Gramicidin A

Gramicidin A is a peptide component of gramicidin, an antibiotic mixture originally isolated from B. brevis. Gramicidin A is a highly hydrophobic channel-forming ionophore that forms channels in model membranes that are permeable to monovalent cations. Gramicidin A induces degradation of hypoxia inducible factor 1 α (HIF-1α) [1][2].

Product Specifications

CAS Number

[11029-61-1]

UNSPSC

12352209

Hazard Statement

H302

Target

Antibiotic; Bacterial; HIF/HIF Prolyl-Hydroxylase

Type

Peptides

Related Pathways

Anti-infection; Metabolic Enzyme/Protease

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/gramicidin-a.html

Purity

98.10

Solubility

DMSO : 100 mg/mL (ultrasonic;warming)

Smiles

C[C@H](NC(CNC([C@@H](NC=O)C(C)C)=O)=O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@H](C(NCCO)=O)CC1=CNC2=CC=CC=C21)=O)CC(C)C)=O)CC3=CNC4=CC=CC=C43)=O)CC(C)C)=O)CC5=CNC6=CC=CC=C65)=O)CC(C)C)=O)CC7=CNC8=CC=CC=C87)=O)C(C)C)=O)C(C)C)=O)C(C)C)=O)C)=O)CC(C)C)=O

Molecular Formula

C99H140N20O17

Molecular Weight

1882.29

Precautions

H302

References & Citations

[1]Takada Y, et al. Discovery of gramicidin A analogues with altered activities by multidimensional screening of a one-bead-one-compound library. Nat Commun. 2020 Oct 1;11 (1) :4935.|[2]David JM, et al. Gramicidin A induces metabolic dysfunction and energy depletion leading to cell death in renal cell carcinoma cells. Mol Cancer Ther. 2013 Nov;12 (11) :2296-307.|[3]David JM, et al. Gramicidin A blocks tumor growth and angiogenesis through inhibition of hypoxia-inducible factor in renal cell carcinoma. Mol Cancer Ther. 2014 Apr;13 (4) :788-99.