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41989

Sigma-Aldrich

DD-2,6-Diaminopimelic acid

≥95.0% (TLC)

Synonym(s):

(2R,6R)-2,6-Diaminoheptanedioic acid, D,D-α,ε-Diaminopimelic acid, D-DAP, NSC 206278

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About This Item

Empirical Formula (Hill Notation):
C7H14N2O4
CAS Number:
17121-19-6
Molecular Weight:
190.20
MDL number:
MFCD09842575
UNSPSC Code:
12352204
PubChem Substance ID:
329756170

assay

≥95.0% (TLC)

optical purity

enantiomeric excess: ≥98.0%

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-/m1/s1

InChI key

GMKMEZVLHJARHF-RFZPGFLSSA-N

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBN2631V
BCBN2631

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The stereoisomers of alpha epsilon-diaminopimelic acid. II. Their distribution in the bacterial order Actinomycetales and in certain Eubacteriales.
D S HOARE et al.
The Biochemical journal, 65(3), 441-447 (1957-03-01)
L K Lam et al.
The Journal of biological chemistry, 263(24), 11814-11819 (1988-08-25)
Analogs 1-8 of diaminopimelic acid (DAP) were synthesized and tested for inhibition of purified meso-DAP D-dehydrogenase from Bacillus sphaericus and of LL-DAP epimerase from Escherichia coli. The dehydrogenase was assayed by monitoring NADPH formation spectrophotometrically at 340 nm. N-Hydroxy DAP
The stereoisomers of alpha epsilon-diaminopimelic acid: their distribution in nature and behaviour towards certain enzyme preparations.
D S HOARE et al.
The Biochemical journal, 61(4), 562-568 (1955-12-01)
Limin Zhang et al.
International journal of systematic and evolutionary microbiology, 62(Pt 2), 272-278 (2011-03-15)
An actinomycete, strain FXJ6.011(T), was isolated from a cup-shaped sponge collected at Dachan reef, Yangpu in the South China Sea. The strain had morphological characteristics of members of the family Micromonosporaceae. Phylogenetic analysis of the 16S rRNA gene sequence of

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