CAS 143824-78-6: Fmoc-L-Trp(Boc)-OH
Description:Fmoc-L-Trp(Boc)-OH, also known as 9-fluorenylmethoxycarbonyl-L-tryptophan(Boc)-OH, is a protected amino acid commonly used in peptide synthesis. It features a fluorenylmethoxycarbonyl (Fmoc) group, which serves as a protective group for the amino functionality, allowing for selective deprotection during synthesis. The presence of the Boc (tert-butyloxycarbonyl) group on the indole side chain of tryptophan further enhances its stability and solubility in organic solvents, making it suitable for solid-phase peptide synthesis. This compound is typically white to off-white in appearance and is soluble in organic solvents like dimethylformamide (DMF) and dimethyl sulfoxide (DMSO), but less soluble in water. Its molecular structure includes a tryptophan backbone, which contributes to its unique properties, such as fluorescence and the ability to participate in π-π stacking interactions. Fmoc-L-Trp(Boc)-OH is widely utilized in the synthesis of peptides and proteins, particularly in research and pharmaceutical applications, due to its ability to facilitate the introduction of tryptophan residues into peptide chains.
Formula:C31H30N2O6
InChI:InChI=1S/C31H30N2O6/c1-31(2,3)39-30(37)33-17-19(20-10-8-9-15-27(20)33)16-26(28(34)35)32-29(36)38-18-25-23-13-6-4-11-21(23)22-12-5-7-14-24(22)25/h4-15,17,25-26H,16,18H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1
InChI key:InChIKey=ADOHASQZJSJZBT-SANMLTNESA-N
SMILES:O=C(OCC1C=2C=CC=CC2C=3C=CC=CC31)NC(C(=O)O)CC4=CN(C(=O)OC(C)(C)C)C=5C=CC=CC54
- Synonyms:
- (2S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoic acid
- 1-(tert-butoxycarbonyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan
- 1-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-tryptophan
- 3-[(2S)-2-Carboxy-2-[[[(9H-fluoren-9-yl)methoxy]carbonyl]amino]ethyl]indole-1-carboxylic acid tert-butyl ester
- <span class="text-smallcaps">L</span>-Tryptophan, 1-[(1,1-dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
- Fmoc-L-Trp(Boc)-OH
- Fmoc-Trp(Boc)
- Fmoc-Trp(Boc)-OH
- N-alpha-(9-fluorenylmethyloxycarbonyl)-N-in-t-butyl-oxycarbonyl-L-tryptophan
- N-α-Fmoc-N(in)-Boc-L-tryptophan
- See more synonyms
- 1-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan
- L-Tryptophan, 1-[(1,1-dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-