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368020 Sigma-Aldrich

Gramicidin A, High Purity, Bacillus brevis - CAS 11029-61-1 - Calbiochem

Gramicidin A, High Purity, Bacillus brevis, CAS 11029-61-1, is a naturally-occurring ion channel-forming pentadecapeptide. Causes K+/H+ exchange in mitochondria in a non-voltage dependent manner.

Synonym: Gramicidin A, High Purity, Bacillus brevis - CAS 11029-61-1 - Calbiochem, gA

  • CAS Number 11029-61-1

  • Empirical Formula (Hill Notation) C99H140N20O17

  • Molecular Weight 1882.29

  •  MDL number MFCD00466944

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Properties

Related Categories Antibiotics, Antibiotics by Mechanism of Action, Biochemicals and Reagents, Interferes with Cell Membrane Permeability (Ionophores)
Quality Level   100
assay   ≥90% (HPLC)
form   solid
mfr. no.   Calbiochem®
storage condition   OK to freeze
storage conditions   -20C
impurities   <5% gC isomers (HPLC)
color   white to off-white
solubility   DMSO: 100 mg/mL
shipped in   ambient
InChI   1S/C99H140N20O17/c1-51(2)37-73(109-86(123)59(17)107-81(122)49-105-96(133)82(55(9)10)106-50-121)89(126)108-60(18)87(124)117-84(57(13)14)98(135)119-85(58(15)16)99(136)118-83(56(11)12)97(134)116-80(44-64-48-104-72-34-26-22-30-68(64)72)95(132)112-76(40-54(7)8)92(129)115-79(43-63-47-103-71-33-25-21-29-67(63)71)94(131)111-75(39-53(5)6)91(128)114-78(42-62-46-102-70-32-24-20-28-66(62)70)93(130)110-74(38-52(3)4)90(127)113-77(88(125)100-35-36-120)41-61-45-101-69-31-23-19-27-65(61)69/h19-34,45-48,50-60,73-80,82-85,101-104,120H,35-44,49H2,1-18H3,(H,100,125)(H,105,133)(H,106,121)(H,107,122)(H,108,126)(H,109,123)(H,110,130)(H,111,131)(H,112,132)(H,113,127)(H,114,128)(H,115,129)(H,116,134)(H,117,124)(H,118,136)(H,119,135)/t59-,60-,73+,74+,75+,76+,77-,78-,79-,80-,82-,83+,84+,85-/m0/s1
InChI key   ZWCXYZRRTRDGQE-LUPIJMBPSA-N

Description

General description

Naturally occurring, ion channel-forming pentadecapeptide antibiotic that renders membranes permeable to protons and alkali metal ions. Causes red blood cell lysis at concentrations of 0.5-1.0 µg/ml. Gramicidin A causes K+/H+ exchange in mitochondria in a non-voltage dependent manner.

Naturally-occurring ion channel-forming pentadecapeptide. The association of two gA peptides causes the formation of a monovalent cation-selective ion channel. Causes K+/H+ exchange in mitochondria in a non-voltage dependent manner. Causes red blood cell lysis at 0.5-1.0 µg/ml.

Packaging

25 mg in Plastic ampoule

Biochem/physiol Actions

Cell permeable: no

Primary Target
Causes the formation of a monovalent cation-selective ion channel

Product does not compete with ATP.

Reversible: no

Warning

Toxicity: Harmful (C)

Sequence

HCO-Val-Gly-Ala-D-Leu-Ala-D-Val-Val-D-Val-Trp-D-Leu-Trp-D-Leu-Trp-D-Leu-Trp-NHCH₂CH₂OH

Reconstitution

Following recosntituion, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Quigley, E.P., et al. 2000. J. Membr. Biol. 174,207.
Koeppe, R.E., et al. 1995. Biochemistry34, 9299.
Ketchem, R.R., et al. 1993. Science261, 1457.
Stankovic, C.J., et al. 1990. Anal. Biochem.184, 100.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
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