CAS 128545-09-5

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-L-histidine

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-L-histidine, commonly referred to as Fmoc-His(Trt)-OH, is a protected form of the amino acid histidine used primarily in peptide synthesis. This compound features a fluorenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized for the temporary protection of amino groups during the synthesis of peptides. The triphenylmethyl (Trt) group provides additional protection for the side chain of histidine, enhancing stability and preventing unwanted reactions. The presence of these protective groups allows for selective deprotection and coupling reactions, facilitating the assembly of complex peptides. Fmoc-His(Trt)-OH is typically a white to off-white solid and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its stability under standard peptide coupling conditions makes it a valuable intermediate in the field of organic and medicinal chemistry, particularly in the development of peptide-based therapeutics.

Formula: C₄₀H₃₃N₃O₄

InChI: InChI=1/C40H33N3O4/c44-38(45)37(42-39(46)47-26-36-34-22-12-10-20-32(34)33-21-11-13-23-35(33)36)24-31-25-41-27-43(31)40(28-14-4-1-5-15-28,29-16-6-2-7-17-29)30-18-8-3-9-19-30/h1-23,25,27,36-37H,24,26H2,(H,42,46)(H,44,45)/p-1/t37-/m0/s1

InChI key: InChIKey=LCDUPKDPUSBXAY-QNGWXLTQSA-N

SMILES: C(N1C(C[C@H](NC(OCC2C=3C(C=4C2=CC=CC4)=CC=CC3)=O)C(O)=O)=CN=C1)(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7

Synonyms:

• (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1-trityl-1H-imidazol-5-yl)propanoate
• <span class="text-smallcaps">L</span>-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-
• Fmoc-His(Trt)-OH
• Fmoc-L-His(Trt)-OH
• N(alpha)-fmoc-N(im)-trityl-L-histidine
• N-FMOC-3-(triphenylmethyl)-L-histidine
• N-Fmoc-N'-trityl-L-histidine
• N-[(9H-Fluoren-6-ylmethoxy)carbonyl]-3-(triphenylmethyl)-L-histidine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-<span class="text-smallcaps">L</span>-histidine
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-tritylhistidine
• N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-trityl-L-histidine
• N-alpha-(9-fluorenylmethyloxycarbonyl)-N-im-trityl-L-histidine
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-L-histidine
• L-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-
• N-ALPHA-FMOC--TRITYL-L-HISTIDINE
• FMOC-L-HIS(1-TRT)-OH
• N-[(9H-Fluoroen-6-ylmethoxy)carbonyl]-3-(triphenylmethyl)-L-histidine
• N-FMOC-3-(triphenylmethyl)-L-histidine USP/EP/BP
• Nalpha-fluorenylmethoxycarbonyl-im-trityl-L-histidine
• (S)-2-((((9H-Fluoren-3-yl)methoxy)carbonyl)amino)-3-(1-trityl-1H-imidazol-5-yl)propanoic acid
• NALPHA-9-Fluorenylmethoxycarbonyl-NPI-trityl-L-histidine
• na-fmoc-im-trityl-L-histidine

L-Histidine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(triphenylmethyl)-

CAS: 128545-09-5

Formula: C₄₀H₃₃N₃O₄

Molecular weight: 619.7077

Ref: IN-DA000Y76

Fmoc-His(Trt)-OH

CAS: 128545-09-5

Fmoc-His(Trt)-OH is a synthetic antimicrobial peptide that belongs to the class of acetylcholine. The peptide was found to inhibit the growth of a number of bacterial genera, including Pseudomonas, Acinetobacter and Burkholderia. The sequence of Fmoc-His(Trt)-OH is acetylated at the N-terminus and amidated at the C-terminus. This peptide has been found to have a broad spectrum of activity against drug resistant bacteria. It has also been shown to be active against mammalian cells in addition to bacterial cells, suggesting it may have therapeutic potential for humans as well as animals.

Formula: C₄₀H₃₃N₃O₄

Purity: Min. 98.0 Area-%

Molecular weight: 619.73 g/mol

Ref: 3D-FLH-1740-PI