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| Product Name | Fmoc-Glu(OtBu)-OH |
|---|---|
| Synonyms | Nα-Fmoc-L-glutamic acid γ-tert-butyl ester; Fmoc-L-glutamic acid 5-tert-butyl ester |
| Catalog No. | AS1318 |
| CAS Number | 71989-18-9 |
| Molecular Formula | C24H27NO6 |
| Molecular Weight | 425.47 g/mol |
| Storage Temperature | ≤25°C, protect from light |
| Primary Application | Fmoc solid-phase peptide synthesis (SPPS) |
Product Overview
Fmoc-Glu(OtBu)-OH (CAS 71989-18-9; catalog AS1318) is an Fmoc-protected L-glutamic acid building block with a tert-butyl ester on the side-chain gamma-carboxyl group. The alpha-carboxyl group remains free for activation and peptide-bond formation. It is used to introduce glutamic acid residues through the normal peptide backbone during Fmoc-SPPS.
Quality Specifications and Ordering
Purity: Alan Scientific supplies Fmoc-Glu(OtBu)-OH at >99% purity.
Catalog pack sizes: 25 g, 100 g, 500 g, and 1 kg.
Quality documentation: See Product Documents below for lot-specific COA request details. Review the analytical methods and results reported for the supplied batch.
Quotation: Email [email protected] with AS1318, the pack size, total quantity, delivery destination, and required date. Confirm availability and dispatch lead time before ordering.
Check the esterification position, free alpha-carboxyl group, and L-configuration against the intended structure. State any additional analytical requirements in the inquiry.
The Position of the tert-Butyl Ester Matters
In Fmoc-Glu(OtBu)-OH, the side-chain acid is protected and the alpha-acid is available for coupling. This must be distinguished from a derivative whose alpha-carboxyl group is esterified. The two protection patterns expose different coupling sites and should not be treated as interchangeable procurement descriptions.
The side-chain ester is retained during routine basic Fmoc-deprotection cycles and removed during a compatible final acidic treatment. Routes requiring selective side-chain conjugation or lactam formation before global deprotection need a protection scheme that releases the intended acid at the correct stage.
For the corresponding shorter acidic side chain, compare Fmoc-Asp(OtBu)-OH and check the position of side-chain protection in both structures.
Glutamate-Containing Research Peptides
Applications include Glu-containing sequence libraries, acidic peptide motifs, and analogue studies involving side-chain length and charge. Glutamate and aspartate both contain side-chain acids, but glutamate has one additional methylene group. This changes the position of the carboxyl group relative to the backbone.
Introducing a Glu residue does not establish the overall charge or solubility of the finished peptide. Other residues, terminal groups, modifications, and the measurement conditions must also be considered. Keep the supplied protected reagent distinct from the properties of a fully deprotected peptide containing glutamate.
Distinguishing Related Protected Amino Acids
Fmoc-Glu(OtBu)-OH is the protected glutamic-acid derivative on this page. The side-chain carboxyl group is protected as a tert-butyl ester.
Fmoc-Gln(Trt)-OH is a protected glutamine derivative with a side-chain amide and a Trt designation.
Fmoc-Asp(OtBu)-OH is a protected aspartic-acid building block with a shorter side chain.
These products are not interchangeable. Verify the amino-acid residue, full protection pattern and CAS number before ordering.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis are batch-specific. Please contact us to request a COA, and we will provide it by email.
Frequently Asked Questions
How do I avoid ordering the wrong protected glutamic acid derivative?
Specify Fmoc-Glu(OtBu)-OH, AS1318, CAS 71989-18-9, and check the structure as well as the name. OtBu protects the side-chain carboxyl group while the alpha-carboxyl group remains free. An alpha-carboxyl-protected derivative would not provide the same coupling functionality.
Is the alpha-carboxyl group protected in Fmoc-Glu(OtBu)-OH?
No. The OtBu group protects the side-chain carboxyl. The alpha-carboxyl remains available for normal peptide coupling.
Can Glu and Asp be exchanged without changing the peptide?
No. Their side chains differ by one methylene group, so exchanging them produces a different sequence and molecular structure.
Research Use Only
For research use only. Not for human or veterinary use.