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Fmoc-D-Trp(Boc)-OH

  CAS No.: 163619-04-3   Cat No.: BADC-01505   Purity: ≥ 98% (HPLC) HPLC MS 4.5  

Fmoc-D-Trp(Boc)-OH is a key linker in the field of antibody-conjugated drug development and is widely used in the synthesis of a variety of drugs to treat a variety of diseases. It is indispensable in facilitating the production of drugs that precisely target designated receptors and enzymes implicated in neurological diseases, inflammation, and oncological malignancies.

Fmoc-D-Trp(Boc)-OH

Structure of 163619-04-3

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Category
ADC Linker
Molecular Formula
C31H30N2O6
Molecular Weight
526.58
Shipping
Store at 2-8 °C

* For research and manufacturing use only. We do not sell to patients.

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Synonyms
Fmoc-D-Trp(Boc)-OH; 1-Boc-Fmoc-D-tryptophan; (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoic acid; N|A-Fmoc-N(in)-Boc-D-tryptophan
IUPAC Name
(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoic acid
Canonical SMILES
CC(C)(C)OC(=O)N1C=C(C2=CC=CC=C21)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
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-/m1/s1
InChIKey
ADOHASQZJSJZBT-AREMUKBSSA-N
Density
1.28±0.1 g/cm3(Predicted)
Melting Point
86 - 92°C (Decomposes)
Appearance
White to off-white powder
Quantity
Data not available, please inquire.
Storage
Store at 2-8 °C
Pictograms
Irritant
Signal Word
Warning

Fmoc-D-Trp(Boc)-OH, a derivative of the amino acid tryptophan, is an essential component in peptide chemistry, particularly in the realm of drug discovery. The molecule is characterized by the presence of the fluorenylmethyloxycarbonyl (Fmoc) group and a tert-butoxycarbonyl (Boc) group, which serve as protective groups during peptide synthesis. This chemical architecture not only provides stability but also enhances the molecule’s suitability for targeted drug development. The Fmoc group is critical in facilitating the stepwise synthesis of peptides, and its compatibility with solid-phase synthesis methods makes it highly desirable for generating complex molecular structures.

In the context of drug discovery, Fmoc-D-Trp(Boc)-OH is primarily utilized as a linker in antibody-drug conjugates (ADCs). These ADCs are instrumental in treating a variety of diseases by linking a biologically active drug to an antibody that specifically targets cancer cells. The unique properties of Fmoc-D-Trp(Boc)-OH, including its ability to form stable linkages and undergo controlled cleavage, enable the precise delivery of therapeutic agents directly to diseased cells, minimizing the impact on healthy tissues. This specificity not only boosts the efficacy of drugs but also significantly reduces their side effects, which is a crucial advantage in oncology therapeutics.

Moreover, Fmoc-D-Trp(Boc)-OH’s role extends beyond oncology. It is also pivotal in creating drugs targeting neurological diseases and inflammation by aiding the development of biologics that can modulate specific receptors and enzymes. In neurological disorders, where precise targeting of neuronal receptors is required, the reliable linkage and controlled release provided by Fmoc-D-Trp(Boc)-OH facilitate the development of therapies that can cross the blood-brain barrier efficiently, offering new hope in treating conditions such as Alzheimer’s and Parkinson’s diseases.

In inflammatory diseases, the molecule’s ability to assist in the synthesis of peptides that can interfere with specific biochemical pathways is invaluable. By enabling the creation of targeted therapies, Fmoc-D-Trp(Boc)-OH helps in developing drugs that can modulate immune responses with greater accuracy. This precision in modulating biological pathways aids in discovering drugs that not only provide symptomatic relief but also alter disease progression through targeted intervention at the molecular level.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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