CAS 35737-15-6: Fmoc-L-tryptophan
Description:Fmoc-L-tryptophan is a derivative of the amino acid tryptophan, characterized by the presence of a 9-fluorenylmethoxycarbonyl (Fmoc) protective group. This compound is commonly used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), due to its ability to protect the amino group of tryptophan during the coupling reactions. Fmoc-L-tryptophan is typically a white to off-white powder and is soluble in organic solvents such as dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. The Fmoc group can be removed under basic conditions, allowing for the subsequent coupling of the amino acid to other peptide fragments. This compound retains the essential properties of tryptophan, including its role as a precursor for serotonin and its involvement in protein synthesis. Additionally, it exhibits fluorescence properties due to the aromatic indole side chain, making it useful in various biochemical applications. Safety data should be consulted, as with all chemical substances, to ensure proper handling and usage.
Formula:C26H22N2O4
InChI:InChI=1S/C26H22N2O4/c29-25(30)24(13-16-14-27-23-12-6-5-7-17(16)23)28-26(31)32-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,27H,13,15H2,(H,28,31)(H,29,30)/t24-/m0/s1
InChI key:InChIKey=MGHMWKZOLAAOTD-DEOSSOPVSA-N
SMILES:O=C(OCC1C=2C=CC=CC2C=3C=CC=CC31)NC(C(=O)O)CC4=CNC=5C=CC=CC54
- Synonyms:
- (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)propanoic acid
- (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-3-(1H-indol-3-yl)propanoic acid
- (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-(1H-indol-3-yl)propanoic acid
- (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate
- (S)-2-[[[(9H-Fluoren-9-yl)methoxy]carbonyl]amino]-3-(1H-indol-3-yl)propionic acid
- <span class="text-smallcaps">L</span>-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
- Fmoc-<span class="text-smallcaps">L</span>-tryptophan
- Fmoc-L-tryptophan
- Fmoc-Trp-OH
- Fmoc-tryptophan
- See more synonyms
- N(alpha)-9-Fluorenylmethoxycarbonyl-L-tryptophan
- N-(9-Fluorenylmethoxycarbonyl)tryptophan
- N-(Fluorenyl-9-methoxycarbonyl)-terminated tryptophan
- N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-tryptophan
- N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tryptophan
- N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan
- N-[(9H-fluoren-9-ylmethoxy)carbonyl]tryptophan
- NSC 334295
- Nalpha-Fmoc-L-Tryptophan
- L-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-