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Quality Level
Assay
≥95% (TLC)
form
powder
SMILES string
OC([C@@H](N)CCC[C@H](N)C(O)=O)=O
InChI
1S/C7H14N2O4/c8-4(6(10)11)2-1-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1
InChI key
GMKMEZVLHJARHF-WHFBIAKZSA-N
Application
DL-2,6-Diaminopimelic acid, a stereoisomer of meso-DAP, may be used as a reference material in assays used to identify markers of bacteria and fungi in the rumen of ruminants.
Biochem/physiol Actions
Stereoisomer of meso-DAP. meso-DAP is a biosynthetic precursor of the essential amino acid L-lysine and component of peptidoglycan in the cell wall of many bacteria. As these functions are not observed in mammalian biochemistry, alpha,alpha′-diamino diacids (DADs) are of interest as potential antibiotics with low mammalian toxicity.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Analysis Note
diastereometric purity ≥98.0% (HPLC)
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Animal science journal = Nihon chikusan Gakkaiho, 81(6), 642-647 (2010-11-27)
A comparative study among Korean native cow (Hanwoo), Holstein dairy cow, Korean native goat and crossbred sheep on the population and marker concentration of ruminal microbes, the activities of carboxymethylcellulase (CMCase), xylanase and amylase, and in situ dry matter (DM)
The DAP pathway to lysine as a target for antimicrobial agents.
Natural product reports, 13(1), 29-43 (1996-02-01)
Methods in enzymology, 478, 323-342 (2010-09-08)
In this chapter, we describe synthetic studies on partial structures of lipopolysaccharide (LPS) and peptidoglycan (PGN), which work as tags for nonself recognition in innate immune system. Our previous studies demonstrated that lipid A is the endotoxic principle of LPS.
Scientific reports, 5, 17400-17400 (2015-12-04)
Poly(L-diaminopropionic acid) (PDAP) is one of the four homopoly(amino acid)s that have been discovered in nature. However, the molecular mechanism of PDAP biosynthesis has yet to be described. In this work, the general layout of the PDAP biosynthetic pathway is
Diaminopimelate and lysine.
Amino Acids: Biosynthesis and Genetic Regulation, 3, 213-228 (1983)
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