CAS 163619-04-3

N(alpha)-fmoc-N(in)-boc-D-tryptophan

Description:

N(alpha)-Fmoc-N(in)-Boc-D-tryptophan is a protected derivative of the amino acid D-tryptophan, commonly used in peptide synthesis and research. The "Fmoc" (9-fluorenylmethoxycarbonyl) and "Boc" (tert-butyloxycarbonyl) groups serve as protective groups for the amino and carboxyl functionalities, respectively, allowing for selective reactions during peptide assembly. This compound is characterized by its stability under basic conditions and its ability to be deprotected under mild acidic conditions, making it suitable for sequential peptide synthesis. The D-tryptophan moiety contributes to the compound's hydrophobic nature and potential for π-π stacking interactions, which are important in protein folding and stability. Additionally, the presence of the indole side chain in tryptophan can participate in various biochemical interactions, enhancing the compound's utility in drug design and biochemistry. Overall, N(alpha)-Fmoc-N(in)-Boc-D-tryptophan is a valuable building block in the synthesis of peptides and other bioactive molecules.

Formula: C₃₁H₃₀N₂O₆

InChI: InChI=1/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-/m1/s1

SMILES: CC(C)(C)OC(=O)n1cc(C[C@H](C(=O)O)N=C(O)OCC2c3ccccc3c3ccccc23)c2ccccc12

Synonyms:

• Fmoc-D-Trp(Boc)-OH
• 1-(tert-butoxycarbonyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tryptophan

1-Boc-N-Fmoc-D-tryptophan, 98%

CAS: 163619-04-3

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: 98%

Molecular weight: 526.59

Ref: 02-H62185

Fmoc-D-Trp(Boc)-OH

CAS: 163619-04-3

Sold under license to US Pat. 5,300,651 and EP 0 516 070

Formula: C₃₁H₃₀N₂O₆

Purity: 99.07%

Color and Shape: White

Molecular weight: 526.59

Ref: 01-4017826

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

CAS: 163619-04-3

Formula: C₃₁H₃₀N₂O₆

Purity: 95%

Color and Shape: Solid

Molecular weight: 526.5797

Ref: IN-DA001UA0

Fmoc-D-Trp(Boc)-OH

CAS: 163619-04-3

Formula: C₃₁H₃₀N₂O₆

Purity: ≥ 98.0%

Color and Shape: White powder

Molecular weight: 526.58

Ref: 7W-GM2517

Fmoc-D-Trp(Boc)-OH

CAS: 163619-04-3

Fmoc-D-Trp(Boc)-OH is a labile ADC linker employed for synthesizing antibody-drug conjugates (ADCs).

Formula: C₃₁H₃₀N₂O₆

Color and Shape: Solid

Molecular weight: 526.58

Ref: TM-T39111

FMoc-D-Trp(Boc)-OH

CAS: 163619-04-3

FMoc-D-Trp(Boc)-OH

Formula: C₃₁H₃₀N₂O₆

Purity: 95%

Color and Shape: white powder

Molecular weight: 526.58g/mol

Ref: 54-OR54631

Tryptophan Impurity 23 (Fmoc-D-Trp (Boc)-OH)

CAS: 163619-04-3

Formula: C₃₁H₃₀N₂O₆

Molecular weight: 526.59

Ref: 4Z-T-2061

Fmoc-D-Trp(Boc)-OH

CAS: 163619-04-3

Fmoc-D-Trp(Boc)-OH is a β-amino acid that has potent antitumor activity. It is a cyclic peptide that has been synthesized by solid-phase chemistry and molecular modelling. Fmoc-D-Trp(Boc)-OH inhibits the histone deacetylase (HDAC) enzyme, which controls gene expression and cell proliferation, and is a potential anticancer drug. This molecule also inhibits the uptake of kynurenine by cancer cells, leading to cell death. Fmoc-D-Trp(Boc)-OH has been shown to inhibit the growth of human breast cancer cells in culture with an IC50 of 10 μM and to induce apoptosis in these cells with an IC50 of 2 μM.

Formula: C₃₁H₃₀N₂O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 526.58 g/mol

Ref: 3D-FF47371

Fmoc-D-Trp(Boc)-OH

CAS: 163619-04-3

M03375 - Fmoc-D-Trp(Boc)-OH

Formula: C₃₁H₃₀N₂O₆

Purity: 95%

Color and Shape: Solid, Crystalline Powder or Powder

Molecular weight: 526.589

Ref: 10-M03375

Na-FMOC-N(in)-BOC-D-Tryptophan (FMOC-D-Trp(BOC)-OH) extrapure, 98%

CAS: 163619-04-3

Formula: C₃₁H₃₀N₂O₆

Purity: min.98%

Color and Shape: White to faint beige, Crystalline powder

Molecular weight: 526.58

Ref: SR-96532