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Diaminopimelic acid: Difference between revisions

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Revision as of 00:09, 10 November 2011 editThe chemistds (talk | contribs)Extended confirmed users5,761 edits added CSID, (Std)InChI & (Std)InChIKey updated PubChemID← Previous edit Revision as of 14:33, 15 November 2011 edit undoBeetstra (talk | contribs)Edit filter managers, Administrators172,071 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEMBL', 'ChEBI', 'CASNo').Next edit →
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|OtherNames= |OtherNames=
|Section1={{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo=583-93-7 | CASNo = <!-- blanked - oldvalue: 583-93-7 -->
| PubChem = 1549101 | ChEMBL = 415306
| ChEBI = 16488
| PubChem = 1549101
| ChemSpiderID = 89700 | ChemSpiderID = 89700
| SMILES = O=C(O)(N)CCC(N)C(=O)O | SMILES = O=C(O)(N)CCC(N)C(=O)O

Revision as of 14:33, 15 November 2011

Diaminopimelic acid
Names
IUPAC name (2R,6S)-2,6-Diaminoheptanedioic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.008.660 Edit this at Wikidata
MeSH Diaminopimelic+acid
PubChem CID
CompTox Dashboard (EPA)
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)/t4-,5+Key: GMKMEZVLHJARHF-SYDPRGILSA-N
  • InChI=1/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+Key: GMKMEZVLHJARHF-SYDPRGILBU
SMILES
  • O=C(O)(N)CCC(N)C(=O)O
Properties
Chemical formula C7H14N2O4
Molar mass 190.20 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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

DAP is a characteristic of certain cell walls 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.

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.{{cite book}}: CS1 maint: multiple names: authors list (link)
  2. Seltmann, Guntram; Otto Holst (2002). The Bacterial Cell Wall. Springer, pp. 81-82.
Microbiology: Bacteria
Medical
microbiology
Biochemistry
and ecology
Oxygen
preference
Other
Shape
Structure
Cell
envelope
Outside
envelope
Composite
Taxonomy
and evolution


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