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

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.