92591

DL-2,6-Diaminopimelic acid

≥95% (TLC)

• Synonym(s): rac.-DAP, DL-α,ε-Diaminopimelic acid, DL-2,6-Diaminoheptanedioic acid
• Empirical Formula (Hill Notation): C₇H₁₄N₂O₄
• CAS Number: 2577-62-0
• Molecular Weight: 190.20
• UNSPSC Code: 12352106
• PubChem Substance ID: 329770145
• NACRES: NA.25
• MDL number: MFCD09836080

Properties

• Product Name: DL-2,6-Diaminopimelic acid, ≥95% (TLC)
• 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
• InChI key: GMKMEZVLHJARHF-WHFBIAKZSA-N

Description

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[1][2][3]. As these functions are not observed in mammalian biochemistry, alpha,alpha′-diamino diacids (DADs) are of interest as potential antibiotics with low mammalian toxicity[4].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

diastereometric purity ≥98.0% (HPLC)

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