Methylmalonic acid semialdehyde: Difference between revisions

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Revision as of 01:40, 30 May 2023 editSmokefoot (talk \| contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers75,093 editsm Smokefoot moved page 2-Methyl-3-oxopropanoic acid to Methylmalonic acid semialdehyde: common name← Previous edit		Latest revision as of 01:41, 30 May 2023 edit undoSmokefoot (talk \| contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers75,093 edits '''2-Methyl-3-oxopropanoic acid''' (or
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	'''~~2-Methyl-3-oxopropanoic~~ acid~~''' (or '''methylmalonate~~ semialdehyde''') is an intermediate in the metabolism of ] and ].<ref>{{Cite book \|last=Voet \|first=Donald \|url=https://www.worldcat.org/oclc/690489261 \|title=Biochemistry \|date=2011 \|publisher=John Wiley & Sons \|others=Judith G. Voet \|isbn=978-0-470-57095-1 \|edition=4th \|location=Hoboken, NJ \|oclc=690489261}}</ref>		'''Methylmalonic acid semialdehyde''' is an intermediate in the metabolism of ] and ].<ref>{{Cite book \|last=Voet \|first=Donald \|url=https://www.worldcat.org/oclc/690489261 \|title=Biochemistry \|date=2011 \|publisher=John Wiley & Sons \|others=Judith G. Voet \|isbn=978-0-470-57095-1 \|edition=4th \|location=Hoboken, NJ \|oclc=690489261}}</ref>

	==See also==		==See also==

Latest revision as of 01:41, 30 May 2023

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Methylmalonic acid semialdehyde
Names

Preferred IUPAC name 2-Methyl-3-oxopropanoic acid
Other names Methylmalonate semialdehyde, 2-methyl-3-oxopropanoic acid
Identifiers
CAS Number	6236-08-4
3D model (JSmol)	Interactive image Interactive image
ChEBI	CHEBI:16256
ChemSpider	290
KEGG	C00349
PubChem CID	296
UNII	036CTC7X1V
CompTox Dashboard (EPA)	DTXSID60274265
InChI InChI=1S/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)Key: VOKUMXABRRXHAR-UHFFFAOYSA-N InChI=1/C4H6O3/c1-3(2-5)4(6)7/h2-3H,1H3,(H,6,7)Key: VOKUMXABRRXHAR-UHFFFAOYAB
SMILES CC(C=O)C(=O)O O=CC(C(=O)O)C
Properties
Chemical formula	C₄H₆O₃
Molar mass	102.09 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

Methylmalonic acid semialdehyde is an intermediate in the metabolism of thymine and valine.

References

Voet, Donald (2011). Biochemistry. Judith G. Voet (4th ed.). Hoboken, NJ: John Wiley & Sons. ISBN 978-0-470-57095-1. OCLC 690489261.

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

Nucleotide metabolic intermediates

purine
metabolism

anabolism

R5P→IMP:	Ribose 5-phosphate (R5P) Phosphoribosyl pyrophosphate (PRPP) Phosphoribosylamine (PRA) Glycineamide ribonucleotide (GAR) Phosphoribosyl-N-formylglycineamide (FGAR) 5′-Phosphoribosylformylglycinamidine (FGAM) 5-Aminoimidazole ribotide (AIR) 5′-Phosphoribosyl-4-carboxy-5-aminoimidazole (CAIR) Phosphoribosylaminoimidazolesuccinocarboxamide (SAICAR) AICA ribonucleotide (AICAR) 5-Formamidoimidazole-4-carboxamide ribotide (FAICAR)
IMP→AMP:	Adenylosuccinate
IMP→GMP:	Xanthosine monophosphate

catabolism

pyrimidine
metabolism

anabolism

catabolism

uracil:	β-Alanine Dihydrouracil 3-Ureidopropionic acid
thymine:	3-Aminoisobutyric acid Dihydrothymine β-Ureidoisobutyric acid

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Latest revision as of 01:41, 30 May 2023

See also

References