Fmoc-Glu(OtBu)-OH·H₂O (Fmoc-L-glutamic acid γ-tert-butyl ester monohydrate, CAS 204251-24-1) is an Fmoc-protected derivative of L-glutamic acid in which the side-chain γ-carboxyl group is protected as a tert-butyl ester. The molecule features the Fmoc (9-fluorenylmethyloxycarbonyl) group at the N-terminus for temporary protection during SPPS, a free α-carboxylic acid for peptide chain elongation, and a tert-butyl (OtBu) ester protecting the side-chain carboxylate.
Fmoc-Glu(OtBu)-OH·H₂O is a fundamental Fmoc-protected amino acid building block for the introduction of L-glutamic acid residues into peptides via Fmoc solid-phase peptide synthesis. The tert-butyl ester side-chain protection of Fmoc-Glu(OtBu)-OH·H₂O is cleaved under acidic conditions (typically TFA) during global peptide deprotection and cleavage from the resin, revealing the free γ-carboxyl group of glutamic acid. This makes Fmoc-Glu(OtBu)-OH·H₂O an essential component of standard Fmoc SPPS workflows for the synthesis of glutamic acid-containing peptides. The monohydrate form of Fmoc-Glu(OtBu)-OH·H₂O provides a well-defined crystalline solid with consistent handling properties. For researchers synthesizing peptides that require glutamic acid residues—including numerous bioactive peptides, peptide hormones, and peptide drug candidates—Fmoc-Glu(OtBu)-OH·H₂O is an indispensable reagent.
Product Parameters
Parameter
Specificati
on
Product Name
Fmoc-Glu(OtBu)-OH·H₂O
CAS Number
204251-24-1
Molecular Formula
C₂₄H₂₇NO₆·H₂O
Molecular Weight
443.5g/mol
Appearance
White powder
Melting Point
86–89 °C (lit.)
Storage Condition
Sealed in dry , 2-8 ℃
Product Advantages
Standard Building Block for Glutamic Acid
Fmoc-Glu(OtBu)-OH·H₂O is the standard Fmoc-protected glutamic acid building block for Fmoc SPPS. It enables the efficient incorporation of glutamic acid residues into peptides with orthogonal side-chain protection.
Orthogonal tert-Butyl Side-Chain Protection
The tert-butyl (OtBu) ester of Fmoc-Glu(OtBu)-OH·H₂O provides orthogonal protection for the γ-carboxyl group that is stable under Fmoc SPPS conditions (piperidine deprotection) and cleanly removed during global TFA cleavage. This allows the free glutamic acid side chain to be revealed only after peptide assembly is complete.
Well-Defined Crystalline Monohydrate Form
Fmoc-Glu(OtBu)-OH·H₂O is supplied as a crystalline monohydrate with a defined melting point (86–89 °C) and consistent handling properties. The monohydrate form ensures reproducible weighing and dissolution for reliable SPPS results.
High Purity with Full Characterization
Cosperpharm supplies Fmoc-Glu(OtBu)-OH·H₂O with ≥98% HPLC purity, confirmed melting point, optical rotation ([α]²⁰D = −17.5° in DMF), and full analytical characterization. Each batch is released with a comprehensive COA.
FAQ
Q1: What does OtBu stand for in Fmoc-Glu(OtBu)-OH·H₂O?
A: OtBu stands for O-tert-butyl, referring to the tert-butyl ester protecting group on the γ-carboxyl side chain of glutamic acid.
Q2:How is the tert-butyl protecting group removed?
A: The tert-butyl ester is cleaved under acidic conditions during global peptide deprotection and cleavage from the resin, typically using TFA.
Application Scenarios
1. Fmoc SPPS Building Block
Standard building block for the introduction of L-glutamic acid residues into peptides via Fmoc solid-phase peptide synthesis.
2. Peptide Hormone Synthesis
Used in the synthesis of glutamic acid-containing peptide hormones and bioactive peptides.
3. Peptide Drug Development
Essential building block for the development of peptide therapeutics incorporating glutamic acid residues.
4. Standard Fmoc SPPS Reagent
One of the most commonly used Fmoc amino acids in routine peptide synthesis workflows.
5. Process Development
Used in the development and optimization of peptide synthesis processes at all scales.
6. Quality Control Reference
Used as a reference standard for HPLC method development and quality control in peptide manufacturing.
Contact Us
Looking for Fmoc-Glu(OtBu)-OH·H₂O or other Fmoc amino acids for your peptide synthesis? Cosperpharm is your trusted partner for high-quality peptide building blocks. Contact us today for a quote, to check availability, or to discuss your specific requirements—we're here to support your research and manufacturing.
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