368020

Gramicidin A

from Bacillus brevis, ≥90% (HPLC), solid, ion channel-forming pentadecapeptide, Calbiochem^®

• Synonym(s): Gramicidin A, High Purity, Bacillus brevis, gA
• Empirical Formula (Hill Notation): C₉₉H₁₄₀N₂₀O₁₇
• CAS Number: 11029-61-1
• Molecular Weight: 1882.29
• MDL number: MFCD00466944
• UNSPSC Code: 51283112
• NACRES: NA.77

Properties

• product name: Gramicidin A, High Purity, Bacillus brevis, 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.
• Quality Level: 100
• assay: ≥90% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• impurities: <5% gC isomers (HPLC)
• color: white to off-white
• solubility: DMSO: 100 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• 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.

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 Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable