2,6-DIAMINOPIMELIC ACID Chemical Properties

Melting point:

~295 °C (dec.) (lit.)

Boiling point:

325.69°C (rough estimate)

Density 

1.2963 (rough estimate)

refractive index 

1.4331 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Water (Slightly, Heated)

form 

Powder and/or Chunks

pka

2.20±0.24(Predicted)

color 

White to beige

Water Solubility 

Soluble in water, diluted acids and alkali.

BRN 

1787719

InChI

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)

InChIKey

GMKMEZVLHJARHF-UHFFFAOYSA-N

SMILES

C(O)(=O)C(N)CCCC(N)C(O)=O

CAS DataBase Reference

583-93-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,6-DIAMINOPIMELIC ACID Usage And Synthesis

Chemical Properties

white to beige powder and/or chunks

Uses

Mixture of LL-, DD- and meso-isomers

Uses

2,6-Diaminopimelic acid is used as a constituent of proteoglycans. It is used as a component of bacterial cell wall.

Uses

2,6-Diaminopimelic acid (2,6-DAP) can be used as a building block in the synthesis of tripeptides , and γ-glutamyldiaminopimelic acid derivatives.

Definition

ChEBI: The amino dicarboxylic acid that is heptanedioic acid with amino aubstituents at C-2 and C-6.

General Description

2,6-Diaminopimelic acid is produced in bacteria and is a component of cell wall. It is also synthesized by higher plants.

reaction suitability

reaction type: solution phase peptide synthesis

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).

Purification Methods

Crystallise the acid from H2O or aqueous EtOH. Also purify it by dissolving it in hot H2O and adding 5volumes of EtOH, filter after 12hours at -10o. The acid has been recrystallised from 35% aqueous EtOH [Wade et al. J Am Chem Soc 79 648, 651 1957]. [Beilstein 4 IV 3081.]

2,6-DIAMINOPIMELIC ACID(583-93-7)Related Product Information

• 2,6-DIAMINOPIMELIC ACID
• Pimelic acid
• (6S,2S)-Diaminopimelic acid
• H-ALA-D-GLU-DIAMINOPIMELIC ACID
• (6R,2S)-Diaminopimelic acid
• diaminopimelic acid decarboxylase
• DL-Α,Ε-DIAMINOPIMELIC ACID,meso-Diaminopimelic acid,(2S,6R)-2,6-Diaminopimelic acid
• DL+MESO)2,6DIAMINOPIMELIC ACID [CARBOXYL-14C]
• DL+MESO)2,6DIAMINOPIMELIC ACID [2,6-3H]
• (DL AND MESO)-2,6-DIAMINOPIMELIC ACID, [2,6-3H]
• 2,2-Diaminopimelic acid
• 1,6-anhydro N-acetylmuramyl-alanyl-glutamyl-diaminopimelic acid
• H-ALA-D-GAMMA-GLU-DIAMINOPIMELIC ACID
• (DL AND MESO)-2,6-DIAMINOPIMELIC ACID, [CARBOXYL-14C]
• 3,5-Diaminopimelic acid
• 2,3-Diaminopimelic acid
• 3,3-Diaminopimelic acid
• 2,5-Diaminopimelic acid