CAS 178119-94-3

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-5-hydroxy-L-tryptophan

Description:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-5-hydroxy-L-tryptophan, commonly referred to as Fmoc-5-hydroxy-L-tryptophan, is a derivative of the amino acid tryptophan, modified to include a fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is characterized by its role in peptide synthesis, particularly in solid-phase peptide synthesis, where the Fmoc group serves as a protective moiety for the amino group, allowing for selective reactions. The presence of the hydroxyl group at the 5-position of the indole ring enhances its solubility and reactivity, making it useful in various biochemical applications. The compound is typically a white to off-white solid and is soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). Its molecular structure contributes to its stability and reactivity, making it a valuable intermediate in the synthesis of bioactive peptides and pharmaceuticals. Safety data should be consulted for handling, as with all chemical substances, to ensure proper laboratory practices.

Formula: C₂₆H₂₂N₂O₅

InChI: InChI=1S/C26H22N2O5/c29-16-9-10-23-21(12-16)15(13-27-23)11-24(25(30)31)28-26(32)33-14-22-19-7-3-1-5-17(19)18-6-2-4-8-20(18)22/h1-10,12-13,22,24,27,29H,11,14H2,(H,28,32)(H,30,31)/t24-/m0/s1

InChI key: InChIKey=LORJESUTFPMFAV-DEOSSOPVSA-N

SMILES: C(OC(N[C@@H](CC=1C=2C(NC1)=CC=C(O)C2)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

Synonyms:

• L-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-hydroxy-
• N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-5-hydroxy-L-tryptophan
• (2S)-2-([[(9H-Fluoren-9-yl)methoxy]carbonyl]amino)-3-(5-hydroxy-1H-indol-3-yl)propanoic acid

Fmoc-5-Hydroxy-L-tryptophan

CAS: 178119-94-3

Formula: C₂₆H₂₂N₂O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 442.4633

Ref: IN-DA00APC0

Fmoc-5-Hydroxy-L-tryptophan

CAS: 178119-94-3

Fmoc-5-Hydroxy-L-tryptophan

Purity: 95%

Molecular weight: 442.46g/mol

Ref: 54-OR89898

Fmoc-Trp(5-OH)-OH

CAS: 178119-94-3

Fmoc-Trp(5-OH)-OH is a molecule that has been shown to have anticancer activity. It inhibits the proliferation of cancer cells and inhibits the production of fatty acids. It also has antiinflammatory properties and inhibits the growth of bacteria by inhibiting chloride channels. Fmoc-Trp(5-OH)-OH has been shown to inhibit the binding of 4-methylumbelliferone (4MU) to human erythrocytes, which is an indicator of its capability as a coumarin derivative. Fmoc-Trp(5-OH)-OH has also been found to be effective against tuberculosis through hydrogen bond interactions with the enzyme mycobacterium tuberculosis DNA polymerase.

Formula: C₂₆H₂₂N₂O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 442.5 g/mol

Ref: 3D-DHA11994

Fmoc-5-Hydroxy-L-tryptophan

CAS: 178119-94-3

Purity: 95%

Molecular weight: 442.4710083

Ref: 10-F619823