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Succinic semialdehyde

Succinic semialdehyde (SSA) is a GABA metabolite. It is formed from GABA by the action of GABA transaminase (4-aminobutyrate aminotransferase) and further oxidised to become succinic acid, which enters TCA cycle. SSA is oxidized into succinic acid by the enzyme succinic semialdehyde dehydrogenase, which uses NAD+ as a cofactor.[2] [3]  When the oxidation of succinic semialdehyde to succinic acid is impaired, accumulation of succinic semialdehyde takes place which leads to succinic semialdehyde dehydrogenase deficiency.[3]

Succinic semialdehyde
Names
Preferred IUPAC name
4-Oxobutanoic acid
Identifiers
  • 692-29-5 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16265 Y
ChemSpider
  • 1080 Y
ECHA InfoCard 100.155.728
KEGG
  • C00232 Y
MeSH Succinic+semialdehyde
  • 1112
UNII
  • M73BX3CPMU Y
  • DTXSID00219231
  • InChI=1S/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7) Y
    Key: UIUJIQZEACWQSV-UHFFFAOYSA-N Y
  • InChI=1/C4H6O3/c5-3-1-2-4(6)7/h3H,1-2H2,(H,6,7)
    Key: UIUJIQZEACWQSV-UHFFFAOYAS
  • O=CCCC(=O)O
Properties
C4H6O3
Molar mass 102.089 g/mol
Appearance oil
Boiling point 135 °C (275 °F; 408 K) at 14 mmHg
soluble in water, ethanol, benzene, diethyl ether[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

See also edit

References edit

  1. ^ Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–446, ISBN 0-8493-0594-2
  2. ^ Peng, Qi; Yang, Min; Wang, Wei; Han, Lili; Wang, Guannan; Wang, Pengyue; Zhang, Jie; Song, Fuping (2014-12-20). "Activation of gab cluster transcription in Bacillus thuringiensis by γ-aminobutyric acid or succinic semialdehyde is mediated by the Sigma 54-dependent transcriptional activator GabR". BMC Microbiology. 14 (1): 306. doi:10.1186/s12866-014-0306-3. ISSN 1471-2180. PMC 4279683. PMID 25527261.
  3. ^ a b Struys, E. A.; Jansen, E. E. W.; Gibson, K. M.; Jakobs, C. (December 2005). "Determination of the GABA analogue succinic semialdehyde in urine and cerebrospinal fluid by dinitrophenylhydrazine derivatization and liquid chromatography–tandem mass spectrometry: Application to SSADH deficiency". Journal of Inherited Metabolic Disease. 28 (6): 913–920. doi:10.1007/s10545-005-0111-0. ISSN 0141-8955. PMID 16435183. S2CID 9956364.


succinic, semialdehyde, gaba, metabolite, formed, from, gaba, action, gaba, transaminase, aminobutyrate, aminotransferase, further, oxidised, become, succinic, acid, which, enters, cycle, oxidized, into, succinic, acid, enzyme, succinic, semialdehyde, dehydrog. Succinic semialdehyde SSA is a GABA metabolite It is formed from GABA by the action of GABA transaminase 4 aminobutyrate aminotransferase and further oxidised to become succinic acid which enters TCA cycle SSA is oxidized into succinic acid by the enzyme succinic semialdehyde dehydrogenase which uses NAD as a cofactor 2 3 When the oxidation of succinic semialdehyde to succinic acid is impaired accumulation of succinic semialdehyde takes place which leads to succinic semialdehyde dehydrogenase deficiency 3 Succinic semialdehyde Names Preferred IUPAC name 4 Oxobutanoic acid Identifiers CAS Number 692 29 5 Y 3D model JSmol Interactive image ChEBI CHEBI 16265 Y ChemSpider 1080 Y ECHA InfoCard 100 155 728 KEGG C00232 Y MeSH Succinic semialdehyde PubChem CID 1112 UNII M73BX3CPMU Y CompTox Dashboard EPA DTXSID00219231 InChI InChI 1S C4H6O3 c5 3 1 2 4 6 7 h3H 1 2H2 H 6 7 YKey UIUJIQZEACWQSV UHFFFAOYSA N YInChI 1 C4H6O3 c5 3 1 2 4 6 7 h3H 1 2H2 H 6 7 Key UIUJIQZEACWQSV UHFFFAOYAS SMILES O CCCC O O Properties Chemical formula C4H6O3 Molar mass 102 089 g mol Appearance oil Boiling point 135 C 275 F 408 K at 14 mmHg Solubility in water soluble in water ethanol benzene diethyl ether 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox referencesSee also editTransaminase aminotransferase Succinic semialdehyde dehydrogenase deficiencyReferences edit Lide David R 1998 Handbook of Chemistry and Physics 87 ed Boca Raton Florida CRC Press pp 3 446 ISBN 0 8493 0594 2 Peng Qi Yang Min Wang Wei Han Lili Wang Guannan Wang Pengyue Zhang Jie Song Fuping 2014 12 20 Activation of gab cluster transcription in Bacillus thuringiensis by g aminobutyric acid or succinic semialdehyde is mediated by the Sigma 54 dependent transcriptional activator GabR BMC Microbiology 14 1 306 doi 10 1186 s12866 014 0306 3 ISSN 1471 2180 PMC 4279683 PMID 25527261 a b Struys E A Jansen E E W Gibson K M Jakobs C December 2005 Determination of the GABA analogue succinic semialdehyde in urine and cerebrospinal fluid by dinitrophenylhydrazine derivatization and liquid chromatography tandem mass spectrometry Application to SSADH deficiency Journal of Inherited Metabolic Disease 28 6 913 920 doi 10 1007 s10545 005 0111 0 ISSN 0141 8955 PMID 16435183 S2CID 9956364 nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Succinic semialdehyde amp oldid 1204326224, wikipedia, wiki, book, books, library,

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