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Z-Glu(OMe)-OH is N-Cbz-L-glutamic acid 5-methyl ester. The α-amino group is protected with Cbz (Z), the side-chain γ-carboxyl group is masked as a methyl ester, and the α-carboxyl group remains available for activation or further derivatization.
This protection map is useful when a synthesis requires selective manipulation of the α-carboxyl group while preserving the glutamate side-chain carboxyl function. The Cbz and methyl-ester groups also provide a route profile that differs from standard Fmoc/OtBu glutamate building blocks.
Product Information
| Product Name | Z-Glu(OMe)-OH |
| Chemical Name | N-Cbz-L-glutamic acid 5-methyl ester |
| Catalog No. | AS2010 |
| CAS No. | 4652-65-7 |
| Molecular Formula | C14H17NO6 |
| Molecular Weight | 295.29 g/mol |
| Compound Type | N-Cbz, side-chain methyl-protected L-glutamate |
| Primary Research Use | Orthogonally protected glutamate intermediate for peptide and solution-phase synthesis |
Protection Map and Orthogonality
The Z group protects the amino terminus, while OMe selectively masks the glutamate side-chain carboxyl group. The remaining α-carboxyl group can be coupled or converted into another derivative without first exposing the side chain.
Cbz protection is commonly compatible with many acid/base manipulations and can be removed under appropriate hydrogenolysis conditions, while methyl esters are typically addressed through hydrolytic strategies. Actual deprotection conditions should be selected for the complete molecule.
Where This Glutamate Intermediate Fits
Z-Glu(OMe)-OH is most relevant to solution-phase, fragment, or specialty routes rather than routine Fmoc-SPPS. Researchers evaluating alternative protected residues can compare our specialty building block range.
The product is also useful as a precursor when the glutamate side-chain carboxyl group must remain silent during transformations at the α-carboxyl terminus.
Procurement and Identity Checks
Because “Glu(OMe)” can be ambiguous without positional context, procurement should confirm that the methyl ester is the side-chain 5-methyl ester and that the amino protection is Cbz. CAS 4652-65-7, molecular formula, and lot COA provide the clearest identity anchors.
Product Documents
The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.
Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.
Frequently Asked Questions
What does Z mean in Z-Glu(OMe)-OH?
Z is the common abbreviation for the benzyloxycarbonyl (Cbz) amino protecting group.
Which glutamate carboxyl group is methyl protected?
For this compound, OMe denotes the side-chain γ-carboxyl methyl ester; the α-carboxyl group remains free.
Is this the same as Fmoc-Glu(OtBu)-OH?
No. The amino and side-chain protection groups are different, giving a different deprotection and route profile.