2-Aminomuconic semialdehyde: Difference between revisions

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	{{chembox		{{chembox
			\| Verifiedfields = changed
⚫	\| verifiedrevid = ~~443313218~~
			\| Watchedfields = changed
		⚫	\| verifiedrevid = 477197875
	\| ImageFile = 2-aminomuconic semialdehyde.png		\| ImageFile = 2-aminomuconic semialdehyde.png
	\| ImageName = Skeletal formula		\| ImageName = Skeletal formula
	\| ImageFile1 = 2-Aminomuconic-semialdehyde-3D-balls.png		\| ImageFile1 = 2-Aminomuconic-semialdehyde-3D-balls.png
	\| ImageName1 = Ball-and-stick model		\| ImageName1 = Ball-and-stick model
	\|~~IUPACName~~=2-Amino-6-oxohexa-2,4-dienoic acid		\| PIN = (2''Z'',4''E'')-2-Amino-6-oxohexa-2,4-dienoic acid
	\|OtherNames=		\| OtherNames=
	\|Section1={{Chembox Identifiers		\|Section1={{Chembox Identifiers
	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}		\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| ChemSpiderID = 4444230		\| ChemSpiderID = 4444230
	\| InChI = 1/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+		\| InChI = 1/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+
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	\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}		\| StdInChIKey_Ref = {{stdinchicite\|correct\|chemspider}}
	\| StdInChIKey = QCGTZPZKJPTAEP-REDYYMJGSA-N		\| StdInChIKey = QCGTZPZKJPTAEP-REDYYMJGSA-N
			\| CASNo_Ref = {{cascite\|changed\|??}}
	\| CASNo=150994-59-5		\| CASNo=150994-59-5
	\| PubChem=30		\| PubChem=30
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	\| ChEBI = 15745		\| ChEBI = 15745
	\| SMILES=C(=CC=O)C=C(C(=O)O)N		\| SMILES=C(=CC=O)C=C(C(=O)O)N
	}}		}}
	\|Section2={{Chembox Properties		\|Section2={{Chembox Properties
			\| Formula =
	\| Formula=C<sub>6</sub>H<sub>7</sub>NO<sub>3</sub>
			\| C=6 \| H=7 \| N=1 \| O=3
	\| MolarMass=141.12 g/mol		\| MolarMass=141.12 g/mol
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			'''2-Aminomuconic semialdehyde''' is a metabolite of ].<ref>{{cite journal \|last1=He \|first1=Z. \|last2=Spain \|first2=J. \|date=1999-08-01 \|title=Preparation of 2-aminomuconate from 2-aminophenol by coupled enzymatic dioxygenation and dehydrogenation reactions \|journal=Journal of Industrial Microbiology & Biotechnology \|volume=23 \|issue=2 \|pages=138–142 \|doi=10.1038/sj.jim.2900705 \|issn=1476-5535 \|pmid=10510494\|s2cid=1091252 \|doi-access=free }}</ref><ref>{{cite journal \|last1=Zeng \|first1=Ting \|last2=Liang \|first2=Yanshan \|last3=Chen \|first3=Jinyao \|last4=Cao \|first4=Guodong \|last5=Yang \|first5=Zhu \|last6=Zhao \|first6=Xingchen \|last7=Tian \|first7=Jinglin \|last8=Xin \|first8=Xiong \|last9=Lei \|first9=Bo \|last10=Cai \|first10=Zongwei \|date=2021-09-01 \|title=Urinary metabolic characterization with nephrotoxicity for residents under cadmium exposure \|journal=Environment International \|language=en \|volume=154 \|pages=106646 \|doi=10.1016/j.envint.2021.106646 \|pmid=34049269 \|issn=0160-4120\|doi-access=free \|bibcode=2021EnInt.15406646Z }}</ref>
	'''2-Aminomuconic semialdehyde''' is a metabolite of ].

	==See also==		==See also==
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	* ]		* ]

			== References ==
⚫	{{Amino acid metabolism intermediates}}

	{{DEFAULTSORT:Aminomuconic semialdehyde, 2-}}		{{DEFAULTSORT:Aminomuconic semialdehyde, 2-}}
	]		]
	]		]
			]
			]
		⚫	<references />{{Amino acid metabolism intermediates}}

	{{alkene-stub}}		{{alkene-stub}}

	]

Latest revision as of 22:01, 22 February 2024

2-Aminomuconic semialdehyde
Names


Preferred IUPAC name (2Z,4E)-2-Amino-6-oxohexa-2,4-dienoic acid
Identifiers
CAS Number	150994-59-5
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:15745
ChemSpider	4444230
PubChem CID	30
InChI InChI=1S/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+Key: QCGTZPZKJPTAEP-REDYYMJGSA-N InChI=1/C6H7NO3/c7-5(6(9)10)3-1-2-4-8/h1-4H,7H2,(H,9,10)/b2-1-,5-3+Key: QCGTZPZKJPTAEP-REDYYMJGBN
SMILES C(=CC=O)C=C(C(=O)O)N O=C\C=C\C=C(/N)C(=O)O
Properties
Chemical formula	C₆H₇NO₃
Molar mass	141.12 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

2-Aminomuconic semialdehyde is a metabolite of tryptophan.

References

He, Z.; Spain, J. (1999-08-01). "Preparation of 2-aminomuconate from 2-aminophenol by coupled enzymatic dioxygenation and dehydrogenation reactions". Journal of Industrial Microbiology & Biotechnology. 23 (2): 138–142. doi:10.1038/sj.jim.2900705. ISSN 1476-5535. PMID 10510494. S2CID 1091252.
Zeng, Ting; Liang, Yanshan; Chen, Jinyao; Cao, Guodong; Yang, Zhu; Zhao, Xingchen; Tian, Jinglin; Xin, Xiong; Lei, Bo; Cai, Zongwei (2021-09-01). "Urinary metabolic characterization with nephrotoxicity for residents under cadmium exposure". Environment International. 154: 106646. Bibcode:2021EnInt.15406646Z. doi:10.1016/j.envint.2021.106646. ISSN 0160-4120. PMID 34049269.

Amino acid metabolism metabolic intermediates

K→acetyl-CoA

lysine→	Saccharopine Allysine α-Aminoadipic acid 2-Oxoadipic acid Glutaryl-CoA Glutaconyl-CoA Crotonyl-CoA β-Hydroxybutyryl-CoA
leucine→	β-Hydroxy β-methylbutyric acid β-Hydroxy β-methylbutyryl-CoA Isovaleryl-CoA α-Ketoisocaproic acid β-Ketoisocaproic acid β-Ketoisocaproyl-CoA β-Leucine β-Methylcrotonyl-CoA β-Methylglutaconyl-CoA β-Hydroxy β-methylglutaryl-CoA
tryptophan→alanine→	N′-Formylkynurenine Kynurenine Anthranilic acid 3-Hydroxykynurenine 3-Hydroxyanthranilic acid 2-Amino-3-carboxymuconic semialdehyde 2-Aminomuconic semialdehyde 2-Aminomuconic acid Glutaryl-CoA

G→pyruvate→
citrate

glycine→
serine→

3-Phosphoglyceric acid

G→glutamate→
α-ketoglutarate

histidine→	Urocanic acid Imidazol-4-one-5-propionic acid Formiminoglutamic acid Glutamate-1-semialdehyde
proline→	1-Pyrroline-5-carboxylic acid
arginine→	Agmatine Ornithine Citrulline Cadaverine Putrescine
other	cysteine+glutamate→glutathione: γ-Glutamylcysteine

G→propionyl-CoA→
succinyl-CoA

valine→	α-Ketoisovaleric acid Isobutyryl-CoA Methacrylyl-CoA 3-Hydroxyisobutyryl-CoA 3-Hydroxyisobutyric acid 2-Methyl-3-oxopropanoic acid
isoleucine→	2,3-Dihydroxy-3-methylpentanoic acid 2-Methylbutyryl-CoA Tiglyl-CoA 2-Methylacetoacetyl-CoA
methionine→	generation of homocysteine: S-Adenosyl methionine S-Adenosyl-L-homocysteine Homocysteine conversion to cysteine: Cystathionine α-Ketobutyric acid + Cysteine
threonine→	α-Ketobutyric acid
propionyl-CoA→	Methylmalonyl-CoA

G→fumarate

phenylalanine→tyrosine→	4-Hydroxyphenylpyruvic acid Homogentisic acid 4-Maleylacetoacetic acid

G→oxaloacetate

see urea cycle

Other

Cysteine metabolism	Cysteine sulfinic acid

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Latest revision as of 22:01, 22 February 2024

See also

References