Fmoc-L-glutamic acid γ-tert-butyl ester hydrate
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Fmoc-L-glutamic acid γ-tert-butyl ester hydrate

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A reagent used in the synthesis of nanofibers.

Category
Fmoc-Amino Acids
Catalog number
BAT-000418
CAS number
204251-24-1
Molecular Formula
C24H27NO6·H2O
Molecular Weight
443.49
Fmoc-L-glutamic acid γ-tert-butyl ester hydrate
IUPAC Name
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid;hydrate
Synonyms
Fmoc-L-Glu(OtBu)-OH hydrate; Fmoc-L-glutamic acid 5-tert-butyl ester hydrate; Fmoc-Glu(OtBu)-OH hydrate
Related CAS
71989-18-9 (anhydrous base)
Appearance
White powder
Purity
≥ 99.7% (Chiral HPLC)
Melting Point
80-100 °C
Boiling Point
633.5°C at 760mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C24H27NO6.H2O/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(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,(H,25,29)(H,27,28);1H2/t20-;/m0./s1
InChI Key
NMBGBVUJSPZRDD-BDQAORGHSA-N
Canonical SMILES
CC(C)(C)OC(=O)CCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13.O

Fmoc-L-glutamic acid γ-tert-butyl ester hydrate, a protected amino acid derivative, is a cornerstone of peptide synthesis.

Peptide Synthesis: At the heart of solid-phase peptide synthesis lies the pivotal role of Fmoc-L-glutamic acid γ-tert-butyl ester hydrate as a foundational building block. This compound facilitates the seamless integration of glutamic acid residues into peptide chains, where the Fmoc group shields the amino terminus and the γ-tert-butyl ester safeguards against undesirable reactions at the carboxyl group.

Protein Engineering: Embarking on the frontier of protein engineering, researchers harness the power of Fmoc-L-glutamic acid γ-tert-butyl ester hydrate to delve into the realms of protein design and modification. By incorporating altered glutamic acid residues, scientists orchestrate structural modifications that illuminate the intricate dance of protein structure and function. This strategic manipulation not only unravels the dynamics of proteins but also lays the groundwork for pioneering protein-based therapeutics.

Pharmaceutical Development: In the realm of drug discovery, this compound emerges as a catalyst for synthesizing peptide-based drug candidates endowed with heightened bioavailability and targeted efficacy. Leveraging its prowess, researchers infuse hydrophobic protection, elevating the solubility and stability of peptide drugs.

Bioconjugation Techniques: Navigating the realm of bioconjugation strategies, Fmoc-L-glutamic acid γ-tert-butyl ester hydrate emerges as a linchpin in linking peptides or proteins to a myriad of biomolecules or surfaces. The shielded glutamic acid residues serve as potent reactive hubs for subsequent conjugation reactions, fostering the creation of multifaceted biomaterials and diagnostic tools. This cutting-edge application propels the advancement of biosensor technologies and precision-targeted drug delivery systems.

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