Succinyl-CoA

Succinyl-coenzyme A, abbreviated as succinyl-CoA (/ˌsʌksɪnəlˌkˈ/) or SucCoA, is a thioester of succinic acid and coenzyme A.

Succinyl-CoA
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.009.163
MeSH succinyl-coenzyme+A
Properties
C25H40N7O19P3S
Molar mass 867.608
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 ?)
Infobox references

Sources

It is an important intermediate in the citric acid cycle, where it is synthesized from α-ketoglutarate by α-ketoglutarate dehydrogenase through decarboxylation. During the process, coenzyme A is added.

With B12 as an enzymatic cofactor, it is also synthesized from propionyl CoA, the odd-numbered fatty acid, which cannot undergo beta-oxidation.[1] Propionyl-CoA is carboxylated to D-methylmalonyl-CoA, isomerized to L-methylmalonyl-CoA, and rearranged to yield succinyl-CoA via a vitamin B12-dependent enzyme. Succinyl-CoA is an intermediate of the citric acid cycle and can be readily incorporated there.

Fate

It is converted into succinate through the hydrolytic release of coenzyme A by succinyl-CoA synthetase (succinate thiokinase).

Another fate of succinyl-CoA is porphyrin synthesis, where succinyl-CoA and glycine are combined by ALA synthase to form δ-aminolevulinic acid (dALA). This process is the committed step in the biosynthesis of porfobilinogen and thus hemoglobin.

Formation

Succinyl CoA can be formed from methylmalonyl CoA through the utilization of deoxyadenosyl-B12 (deoxyadenosylcobalamin) by the enzyme methylmalonyl-CoA mutase. This reaction, which requires vitamin B12 as a cofactor, is important in the catabolism of some branched-chain amino acids as well as odd-chain fatty acids.

Interactive pathway map

Click on genes, proteins and metabolites below to link to respective articles. [§ 1]

[[File:
[[<div style="display:block; width:30.1834671470831px; height:0px; overflow:hidden; position:relative; left:211.0000098931435px; top:618.183677024482px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:30.9999999999983px; height:0px; overflow:hidden; position:relative; left:451.54940095851265px; top:725.259641298615px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:29.297px; height:0px; overflow:hidden; position:relative; left:819.1964349793448px; top:515.561643190949px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:41.841620626151px; height:0px; overflow:hidden; position:relative; left:571.2810609698606px; top:282.326162748253px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:33.7681761528873px; height:0px; overflow:hidden; position:relative; left:350.5471779257774px; top:309.738513963747px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:82px; height:0px; overflow:hidden; position:relative; left:277.2304299889747px; top:277.842906199475px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:863.8644520298315px; top:479.66454229291px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:70.9637798844278px; height:0px; overflow:hidden; position:relative; left:315.5372607603804px; top:537.162326999765px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:32.9824561403508px; height:0px; overflow:hidden; position:relative; left:635.9031232725265px; top:700.840416501354px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:76px; height:0px; overflow:hidden; position:relative; left:653.938775510203px; top:269.24082996719px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:39.3831123868514px; height:0px; overflow:hidden; position:relative; left:319.4107134124872px; top:411.851622955204px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:181px; height:0px; overflow:hidden; position:relative; left:141.0px; top:124.074190177638px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:41.8532982134678px; height:0px; overflow:hidden; position:relative; left:661.6074074840087px; top:426.763659180771px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:59.916297095410584px; top:490.971422292174px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:88px; height:0px; overflow:hidden; position:relative; left:712.6652805322755px; top:389.520408163265px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:183px; height:0px; overflow:hidden; position:relative; left:310.0px; top:92px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:31.2611679545706px; height:0px; overflow:hidden; position:relative; left:612.9882600793883px; top:592.237750094656px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:279.39622110459595px; top:726.297707829018px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:47.2000923036619px; height:0px; overflow:hidden; position:relative; left:636.0744175002592px; top:180.675862731503px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:35.0113378684808px; height:0px; overflow:hidden; position:relative; left:287.9068504408506px; top:243.69018283712px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:71.0094500492967px; height:0px; overflow:hidden; position:relative; left:322.0734715675278px; top:510.567280274845px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:70px; height:0px; overflow:hidden; position:relative; left:241.35832414553488px; top:380.1871727164px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:279.39622110459595px; top:706.297707829018px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:720.2375300176792px; top:682.337193696082px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:74.0690423162581px; height:0px; overflow:hidden; position:relative; left:281.0588518403018px; top:570.214458049474px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:30.1834671470831px; height:0px; overflow:hidden; position:relative; left:402.66542071695596px; top:562.105454574384px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:863.8644520298315px; top:499.66454229291px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:59.916297095410584px; top:530.971422292173px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:46.2956622035883px; height:0px; overflow:hidden; position:relative; left:797.5998960197005px; top:348.045370937004px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:28.2086167800452px; height:0px; overflow:hidden; position:relative; left:431.49670017260775px; top:171.725649438501px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:29.7294003600621px; height:0px; overflow:hidden; position:relative; left:220.204704152885px; top:338.176239522068px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:73.3148283021269px; height:0px; overflow:hidden; position:relative; left:258.0px; top:207.5px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:84.9238578680197px; height:0px; overflow:hidden; position:relative; left:689.7918950998334px; top:575.825930372149px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:44.2885215390222px; height:0px; overflow:hidden; position:relative; left:664.2350006605998px; top:479.486479726442px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:59.916297095410584px; top:550.971422292173px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:174.797362167969px; height:0px; overflow:hidden; position:relative; left:104.24739103744628px; top:670.621588958849px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:30.1834671470831px; height:0px; overflow:hidden; position:relative; left:211.0000098931435px; top:603.812674892287px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:59.916297095410584px; top:510.971422292174px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:30.9999999999983px; height:0px; overflow:hidden; position:relative; left:514.3572972065928px; top:601.330609050841px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:42.6019239578559px; height:0px; overflow:hidden; position:relative; left:657.164857593634px; top:532.419807121538px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:33.621221037988px; height:0px; overflow:hidden; position:relative; left:367.5646397813722px; top:175.627991937516px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:52.4198466377163px; height:0px; overflow:hidden; position:relative; left:495.1992009813314px; top:197.595238095238px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:28.5478699038022px; height:0px; overflow:hidden; position:relative; left:646.7852384280694px; top:592.237750094655px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:39px; height:0px; overflow:hidden; position:relative; left:815.2888118210254px; top:429.010364344743px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:863.8644520298315px; top:459.66454229291px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:90px; height:0px; overflow:hidden; position:relative; left:89.69578349531633px; top:454.6161912946px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:720.2375300176794px; top:702.001875326864px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:154.310540655952px; height:0px; overflow:hidden; position:relative; left:550.9275545821426px; top:120.030923235774px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:36.5px; height:0px; overflow:hidden; position:relative; left:817.7808628897307px; top:535.894776444251px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:60px; height:0px; overflow:hidden; position:relative; left:720.2375300176792px; top:662.337193696082px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:151px; height:0px; overflow:hidden; position:relative; left:103.0px; top:152.25px; background:transparent; border-top:3px green solid"></div>]]
[[<div style="display:block; width:32.582089552239px; height:0px; overflow:hidden; position:relative; left:201.5903502425638px; top:432.957397302731px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:61.4143272597748px; height:0px; overflow:hidden; position:relative; left:237.33003246869183px; top:483.279092135411px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:48.2984700306043px; height:0px; overflow:hidden; position:relative; left:213.07607497243674px; top:320.442722989244px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:80px; height:0px; overflow:hidden; position:relative; left:513.8335230453816px; top:685.255102040816px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:31.7844725620888px; height:0px; overflow:hidden; position:relative; left:657.563025210084px; top:511.09306302521px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:27.0336779387258px; height:0px; overflow:hidden; position:relative; left:604.787037037037px; top:700.840416501354px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:19.5546565671207px; height:0px; overflow:hidden; position:relative; left:457.2720726749515px; top:710.888639166419px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:41.841620626151px; height:0px; overflow:hidden; position:relative; left:769.357891702148px; top:312.642489278866px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:30.1834671470831px; height:0px; overflow:hidden; position:relative; left:402.66542071695534px; top:547.734452442188px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:19.5546565671207px; height:0px; overflow:hidden; position:relative; left:520.0799689230324px; top:586.959606918642px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:59.9999999999999px; height:0px; overflow:hidden; position:relative; left:454.8010990838291px; top:541.555461079171px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:59.9999999999999px; height:0px; overflow:hidden; position:relative; left:454.8010990838291px; top:521.555461079171px; background:transparent; border-top:3px blue solid"></div>]]
[[<div style="display:block; width:73px; height:15.3771273983712px; overflow:hidden; position:relative; left:513.8335230453816px; top:664.877974642445px; background:transparent; border:4px black solid"></div>]]
|{{{bSize}}}px|alt=TCACycle_WP78 edit]]
TCACycle_WP78 edit
  1. The interactive pathway map can be edited at WikiPathways: "TCACycle_WP78".

References

  1. Halarnkar PP, Blomquist GJ (1989). "Comparative aspects of propionate metabolism". Comp. Biochem. Physiol., B. 92 (2): 227–31. doi:10.1016/0305-0491(89)90270-8. PMID 2647392.
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.