Fmoc-L-aspartic acid α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester
Need Assistance?
  • US & Canada:
    +
  • UK: +

Fmoc-L-aspartic acid α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

The Dmab group can be cleaved selectively in the presence of tBu-based protected groups by treatment with 2% hydrazine in DMF, making this derivative an extremely useful tool for the preparation of cyclic peptides by FMOC SPPS.

Category
Fmoc-Amino Acids
Catalog number
BAT-003735
CAS number
172611-77-7
Molecular Formula
C39H42N2O8
Molecular Weight
666.70
Fmoc-L-aspartic acid α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester
IUPAC Name
(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[[4-[[1-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)-3-methylbutylidene]amino]phenyl]methoxy]-4-oxobutanoic acid
Synonyms
Fmoc-L-Asp-ODmab; N-(9H-Fluorene-9-ylmethoxycarbonyl)-L-aspartic acid 1-[4-[1-[2,6-dioxo-4,4-dimethylcyclohexylidene]-3-methylbutylamino]benzyl] ester
Appearance
Yellow powder
Purity
≥ 98% (HPLC)
Storage
Store at -20 °C
InChI
InChI=1S/C39H42N2O8/c1-23(2)17-31(36-33(42)19-39(3,4)20-34(36)43)40-25-15-13-24(14-16-25)21-48-37(46)32(18-35(44)45)41-38(47)49-22-30-28-11-7-5-9-26(28)27-10-6-8-12-29(27)30/h5-16,23,30,32,42H,17-22H2,1-4H3,(H,41,47)(H,44,45)/t32-/m0/s1
InChI Key
HMGGDHLJBRXJCV-YTTGMZPUSA-N
Canonical SMILES
CC(C)CC(=NC1=CC=C(C=C1)COC(=O)C(CC(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C5=C(CC(CC5=O)(C)C)O

Fmoc-L-aspartic acid α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester is a chemical compound widely utilized in the field of peptide chemistry and synthesis. This compound is an ester derivative of Fmoc-L-aspartic acid, where the Fmoc (9-fluorenylmethyloxycarbonyl) group is a protecting group commonly used in peptide synthesis to shield the amino group of the aspartic acid residue. The α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester component adds a complex structure to the molecule, which is essential for specific applications in the synthesis of peptides with unique properties. This compound plays a crucial role in ensuring the stability and efficiency of peptide formation processes.

One key industrial application of Fmoc-L-aspartic acid α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester is in the production of custom peptides for pharmaceuticals. The precise control over peptide synthesis afforded by this compound allows for the creation of peptides with specific sequences and properties, which are critical for developing targeted therapies and drugs. This application is crucial for advancing pharmaceutical research and improving drug efficacy.

Another important use is in the development of peptide-based biomaterials. The unique chemical structure of this compound allows for the creation of peptide sequences that can self-assemble into functional biomaterials. These materials are used in various biomedical applications, such as tissue engineering, where they provide scaffolding for cell growth and tissue regeneration. This application enhances the functionality and biocompatibility of synthetic biomaterials.

Fmoc-L-aspartic acid α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino]benzyl ester is also valuable in the field of protein engineering. By incorporating this compound into peptide chains, researchers can introduce specific functional groups or modify the properties of proteins to enhance their stability, activity, or binding affinity. This application is crucial for developing engineered proteins with improved performance for various industrial and research purposes.

Lastly, this compound is utilized in the production of diagnostic assays and biosensors. Its role in peptide synthesis allows for the development of specific peptide probes and biomarkers that can be used in diagnostic tests. These assays and biosensors are essential for detecting diseases, monitoring biological processes, and conducting research. The precision and versatility of this compound contribute significantly to advancements in diagnostic technology.

Online Inquiry
Verification code
Inquiry Basket