Fmoc-D-Asp-OMe
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Fmoc-D-Asp-OMe

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Category
Fmoc-Amino Acids
Catalog number
BAT-001917
CAS number
368443-82-7
Molecular Formula
C20H19NO6
Molecular Weight
369.4
IUPAC Name
(3R)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methoxy-4-oxobutanoic acid
Appearance
White to off-white powder
Purity
≥ 98%
InChI
InChI=1S/C20H19NO6/c1-26-19(24)17(10-18(22)23)21-20(25)27-11-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,16-17H,10-11H2,1H3,(H,21,25)(H,22,23)/t17-/m1/s1
InChI Key
UEUZUMRMWJUEMK-QGZVFWFLSA-N
Canonical SMILES
COC(=O)C(CC(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-D-Asp-OMe is a fluorenylmethyloxycarbonyl-protected aspartic acid derivative used in peptide synthesis. Here are some key applications of Fmoc-D-Asp-OMe:

Peptide Synthesis: Fmoc-D-Asp-OMe is utilized in solid-phase peptide synthesis to incorporate D-aspartic acid residues into peptides. The Fmoc group provides protection during synthesis, ensuring that side reactions are minimized. This enables the precise assembly of complex peptide sequences for research and therapeutic purposes.

Drug Development: In pharmaceutical research, Fmoc-D-Asp-OMe is used to create peptide-based drugs that contain D-amino acids to enhance stability and activity. D-amino acids are less susceptible to enzymatic degradation, which can improve the pharmacokinetics of peptide drugs. This application is vital in developing new therapeutics with improved efficacy and longer duration of action.

Protein Engineering: In the study of protein structure and function, Fmoc-D-Asp-OMe can be incorporated into synthetic peptides to investigate protein interactions and stability. Modifying proteins with D-amino acids can provide insights into the role of stereochemistry in protein folding and function. Researchers use this information to design proteins with enhanced stability and novel properties.

Biomaterials Research: Fmoc-D-Asp-OMe is employed in the development of novel biomaterials, such as hydrogels and nanomaterials that incorporate peptide sequences. The inclusion of D-amino acids can impart unique mechanical and chemical properties to these materials. This application supports the creation of advanced biomaterials for tissue engineering, drug delivery, and other biomedical applications.

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