Diaminopimelic acid

Diaminopimelic acid
IUPAC name (2R,6S)-2,6-Diaminoheptanedioic acid
Identifiers
CAS number	583-93-7 N
PubChem	1549101
ChemSpider	89700 Y
MeSH	Diaminopimelic+acid
ChEBI	CHEBI:16488 Y
ChEMBL	CHEMBL415306 Y
Jmol-3D images	Image 1
SMILES O=C(O)[C@@H](N)CCC[C@@H](N)C(=O)O
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+ Y Key: GMKMEZVLHJARHF-SYDPRGILSA-N Y 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
Properties
Molecular formula	C7H14N2O4
Molar mass	190.2 g mol−1
N acid (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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

• Peptidoglycan
• Pimelic acid
• cell wall

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. pp. 85. ISBN 0-07-147666-0. 
2. ^ Seltmann, Guntram; Otto Holst (2002). The Bacterial Cell Wall. Springer, pp. 81-82.

This article about an organic compound is a stub. You can help Wikipedia by expanding it.v · Categories: Amino acids Dicarboxylic acids Organic compound stubs Wikimedia Foundation. 2010. Игры ⚽ Нужен реферат? Diaminohexanoic acid Diaminopropane Look at other dictionaries: diaminopimelic acid — noun Any diamino derivative of pimelic acid, but especially (2R,6S) 2,6 diaminoheptanedioic acid which has biochemical activity …   Wiktionary diaminopimelic — adjective Of or pertaining to diaminopimelic acid or its derivatives …   Wiktionary Diamino acid — In chemistry, a diamino acid, also called a diamino carboxylic acid, is a molecule containing at least one carboxyl and two amine functional groups. Diamino acids belong to the class of amino acids. Biochemical function Asparagine, glutamine and… …   Wikipedia Diaminopimelate epimerase — Identifiers EC number 5.1.1.7 CAS number 9024 22 0 …   Wikipedia bacteria — bacterial, adj. bacterially, adv. /bak tear ee euh/, n.pl., sing. bacterium / tear ee euhm/. ubiquitous one celled organisms, spherical, spiral, or rod shaped and appearing singly or in chains, comprising the Schizomycota, a phylum of the kingdom …   Universalium N-acetyldiaminopimelate deacetylase — Identifiers EC number 3.5.1.47 CAS number 99193 93 8 …   Wikipedia Diaminopimelate decarboxylase — Identifiers EC number 4.1.1.20 CAS number 9024 75 3 …   Wikipedia Peptidoglycan — Peptidoglycan, also known as murein, is a polymer consisting of sugars and amino acids that forms a mesh like layer outside the plasma membrane of bacteria (but not Archaea), forming the cell wall. The sugar component consists of alternating… …   Wikipedia Corynebacterium — C. ulcerans colonies on a blood agar plate. Scientific classification Kingdom: Bacteria …   Wikipedia Dihydrodipicolinate reductase — Identifiers EC number 1.3.1.26 CAS number 9055 46 3 …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”