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92591

Sigma-Aldrich

DL-2,6-Diamino-pimelinsäure

≥95% (TLC)

Synonym(e):

rac.-DAP, DL-α,ε-Diamino-pimelinsäure, DL-2,6-Diamino-heptandisäure

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About This Item

Empirische Formel (Hill-System):
C7H14N2O4
CAS-Nummer:
2577-62-0
Molekulargewicht:
190.20
MDL-Nummer:
MFCD09836080
UNSPSC-Code:
12352106
PubChem Substanz-ID:
329770145
NACRES:
NA.25

product name

DL-2,6-Diamino-pimelinsäure, ≥95% (TLC)

Qualitätsniveau

100

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

InChIKey

GMKMEZVLHJARHF-WHFBIAKZSA-N

Anwendung

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. Wirkung

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.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Hinweis zur Analyse

diastereometric purity ≥98.0% (HPLC)

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Die Dokumentenbibliothek aufrufen

The DAP pathway to lysine as a target for antimicrobial agents.
R J Cox
Natural product reports, 13(1), 29-43 (1996-02-01)
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)
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.
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
A Day et al.
The Biochemical journal, 161(3), 677-685 (1977-03-01)
An enzymic assay for individual isomers (meso-, LL- and DD-) of 2,6-diaminopimelate was developed. The enzyme 2,6-diaminopimelate decarboxylase specifically attacked meso-diaminopimelate and was used to measure this isomer manometrically. The meso- and LL-isomers were measured together manometrically in a coupled
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