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: C(OC(N[C@@H](CC=1C=2C(N(C(OC(C)(C)C)=O)C1)=CC=CC2)C(O)=O)=O)C3C=4C(C=5C3=CC=CC5)=CC=CC4

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
• 1-[(1,1-Dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan

1-Boc-N-Fmoc-L-tryptophan, 97%

CAS: 143824-78-6

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₃₁H₃₀N₂O₆

Purity: 97%

Molecular weight: 526.59

Ref: 02-H59663

Fmoc-Trp(Boc)-OH

CAS: 143824-78-6

Sold under license to US Pat. 5,300,651 and EP 0 516 070. The use of this protected tryptophan derivative in Fmoc solid-phase peptide synthesis resulted in an improved yield of the correct product by suppressing side reactions of tryptophan.

Formula: C₃₁H₃₀N₂O₆

Purity: 99.47%

Color and Shape: White

Molecular weight: 526.59

Ref: 01-4017674

L-Tryptophan, 1-[(1,1-dimethylethoxy)carbonyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-

CAS: 143824-78-6

Formula: C₃₁H₃₀N₂O₆

Purity: 95%

Color and Shape: Solid

Molecular weight: 526.5797

Ref: IN-DA001IFQ

Fmoc-Trp(Boc)-OH

CAS: 143824-78-6

M03376 - Fmoc-Trp(Boc)-OH

Formula: C₃₁H₃₀N₂O₆

Purity: 95%

Color and Shape: Solid, Crystalline or Powder

Molecular weight: 526.589

Ref: 10-M03376

Fmoc-Trp(Boc)-OH

CAS: 143824-78-6

Fmoc-Trp(Boc)-OH

Formula: C₃₁H₃₀N₂O₆

Purity: 98%

Color and Shape: white to light beige powder

Molecular weight: 526.58g/mol

Ref: 54-OR350178

Fmoc-L-Trp(Boc)-OH

CAS: 143824-78-6

Formula: C₃₁H₃₀N₂O₆

Molecular weight: 526.59

Ref: 4Z-T-2083

Fmoc-Trp(Boc)-OH

CAS: 143824-78-6

Formula: C₃₁H₃₀N₂O₆

Purity: ≥ 98.0%

Color and Shape: White to almost white powder

Molecular weight: 526.58

Ref: 7W-GM7354

Fmoc-Trp(Boc)-OH

CAS: 143824-78-6

Fmoc-Trp(Boc)-OH is an amide that has been shown to have the ability to bind to human serum proteins, making it useful in clinical diagnostics. This compound has also been found to be effective against a variety of bacterial strains and fungi. The Fmoc-Trp(Boc)-OH peptide can be synthesized using solid-phase synthesis techniques, which involve attaching amino acid residues to a polymer support. This process is cell specific and allows for the production of peptides with specific sequences. The presence of histidine residues on the side chain of this molecule makes it a good candidate for use in antimicrobial peptides.

Formula: C₃₁H₃₀N₂O₆

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 526.58 g/mol

Ref: 3D-FF15878

Fmoc-Trp(Boc)-OH

CAS: 143824-78-6

Fmoc-Trp(Boc)-OH is a building block for the synthesis of peptides and other bioactive molecules. It is used in the synthesis of daptomycin, an antibiotic that is used to treat bacterial infections caused by methicillin-resistant Staphylococcus aureus (MRSA). Fmoc-Trp(Boc)-OH is also used as a synthon in the production of natural products such as kynurenine, which has been shown to have anti-cancer properties.

Formula: C₃₁H₃₀N₂O₆

Purity: Min. 95%

Molecular weight: 526.59 g/mol

Ref: 3D-FLW-1769-PI

Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N1-tert-butoxycarbonyl-L-tryptophan

CAS: 143824-78-6

Formula: C₃₁H₃₀N₂O₆

Purity: >97.0%(HPLC)

Color and Shape: White to Orange to Green powder to crystal

Molecular weight: 526.59

Ref: 3B-F0507

Fmoc-Trp(Boc)-OH-13C11,15N2

Controlled Product

CAS: 143824-78-6

Formula: C₁₁C₂₀H₃₀₁₅N₂O₆

Color and Shape: Neat

Molecular weight: 539.486

Ref: TR-F679602