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Merck
CN

A1880

(±)-2-Aminopimelic acid

≥99%

别名:

(±)-2-Aminoheptanedioic acid

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关于此项目

经验公式(希尔记法):
C7H13NO4
化学文摘社编号:
分子量:
175.18
EC Number:
211-011-7
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1722015
MDL number:
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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

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.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

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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)
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.