Boc-Lys(Ac)-AMC
Commendamide (N-acyl-3-hydroxypalmitoyl-glycine) is a newly discovered GPCR G2A/GPR132 agonist (EC50=11.8 μM) that isolated from Bacteroides vulgatus. [1]
G2A/GPR132 belongs to the guanine nucleotide-binding protein (G protein)-coupled receptor (GPCR) superfamily. GPR132/G2A is first reported to be a transcriptional target for BCR-ABL tyrosine kinase attenuating B-cell expansion in vitro and arresting cells at G2 during mitosis. It has been involved in autoimmune disease and atherosclerosis. [1]
Commendamide and structurally related endogenous long-chain N-Acyl-amides activates discrete human receptors. In a screen for agonist activity against a library of 242 GPCRs, commendamide is found to activate a single receptor G2A/GPR132. This activity is confirmed by a synthetic sample of commendamide. Commendamide analogs with changes in the head group or acyl chain also exhibited reduced GPR132/G2A activity. [1]
Reference:
1. Cohen LJ, Kang HS, Chu J et al. Functional metagenomic discovery of bacterial effectors in the human microbiome and isolation of commendamide, a GPCR G2A/132 agonist. Proc Natl Acad
Sci U S A. 2015 Sep 1;112(35):E4825-34.
- 1. Mark K. Adams, Charles A.S. Banks, et al. "Differential complex formation via paralogs in the human Sin3 protein interaction network." bioRxiv. 2019 November 04.
- 2. Banks CAS, Miah S, et al. "Differential HDAC1/2 network analysis reveals a role for prefoldin/CCT in HDAC1/2 complex assembly." Sci Rep. 2018 Sep 12;8(1):13712. PMID:30209338
| Physical Appearance | A solid |
| Storage | Store at -20°C |
| M.Wt | 445.51 |
| Cas No. | 233691-67-3 |
| Formula | C23H31N3O6 |
| Solubility | insoluble in H2O; ≥10.26 mg/mL in EtOH; ≥16.2 mg/mL in DMSO |
| Chemical Name | (S)-tert-butyl (6-acetamido-1-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-1-oxohexan-2-yl)carbamate |
| SDF | Download SDF |
| Canonical SMILES | CC(C)(C)OC(N[C@H](C(NC(C=C1)=CC(O2)=C1C(C)=CC2=O)=O)CCCCNC(C)=O)=O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
Quality Control & MSDS
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Chemical structure
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