368020

Gramicidin A

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

• Sinónimos: Gramicidin A, High Purity, Bacillus brevis, gA
• Fórmula empírica (notación de Hill): C₉₉H₁₄₀N₂₀O₁₇
• Número de CAS: 11029-61-1
• Peso molecular: 1882.29
• Número MDL: MFCD00466944
• Código UNSPSC: 51283112
• NACRES: NA.77

Propiedades

• Nombre del producto: 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.
• Nivel de calidad: 100
• descripción: Merck USA index - 14, 4532
• Ensayo: ≥90% (HPLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze
• impurezas: <5% gC isomers (HPLC)
• color: white to off-white
• solubilidad: DMSO: 100 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• cadena SMILES: [nH]1c2c(c(c1)C[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC=O)C(C)C)C)CC(C)C)C)C(C)C)C(C)C)C(C)C)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc7c8c([nH]c7)cccc8)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](Cc5c6c([nH]c5)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
• Clave InChI: ZWCXYZRRTRDGQE-LUPIJMBPSA-N

Descripción

Descripción general

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.

Acciones bioquímicas o fisiológicas

Cell permeable: no

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

Product does not compete with ATP.

Reversible: no

Advertencia

Toxicity: Harmful (C)

Secuencia

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

Reconstitución

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

Otras notas

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.

Información legal

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

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302
• Consejos de prudencia: P264 - P270 - P301 + P312 - P501
• Clasificaciones de peligro: Acute Tox. 4 Oral
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable