatography : BMC, 32(10), e4299-e4299 (2018-05-26)
Triptolide, a major active constitute of Tripterygium wilfordii Hook. F, is prescribed for the treatment of autoimmune diseases in China. One of its most severe adverse effects observed in the clinical use is hepatotoxicity, but the mechanism is still unknown.
Hui-Chang Bi et al.
Carcinogenesis, 35(10), 2264-2272 (2014-08-15)
The cell metabolome comprises abundant information that may be predictive of cell functions in response to epigenetic or genetic changes at different stages of cell proliferation and metastasis. An unbiased ultra-performance liquid chromatography-mass spectrometry-based metabolomics study revealed a significantly altered
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