Specification
Description
Fmoc-Br-Trp is a synthetic amino acid that has an Fmoc-protecting group, which is commonly used in peptide synthesis. Fmoc is a stable and easily removable amino-protecting group that provides high yields in chemical reactions. Bromine is a halogen atom that has unique chemical properties, including high electronegativity, reactivity, and isotope effect. Tryptophan is an aromatic amino acid that has a bulky indole ring and a polar side chain. This combination of Fmoc, bromine, and tryptophan makes Fmoc-Br-Trp a versatile and useful building block for peptide synthesis.
Synonyms
5-Bromo-N-[(9H-fluoren-9-ylmethoxy)carbonyl]tryptoph
IUPAC Name
3-(5-bromo-1H-indol-3-yl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CNC5=C4C=C(C=C5)Br)C(=O)O
InChI
1S/C26H21BrN2O4/c27-16-9-10-23-21(12-16)15(13-28-23)11-24(25(30)31)29-26(32)33-14-22-19-7-3-1-5-17(19)18-6-2-4-8-20(18)22/h1-10,12-13,22,24,28H,11,14H2,(H,29,32)(H,30,31)
InChI Key
OAIIUHJPRPJYHV-UHFFFAOYSA-N
Application
Fmoc-Br-Trp and its derivatives have various applications in scientific experiments, including peptide synthesis, drug discovery, biomaterials, and bioimaging.
Type
Unusual Amino Acids, Analogs of Tryptophan