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词条 Diaminopimelic acid
释义

  1. See also

  2. Images

  3. References

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 460781251
| ImageFile=Diaminopimelic acid.svg
| ImageFile2=Diaminopimelic_acid.gif
| IUPACName=(2R,6S)-2,6-Diaminoheptanedioic acid
| OtherNames=
|Section1={{Chembox Identifiers
| IUPHAR_ligand = 5021
| CASNo_Ref = {{cascite|changed|??}}
| CASNo=583-93-7
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 415306
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 16488
| PubChem = 1549101
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 89700
| SMILES = O=C(O)[C@@H](N)CCC[C@@H](N)C(=O)O
| 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+
| InChIKey = GMKMEZVLHJARHF-SYDPRGILBU
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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+
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = GMKMEZVLHJARHF-SYDPRGILSA-N
| MeSHName=Diaminopimelic+acid
|Section2={{Chembox Properties
| C=7 | H=14 | N=2 | O=4
| MolarMass=190.20 g/mol
| Appearance= white powder
| Density=1.344 g/mL
| MeltingPtC= 295
| BoilingPtC= 426.7
| Solubility=
|Section3={{Chembox Hazards
| MainHazards= Irritant
| FlashPt=
| AutoignitionPt =
}}

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. DAP is often found in the peptide linkages of NAM-NAG chains that make up the cell wall of gram-negative bacteria. When provided, they exhibit normal growth. When in deficiency, they still grow but with the inability to make new cell wall peptidoglycan.

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

See also

  • Peptidoglycan
  • Pimelic acid
  • Aspartate-semialdehyde dehydrogenase, an enzyme involved in DAP synthesis

Images

References

1. ^{{cite book |author1=Brooks, George H. |author2=Geo F. Brooks |title=Jawetz, Melnick & Adelberg's medical microbiology |publisher=McGraw-Hill Medical |location= |year=2007 |pages=85 |isbn=0-07-147666-0 |oclc= |doi= |accessdate=}}
2. ^{{cite book |last=Seltmann |first=Guntram |first2=Otto |last2=Holst |year=2002 |title=The Bacterial Cell Wall |location=Berlin |publisher=Springer |pages=81–82 |isbn=3-540-42608-6 }}
{{Bacteria}}{{organic-compound-stub}}

3 : Amino acids|Dicarboxylic acids|Non-proteinogenic amino acids

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