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Revision as of 14:33, 15 November 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEMBL', 'ChEBI', 'CASNo').← Previous edit		Latest revision as of 14:43, 1 October 2024 edit undoKormiSK (talk | contribs)Extended confirmed users935 edits biosynthetic relevanceTag: Visual edit
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	{{chembox		{{chembox
			| Verifiedfields = changed
⚫	| verifiedrevid = 420110789
			| Watchedfields = changed
⚫	|ImageFile=Diaminopimelic acid.png
		⚫	| verifiedrevid = 460781251
	|ImageSize=200px
		⚫	| ImageFile = Diaminopimelic acid.svg
	|ImageFile2=Diaminopimelic_acid.gif		| ImageFile2 = Diaminopimelic_acid.gif
	|IUPACName=(2''R'',6''S'')-2,6-Diaminoheptanedioic acid		| PIN = (2''R'',6''S'')-2,6-Diaminoheptanedioic acid
	|OtherNames=		| OtherNames =
	|Section1={{Chembox Identifiers		|Section1={{Chembox Identifiers
			| IUPHAR_ligand = 5021
	| CASNo = <!-- blanked - oldvalue: 583-93-7 -->
			| CASNo_Ref = {{cascite|correct|CAS}}
⚫	| ChEMBL = 415306
			| CASNo=583-93-7
			| UNII_Ref = {{fdacite|correct|FDA}}
			| UNII = V5KRL7N7GD
			| ChEMBL_Ref = {{ebicite|correct|EBI}}
		⚫	| ChEMBL = 415306
			| ChEBI_Ref = {{ebicite|correct|EBI}}
	| ChEBI = 16488		| ChEBI = 16488
	| PubChem = 1549101		| PubChem = 1549101
			| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
	| ChemSpiderID = 89700		| ChemSpiderID = 89700
	| SMILES = O=C(O)(N)CCC(N)C(=O)O		| SMILES = O=C(O)(N)CCC(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+
			| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
⚫	| InChIKey = GMKMEZVLHJARHF-SYDPRGILBU
	| 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+		| 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
		⚫	| StdInChIKey = GMKMEZVLHJARHF-SYDPRGILSA-N
	| MeSHName=Diaminopimelic+acid		| MeSHName = Diaminopimelic+acid
	}}		}}
	|Section2={{Chembox Properties		|Section2={{Chembox Properties
	| C=7|H=14|N=2|O=4		| C=7 | H=14 | N=2 | O=4
	| MolarMass=190.20 g/mol		| MolarMass=190.20 g/mol
	| Appearance=		| Appearance= white powder
	| Density=		| Density=1.344 g/mL
			| MeltingPtC= 295
	| MeltingPt=
			| BoilingPtC= 426.7
	| BoilingPt=
	| Solubility=		| Solubility=
	}}		}}
	|Section3={{Chembox Hazards		|Section3={{Chembox Hazards
	| MainHazards=		| MainHazards= Irritant
	| FlashPt=		| FlashPt=
			| AutoignitionPt =
	| Autoignition=
	}}		}}
	}}		}}
	'''Diaminopimelic acid''' (DAP) is an ], representing an epsilon-carboxy derivative of ].
			{{Distinguish|2,3-Diaminopropionic acid}}
⚫	DAP is a characteristic of certain ]s<ref name="isbn0-07-147666-0">{{cite book |author=Brooks, George H.; 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=}}</ref> 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.
			'''Diaminopimelic acid''' ('''DAP''') is an ], representing an ]-] derivative of ]. ''meso''-α,ε-Diaminopimelic acid is the last intermediate in the biosynthesis of lysine and undergoes ] by ] to give the final product.<ref>{{Cite book |last=Voet |first=Donald |url=https://www.worldcat.org/title/690489261 |title=Biochemistry |last2=Voet |first2=Judith G. |date=2011 |publisher=John Wiley & Sons |isbn=978-0-470-57095-1 |edition=4th |location=Hoboken, NJ |pages=1072{{--}}1075 |oclc=690489261}}</ref>
⚫	This is also the attachment point for ].<ref>Seltmann, Guntram; Otto Holst (2002). ''The Bacterial Cell Wall.'' Springer, pp. 81-82.</ref>
		⚫	DAP is a characteristic of certain ]s<ref name="isbn0-07-147666-0">{{cite book |author1=Brooks, George H. |author2=Geo F. Brooks |title=Jawetz, Melnick & Adelberg's medical microbiology |url=https://archive.org/details/jawetzmelnickade00broo_450 |url-access=limited |publisher=McGraw-Hill Medical |year=2007 |pages= |isbn=978-0-07-147666-9 }}</ref> of some bacteria. DAP is often found in the peptide linkages of ]-] chains that make up the cell wall of ] 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 ].<ref>{{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 }}</ref>
	==See also==		==See also==
			* ], an enzyme involved in DAP synthesis
	* ]		* ]
	* ]		* ]
	* ]
	==Images==		==Images==
	]		]
	==References==		==References==
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	{{Bacteria}}		{{Bacteria}}
	]		]
	]		]
			]
	{{organic-compound-stub}}		{{organic-compound-stub}}
	]
	]
	]
	]
	]