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: C(OC(N[C@@H](CC=1C=2C(NC1)=CC=CC2)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

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
• 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

Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-tryptophan

CAS: 35737-15-6

Formula: C₂₆H₂₂N₂O₄

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 426.47

Ref: 3B-F0307

Fmoc-Trp-OH

CAS: 35737-15-6

Bachem ID: 4003185.

Formula: C₂₆H₂₂N₂O₄

Purity: 99.3%

Color and Shape: White

Molecular weight: 426.47

Ref: 01-4003185

L-Tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-

CAS: 35737-15-6

Formula: C₂₆H₂₂N₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 426.4639

Ref: IN-DA00I73A

Fmoc-Trp-OH

CAS: 35737-15-6

Fmoc-Trp-OH

Formula: C₂₆H₂₂N₂O₄

Purity: >98%

Color and Shape: Solid

Molecular weight: 426.46

Ref: 54-OR1013394

Fmoc-Trp-OH

CAS: 35737-15-6

Formula: C₂₆H₂₂N₂O₄

Purity: ≥ 98.0%

Color and Shape: White, faint yellow to faint brown powder

Molecular weight: 426.48

Ref: 7W-GM9019

Fmoc-Trp-OH

CAS: 35737-15-6

Fmoc-Trp-OH

Formula: C₂₆H₂₂N₂O₄

Purity: 98%

Molecular weight: 426.46

Ref: IN-DG8610

Fmoc-L-Trp-OH

CAS: 35737-15-6

Fmoc-L-Trp-OH is an amide that contains a low bioavailability and inhibits the transfer of amino acids to ribosomes. It has been shown to inhibit the growth of cancer cells in cell culture and to have antimicrobial activity. Fmoc-L-Trp-OH is synthesized by reacting Naphthalene with glycine, followed by hydrolysis of the ester group under trifluoroacetic acid. The product is then conjugated with a polypeptide. This method of synthesis was developed as a way to produce peptides that are difficult to synthesize using solid-phase chemistry.

Formula: C₂₆H₂₂N₂O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 426.46 g/mol

Ref: 3D-FF37098

Fmoc-Trp-OH

CAS: 35737-15-6

M03374 - Fmoc-Trp-OH

Formula: C₂₆H₂₂N₂O₄

Purity: 98%

Color and Shape: Crystalline Powder,Powder

Molecular weight: 426.472

Ref: 10-M03374

FMOC-L-Tryptophan extrapure, 99%

CAS: 35737-15-6

Formula: C₂₆H₂₂N₂O₄

Purity: min. 99%

Color and Shape: White, Crystalline powder

Molecular weight: 426.48

Ref: SR-70309

Nα-Fmoc-L-tryptophan-13C1115N2

Controlled Product

CAS: 35737-15-6

Formula: C₁₁C₁₅H₂₂₁₅N₂O₄

Color and Shape: Neat

Molecular weight: 439.37

Ref: TR-F679617