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2,6-DIAMINOPIMELIC ACID

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2,6-DIAMINOPIMELIC ACID Basic information

Product Name:
2,6-DIAMINOPIMELIC ACID
Synonyms:
  • diaminopimelicacid
  • TIMTEC-BB SBB003658
  • A,E-DIAMINOPIMELIC ACID
  • ALPHA,EPSILON-DL-DIAMINOPIMELIC ACID
  • ALPHA-EPSILON-DIAMINOPIMELIC ACID
  • 2,6-DIAMINOHEPTANEDIOIC ACID
  • 2,6-DIAMINOPIMELIC ACID
  • 2,6-DL-DIAMINOPIMELIC ACID
CAS:
583-93-7
MF:
C7H14N2O4
MW:
190.2
EINECS:
209-524-6
Product Categories:
  • Amino Acids
Mol File:
583-93-7.mol
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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)
pka
2.20±0.24(Predicted)
form 
Powder and/or Chunks
color 
White to beige
Water Solubility 
Soluble in water, diluted acids and alkali.
BRN 
1787719
CAS DataBase Reference
583-93-7(CAS DataBase Reference)
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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

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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.

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.]

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