Acetyl-CoA

Names

[ CAS No. ]:
72-89-9

[ Name ]:
Acetyl-CoA

[Synonym ]:
acetylocholine
Azetylcholin
ac-CoA
Choline acetate
S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ-diphosphaheptadecan-17-yl} ethanethioate (non-preferred name)
Acetyl-CoenzymeA
S-ACETYL COENZYME A
acetyl CoA
Acetyl-CoA,Tri-Na
O-Acetylcholine
S-acetylcoenzyme A
[3H]-Acetylcholine
Acetyl choline ion
[14C]-Acetyl-Coenzyme A
S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ-diphosphaheptadecan-17-yl} ethanethioate (non-preferred name)
Adenosine, 5'-O-[[[[(3R)-4-[[3-[[2-(acetylthio)ethyl]amino]-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]hydroxyphosphinyl]oxy]hydroxyphosphinyl]-, 3'-(dihydrogen phosphate)
Coenzyme A S-Acetate
Choline acetate (ester)
trilithium,[2-[[[[4-[[3-(2-acetylsulfanylethylamino)-3-oxopropyl]amino]-3-hydroxy-2,2-dimethyl-4-oxobutoxy]-oxidophosphoryl]oxy-oxidophosphoryl]oxymethyl]-5-(6-aminopurin-9-yl)-4-hydroxyoxolan-3-yl] hydrogen phosphate,trihydrate
Acetyl coenzyme A
coenzyme A, acetyl-
ac-S-CoA
S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ-diphosphaheptadecan-17-yl} ethanethioate
S-{(9R)-1-[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydro-2-furanyl]-3,5,9-trihydroxy-8,8-dimethyl-3,5-dioxido-10,14-dioxo-2,4,6-trioxa-11,15-diaza-3λ,5λ- diphosphaheptadecan-17-yl} ethanethioate
[3H]-Acetyl-Coenzyme A
(2-Acetoxyethyl)trimethylammonium
Ach
acetyl-S-CoA
Acetylcholinum
acetylCoA
Acetyl-Coenzyme A
[14C]-Acetylcholine
Coenzyme A, S-acetate
acetylcholine
acetylcholine cation

Biological Activity

[Description]:

Acetyl-coenzyme A (Acetyl-CoA) is a membrane-impermeant central metabolic intermediate, participates in the TCA cycle and oxidative phosphorylation metabolism. Acetyl-coenzyme A, regulates various cellular mechanisms by providing (sole donor) acetyl groups to target amino acid residues for post-translational acetylation reactions of proteins. Acetyl Coenzyme A is also a key precursor of lipid synthesis[1][2][3][4].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Signaling Pathways >> Autophagy >> Autophagy
Research Areas >> Metabolic Disease

[Target]

Human Endogenous Metabolite


[In Vitro]

Acetyl coenzyme A 在饥饿的 U2OS 细胞中增加细胞质蛋白乙酰化,同时减少饥饿诱导的自噬通量。(U2OS 细胞稳定表达 GFP-LC3 并显微注射Acetyl coenzyme A; 在无营养条件下,用 100 nM BafA1 孵育 3 h 后固定)[2]。

[In Vivo]

Acetyl coenzyme A 通过抑制适应不良的自噬来抑制压力超负荷诱导的小鼠心肌病[2][3]。被剥夺食物 (但可以随意饮水) 24 小时的小鼠在几个器官 (包括心脏和肌肉) 中表现出总 Acetyl coenzyme A 水平显着降低,对应于蛋白质乙酰化水平的降低。相同的实验条件对大脑中 Acetyl coenzyme A 的浓度没有重大影响,实际上会增加肝脏 Acetyl coenzyme A 和蛋白质乙酰化水平[4]。

[References]

[1]. Choudhary C, et al. The growing landscape of lysine acetylation links metabolism and cell signalling. Nat Rev Mol Cell Biol. 2014 Aug;15(8):536-50.  

[2]. Mariño G, et al. Regulation of autophagy by cytosolic acetyl-coenzyme A. Mol Cell. 2014 Mar 6;53(5):710-25.  

[3]. Zhu H, et al. Cardiac autophagy is a maladaptive response to hemodynamic stress. J Clin Invest. 2007 Jul;117(7):1782-93.  

[4]. Pietrocola F, et al. Acetyl coenzyme A: a central metabolite and second messenger. Cell Metab. 2015 Jun 2;21(6):805-21.  

Chemical & Physical Properties

[ Density]:
1.9±0.1 g/cm3

[ Molecular Formula ]:
C23H38N7O17P3S

[ Molecular Weight ]:
809.571

[ Exact Mass ]:
809.125793

[ PSA ]:
425.34000

[ LogP ]:
-3.89

[ Index of Refraction ]:
1.718

Synthetic Route

Precursor & DownStream


Related Compounds