D1377
2,6-Diaminopimelic acid
≥98% (TLC), suitable for thin layer chromatography (TLC)
Synonym(s):
2,6-Diaminoheptanedioic acid
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About This Item
Linear Formula:
HOOCCH(NH2)(CH2)3CH(NH2)COOH
CAS Number:
Molecular Weight:
190.20
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
209-524-6
MDL number:
Beilstein/REAXYS Number:
1787719
Product Name
2,6-Diaminopimelic acid, ≥98% (TLC)
Quality Level
assay
≥98% (TLC)
form
powder
technique(s)
thin layer chromatography (TLC): suitable
color
white to off-white
mp
~295 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
NC(CCCC(N)C(O)=O)C(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)
InChI key
GMKMEZVLHJARHF-UHFFFAOYSA-N
General description
2,6-Diaminopimelic acid is produced in bacteria and is a component of cell wall. It is also synthesized by higher plants.
Application
2,6-Diaminopimelic acid (DAP) has been used:
- as a supplement in glucose minimal media for screening Bacillus subtilis(44)
- as a component of lysogeny broth (LB) agar for screening E coli transformants(45)
- as a standard in thin layer chromatography for the characterization of DAP isoforms from Streptomyces strains(46)
Biochem/physiol Actions
2,6-Diaminopimelic acid is essential for microbial metabolism and is a potential marker for quantification of microbial proteins. It is a sensitive and reliable marker and is majorly quantified using gradient high-performance liquid chromatography (HPLC).
Other Notes
Mixture of LL-, DD- and meso-isomers.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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The Structure and Function of the Membranes and Surfaces of Cells, 22, 77-77 (1963)
Construction and Analysis of Two Genome-Scale Deletion Libraries for Bacillus subtilis
Byoung-MoKoo
Cell Systems, 4, 291-305 (2017)
Determination of 2, 6-diaminopimelic acid in bacteria, ruminal and duodenal digesta using HPLC with fluorescence or UV detection
Czauderna M and Kowalczyk J
Journal of Animal and feed sciences, 8(5), 273-288 (1999)