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

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Category
Fmoc-Amino Acids
Catalog number
BAT-003763
CAS number
172611-75-5
Molecular Formula
C40H44N2O8
Molecular Weight
680.80
Fmoc-L-glutamic acid-α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino] benzyl ester
IUPAC Name
(4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[[4-[[1-(2-hydroxy-4,4-dimethyl-6-oxocyclohexen-1-yl)-3-methylbutylidene]amino]phenyl]methoxy]-5-oxopentanoic acid
Synonyms
Fmoc-L-Glu-ODmab; FMoc-NH-PEG5-CH2CH2COOH; Fmoc-NH-Glu-ODmab
Appearance
Yellow powder
Purity
≥ 98% (HPLC)
Density
1.251 g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C40H44N2O8/c1-24(2)19-33(37-34(43)20-40(3,4)21-35(37)44)41-26-15-13-25(14-16-26)22-49-38(47)32(17-18-36(45)46)42-39(48)50-23-31-29-11-7-5-9-27(29)28-10-6-8-12-30(28)31/h5-16,24,31-32,41H,17-23H2,1-4H3,(H,42,48)(H,45,46)/t32-/m0/s1
InChI Key
YJZSSXBJRHSYIF-YTTGMZPUSA-N
Canonical SMILES
CC(C)CC(=C1C(=O)CC(CC1=O)(C)C)NC2=CC=C(C=C2)COC(=O)C(CCC(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Fmoc-L-glutamic acid-α-4-[N-{1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl}amino] benzyl ester is a specialized compound used in peptide synthesis and drug development.

Peptide Synthesis: This compound is widely used as a protected amino acid in the solid-phase synthesis of peptides. The Fmoc group acts as a temporary protective group for the amino function, which can be easily removed under basic conditions. This process facilitates the stepwise construction of complex peptide chains, crucial for developing new therapeutic peptides and studying protein interactions.

Drug Development: In medicinal chemistry, Fmoc-L-glutamic acid derivatives are utilized for the synthesis of peptide-based drug candidates. These compounds can be incorporated into drugs to enhance target specificity and improve pharmacokinetic properties. This method is valuable for creating novel drugs with improved efficacy and reduced side effects.

Chemical Biology Research: Researchers use this compound to explore protein-protein interactions and enzyme mechanisms by incorporating modified peptides into biological systems. The unique benzyl ester serves as a handle for functionalizing peptides with probes or tags. This application enhances the study of complex biological processes and aids in identifying new biochemical pathways.

Materials Science: The compound is also employed in designing peptide-based materials with specific structural properties. By strategically modifying peptides with Fmoc-protected elements, scientists can synthesize materials with desired textures and functionalities. These materials have potential applications in tissue engineering and the development of biocompatible implants.

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