92591
DL-2,6-Diaminopimelic acid
≥95% (TLC)
Synonym(s):
rac.-DAP, DL-α,ε-Diaminopimelic acid, DL-2,6-Diaminoheptanedioic acid
Sign Into View Organizational & Contract Pricing
Select a Size
About This Item
Empirical Formula (Hill Notation):
C7H14N2O4
CAS Number:
Molecular Weight:
190.20
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.25
Product Name
DL-2,6-Diaminopimelic acid, ≥95% (TLC)
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Yea Hwang Moon et al.
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.
R J Cox
Natural product reports, 13(1), 29-43 (1996-02-01)
Yukari Fujimoto et al.
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.
Zhaoxian Xu et al.
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
J McKerrow et al.
Letters in applied microbiology, 30(3), 178-182 (2000-04-04)
A simple and sensitive method for separating and detecting the LL, DD and meso diastereomers of the dibasic amino acid diaminopimelic acid (DAP) in the peptidoglycan of Gram-positive bacteria is described. This method is based on reverse phase HPLC separation
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service