Gramicdin A

Gramicidin A is a peptide component of gramicidin, an antibiotic mixture originally isolated from B. brevis.

Product information

CAS Number: 11029-61-1

Molecular Weight: 1882.29

Formula: C99H140N20O17

Chemical Name: (R)-2-((2S, 5R, 8S, 11R, 14S, 17R, 20S, 26S)-2-((1H-indol-3-yl)methyl)-17-isobutyl-5, 8, 11, 26-tetraisopropyl-14, 20-dimethyl-4, 7, 10, 13, 16, 19, 22, 27, 28-nonaoxo-3, 6, 9, 12, 15, 18, 21, 24, 25-nonaazaoctacosanamido)-N-((5S, 8R, 11S, 14R, 17S)-5, 11-bis((1H-indol-3-yl)methyl)-1-hydroxy-18-(1H-indol-3-yl)-8, 14-diisobutyl-4, 7, 10, 13, 16-pentaoxo-3, 6, 9, 12, 15-pentaazaoctadecan-17-yl)-4-methylpentanamide

Smiles: C[C@H](NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](C)NC(=O)CNC(=O)[C@@H](NC=O)C(C)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=C12)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)N[C@H](CC(C)C)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)NCCO

InChiKey: ZWCXYZRRTRDGQE-LUPIJMBPSA-N

InChi: 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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: To be determined

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

References:

1. Kaman WE, Nazmi K, Voskamp-Visser AI, Bikker FJ. Gramicidin A is hydrolyzed by a d-stereospecific peptidase produced by Bacillus anthracis. Environ Microbiol Rep. 2022 Apr 10. doi: 10.1111/1758-2229.13069. Epub ahead of print. PMID: 35403341.
2. Buta A, Nazaruk E, Dziubak D, Szewczyk A, Bilewicz R. Properties of electrode-supported lipid cubic mesophase films with embedded gramicidin A: structure and ion-transport studies. Bioelectrochemistry. 2022 Apr;144:108042. doi: 10.1016/j.bioelechem.2021.108042. Epub 2021 Dec 14. PMID: 34942573.
3. Haoyang WW, Xiao Q, Ye Z, Fu Y, Zhang DW, Li J, Xiao L, Li ZT, Hou JL. Gramicidin A-based unimolecular channel: cancer cell-targeting behavior and ion transport-induced apoptosis. Chem Commun (Camb). 2021 Feb 2;57(9):1097-1100. doi: 10.1039/d0cc08073j. PMID: 33443269.

Products are for research use only. Not for human use.