Gramicidin AAn effective antibiotic against Gram positive organisms

Gramicidin A (CAS 11029-61-1)

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Synonym: Valyl gramicidin A
Application: An effective antibiotic against Gram positive organisms
CAS Number: 11029-61-1
Purity: 90%
Molecular Weight: 1882.29
Molecular Formula: C99H140N20O17
* Refer to Certificate of Analysis for lot specific data (including water content).
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Gramicidin A is a naturally occurring antibiotic that acts as an ion channel-forming pentadecapeptide. Bacillus brevis produces Gramicidin and is an effective antibiotic against gram-positive organisms. Gramicidin can be used to study membrane channels because of its cation-selective, single-filing pore and has been used as a model to study ion channel proteins, and acylation of membrane proteins. The Gramicidin A channel has demonstrated to be permeable to small monovalent cations, protons, and water but impermeable to divalent cations and anions.


References

1. Dubos, R.J. and Hotchkiss, R.D. 1941. J. Exp. Med. 73: 629-640. PMID: 19871101
2. Stankovic, C.J., et al. 1990. Anal. Biochem. 184: 100-103. PMID: 1690956
3. Seoh, S.A. and Busath, D. 1993. Biophys. J. 64: 1017-1028. PMID: 7684267
4. Koeppe, R.E., et al. 1995. Biochemistry. 34: 9299-9306. PMID: 7542918
5. Prabhananda, B.S., et al. 1996. Biophys. J. 71: 3091-3097. PMID: 8968580

Physical State :
Solid
Derived From :
Bacillus brevis
Sequence :
HCO-Val-Gly-Ala-D-Leu-Ala-D-Val-Val-D-Val-Trp-D-Leu-Trp-D-Leu-Trp-D-Leu-Trp-NHCH2CH2OH
Solubility :
Soluble in water (partly), acetic acid, DMSO (100 mg/ml), ethanol, and methanol.
Storage :
Store at -20° C
IC50 :
Plasmodium falciparum: EC5050 = 2.89 µM
pK Values :
pKa: 11.50
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MD8230000
PubChem CID :
16132269
Merck Index :
14: 4532
MDL Number :
MFCD00466944
EC Number :
234-259-8
Beilstein Registry :
6461131
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

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Gramicidin A  Product Citations

See how others have used Gramicidin A. Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 30746686  2019. J. Cell. Physiol.

PMID: # 7684267  Seoh, SA. et al. 1993. Biophys. J. 64: 1017-1028.

PMID: # 19871101  Dubos, RJ. et al. 1941. J. Exp. Med. 73: 629-640.

Citations 1 to 3 of 3 total
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