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Merck

92591

DL-2,6-Diaminopimelic acid

≥95% (TLC)

Sinónimos:

rac.-DAP, DL-α,ε-Diaminopimelic acid, DL-2,6-Diaminoheptanedioic acid

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About This Item

Fórmula empírica (notación de Hill):
C7H14N2O4
Número CAS:
2577-62-0
Peso molecular:
190.20
UNSPSC Code:
12352106
PubChem Substance ID:
329770145
NACRES:
NA.25
MDL number:
MFCD09836080

Nombre del producto

DL-2,6-Diaminopimelic acid, ≥95% (TLC)

SMILES string

OC([C@@H](N)CCC[C@H](N)C(O)=O)=O

InChI key

GMKMEZVLHJARHF-WHFBIAKZSA-N

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

assay

≥95% (TLC)

form

powder

Quality Level

100

Analysis Note

diastereometric purity ≥98.0% (HPLC)

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
BCBT5721
BCBD2501V
BCBD2501

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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)
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
Diaminopimelate and lysine.
Patte, J. C.
Amino Acids: Biosynthesis and Genetic Regulation, 3, 213-228 (1983)
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
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