Overview

  • Product name

    Gramicidin A, Antibiotic agent
  • Description

    Cation-selective, single-filing pore forming antibiotic agent
  • Biological description

    Cation-selective, single-filing pore forming antibiotic agent. Forms a membrane channel permeable to small monovalent cations, protons, and water but impermeable to divalent cations and anions. Induces K+/H+-exchange in mitochondria in a non-voltage dependent manner. Shows bactericidal effects against non-bacilli Gram-positive strains and select Gram-negative bacteria in vivo.
  • Purity

    > 90%
  • CAS Number

    11029-61-1
  • Chemical structure

    Chemical Structure

Properties

  • Molecular weight

    1882.32
  • Molecular formula

    C99H140N20O17
  • Sequence

    VGALAVVVWLWLWLW (Modification: Val-1 = HCO-Val, Leu-4 = D-leu, Val-6 = D-Val, Val-8 = D-Val, Leu-10 = D-Leu, Leu-12 = D-Leu, Leu-14 = D-Leu, Trp-15 = Trp-NHCH2CH2OH)
  • PubChem identifier

    16132269
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    Soluble in DMSO to 50 mM
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one week. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • SMILES

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

    Synthetic

References

This product has been referenced in:

  • Zhu Y  et al. Activity-dependent hyperpolarization of EGABA is absent in cutaneous DRG neurons from inflamed rats. Neuroscience 256:1-9 (2014). Read more (PubMed: 24135545) »
  • Pavlov I  et al. Tonic GABAA conductance bidirectionally controls interneuron firing pattern and synchronization in the CA3 hippocampal network. Proc Natl Acad Sci U S A 111:504-9 (2014). Read more (PubMed: 24344272) »
  • Silachev DN  et al. Neuroprotective effect of glutamate-substituted analog of gramicidin A is mediated by the uncoupling of mitochondria. Biochim Biophys Acta 1840:3434-42 (2014). Read more (PubMed: 25218694) »

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