Diaminopimelic acid

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Diaminopimelic acid
IUPAC name

(2R,6S)-2,6-Diaminoheptanedioic acid

Identifiers
CAS number 583-93-7 N
PubChem 1549101
ChemSpider 89700 YesY
MeSH Diaminopimelic+acid
ChEBI CHEBI:16488 YesY
ChEMBL CHEMBL415306 YesY
Jmol-3D images {{#if:O=C(O)[C@@H](N)CCC[C@@H](N)C(=O)O|Image 1
Properties
Molecular formula C7H14N2O4
Molar mass 190.20 g mol−1
Appearance white powder
Density 1.344 g/mL
Melting point 295 °C; 563 °F; 568 K
Boiling point 426.7 °C; 800.1 °F; 699.8 K
Hazards
Main hazards Irritant
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Diaminopimelic acid (DAP) is an amino acid, representing an epsilon-carboxy derivative of lysine.

DAP is a characteristic of certain cell walls[1] of some bacteria. When provided, they exhibit normal growth. When in deficiency, they still grow but with the inability to make new cell wall proteoglycan.

This is also the attachment point for Braun's lipoprotein.[2]

See also

Images

An alternate view of the DAP structure.

References

  1. ↑ Brooks, George H.; Geo F. Brooks (2007). Jawetz, Melnick & Adelberg's medical microbiology. McGraw-Hill Medical. p. 85. ISBN 0-07-147666-0. 
  2. ↑ Seltmann, Guntram; Holst, Otto (2002). The Bacterial Cell Wall. Berlin: Springer. pp. 81–82. ISBN 3-540-42608-6. 
Pathogenic bacteria
Human flora
Substrate preference
Oxygen preference
Structures
Outside envelope
Composite
Shapes

M: BAC

bact (clas)

gr+f/gr+a (t)/gr-p (c)/gr-o

drug (J1p, w, n, m, vacc)

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