D1377

2,6-Diaminopimelic acid

≥98% (TLC), suitable for thin layer chromatography (TLC)

• Synonym(s): 2,6-Diaminoheptanedioic acid
• Linear Formula: HOOCCH(NH₂)(CH₂)₃CH(NH₂)COOH
• CAS Number: 583-93-7
• Molecular Weight: 190.20
• NACRES: NA.26
• PubChem Substance ID: 24893417
• UNSPSC Code: 12352209
• EC Number: 209-524-6
• MDL number: MFCD00002637
• Beilstein/REAXYS Number: 1787719

Properties

• Product Name: 2,6-Diaminopimelic acid, ≥98% (TLC)
• Quality Segment: 200
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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