Fmoc-L-glutamic acid γ-tert-butyl ester α-amide
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Fmoc-L-glutamic acid γ-tert-butyl ester α-amide

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Category
Fmoc-Amino Acids
Catalog number
BAT-003761
CAS number
104090-92-8
Molecular Formula
C24H28N2O5
Molecular Weight
424.50
Fmoc-L-glutamic acid γ-tert-butyl ester α-amide
IUPAC Name
tert-butyl (4S)-5-amino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoate
Synonyms
Fmoc-L-Glu(OtBu)-NH2; Fmoc-L-isoglutamine τ-butyl ester; tert-butyl (4S)-5-amino-4-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxopentanoate
Appearance
White crystalline powder
Purity
≥ 99% (HPLC)
Melting Point
150-156 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C24H28N2O5/c1-24(2,3)31-21(27)13-12-20(22(25)28)26-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H2,25,28)(H,26,29)/t20-/m0/s1
InChI Key
QUOBISMBRGYPCV-FQEVSTJZSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)N)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-L-glutamic acid γ-tert-butyl ester α-amide is a versatile chemical compound widely utilized in peptide synthesis and biochemical investigations.

Peptide Synthesis: At the core of solid-phase peptide synthesis lies Fmoc-L-glutamic acid γ-tert-butyl ester α-amide, a crucial building block. The Fmoc group acts as a transient protector for the amino terminus during the peptide assembly process, allowing for the gradual addition of amino acids. This compound streamlines the meticulous and accurate synthesis of peptides, pivotal for a myriad of biological and pharmaceutical inquiries.

Proteomics Research: Delving into the intricate realm of proteomics, Fmoc-L-glutamic acid γ-tert-butyl ester α-amide proves indispensable for peptide modifications tailored for analysis. Its utility in chemical labeling facilitates the exploration of protein-protein interactions and functions, enriching our comprehension of proteomes. This application is fundamental in shaping proteomics-driven diagnostic and therapeutic approaches.

Bioconjugation: Witness the transformative power of Fmoc-L-glutamic acid γ-tert-butyl ester α-amide in bioconjugation, enhancing biomolecules with precision. Acting as a versatile linker or functional group introducer, this compound unlocks possibilities for the modification of proteins, antibodies, and peptides. Through strategic bioconjugation, researchers craft innovative biopharmaceuticals and diagnostic agents endowed with customized attributes.

Drug Development: Embark on a journey of pharmaceutical exploration with Fmoc-L-glutamic acid γ-tert-butyl ester α-amide as a pivotal intermediate in synthesizing peptide-based drug candidates. Its derivatives pave the way for investigating diverse biological activities, refining lead optimization in drug discovery. By leveraging this compound, researchers forge molecules with heightened bioavailability and efficacy.

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