Reaction participants Show >> << Hide
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Namehelp_outline
N6-benzoyl-L-lysyl-[protein]
Identifier
RHEA-COMP:20154
Reactive part
help_outline
- Name help_outline N6-benzoyl-L-lysine residue Identifier CHEBI:233144 Charge 0 Formula C13H16N2O2 SMILEShelp_outline N(CCCC[C@@H](C(*)=O)N*)C(C=1C=CC=CC1)=O 2D coordinates Mol file for the small molecule Search links Involved in 2 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline H2O Identifier CHEBI:15377 (CAS: 7732-18-5) help_outline Charge 0 Formula H2O InChIKeyhelp_outline XLYOFNOQVPJJNP-UHFFFAOYSA-N SMILEShelp_outline [H]O[H] 2D coordinates Mol file for the small molecule Search links Involved in 6,485 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
- Name help_outline benzoate Identifier CHEBI:16150 (CAS: 766-76-7) help_outline Charge -1 Formula C7H5O2 InChIKeyhelp_outline WPYMKLBDIGXBTP-UHFFFAOYSA-M SMILEShelp_outline [O-]C(=O)c1ccccc1 2D coordinates Mol file for the small molecule Search links Involved in 18 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
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Namehelp_outline
L-lysyl-[protein]
Identifier
RHEA-COMP:9752
Reactive part
help_outline
- Name help_outline L-lysine residue Identifier CHEBI:29969 Charge 1 Formula C6H13N2O SMILEShelp_outline C([C@@H](C(*)=O)N*)CCC[NH3+] 2D coordinates Mol file for the small molecule Search links Involved in 144 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
| RHEA:83535 | RHEA:83536 | RHEA:83537 | RHEA:83538 | |
|---|---|---|---|---|
| Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
| UniProtKB help_outline |
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Publications
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Lysine benzoylation is a histone mark regulated by SIRT2.
Huang H., Zhang D., Wang Y., Perez-Neut M., Han Z., Zheng Y.G., Hao Q., Zhao Y.
Metabolic regulation of histone marks is associated with diverse biological processes through dynamically modulating chromatin structure and functions. Here we report the identification and characterization of a histone mark, lysine benzoylation (K<sub>bz</sub>). Our study identifies 22 K<sub>bz</ ... >> More
Metabolic regulation of histone marks is associated with diverse biological processes through dynamically modulating chromatin structure and functions. Here we report the identification and characterization of a histone mark, lysine benzoylation (K<sub>bz</sub>). Our study identifies 22 K<sub>bz</sub> sites on histones from HepG2 and RAW cells. This type of histone mark can be stimulated by sodium benzoate (SB), an FDA-approved drug and a widely used chemical food preservative, via generation of benzoyl CoA. By ChIP-seq and RNA-seq analysis, we demonstrate that histone K<sub>bz</sub> marks are associated with gene expression and have physiological relevance distinct from histone acetylation. In addition, we demonstrate that SIRT2, a NAD<sup>+</sup>-dependent protein deacetylase, removes histone K<sub>bz</sub> both in vitro and in vivo. This study therefore reveals a new type of histone marks with potential physiological relevance and identifies possible non-canonical functions of a widely used chemical food preservative. << Less