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Home Product Unusual Amino Acids & Analogs Z-D-Ser-OH

DESCRIPTION

Z-D-Ser-OH is N-Cbz-protected D-serine. The amino group is masked with benzyloxycarbonyl (Cbz/Z), while the serine side-chain hydroxyl and carboxyl group remain unprotected and available for downstream chemistry.

The defined D configuration is the principal differentiator from conventional L-serine reagents. It enables stereochemical controls, D-residue peptide design, and synthetic routes in which the serine hydroxyl is intentionally left available for functionalization.

Product Information

Product NameZ-D-Ser-OH
Chemical NameN-Cbz-D-serine
Catalog No.AS2011
CAS No.6081-61-4
Molecular FormulaC11H13NO5
Molecular Weight239.22 g/mol
Compound TypeN-Cbz-protected D-serine
Primary Research UseD-serine building block for solution-phase and stereochemical peptide research

D-Serine Stereochemistry

Using an isolated D residue allows direct control over backbone stereochemistry rather than introducing a racemic precursor. Related stereochemical building blocks are available in the D-amino acid collection.

In peptide and peptidomimetic design, a D residue can alter local conformation, proteolytic susceptibility, and recognition. Those effects remain sequence dependent and should be evaluated experimentally.

Cbz Protection with a Free Hydroxyl

The Z group protects the α-amino function, but the serine side-chain hydroxyl is not masked. That free OH can be an advantage for derivatization, ether/ester formation, or routes where hydroxyl chemistry is intentional; it can also require protection if the planned reagents are not selective.

The free carboxyl group makes the material suitable for activation or conversion into additional protected intermediates.

Selection Versus Fmoc-Ser Derivatives

Z-D-Ser-OH is most useful when Cbz chemistry or a solution-phase route is preferred. It is not a direct substitute for an Fmoc-protected, side-chain-protected serine used in routine automated Fmoc-SPPS.

Product Documents

MSDS - Z-D-Ser-OH (AS2011)

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

Is Z-D-Ser-OH D-serine or L-serine?

It is the D stereoisomer of serine, protected on the amino group with Cbz.

Is the serine hydroxyl protected?

No. The side-chain hydroxyl remains free in Z-D-Ser-OH.

What is the role of the Z group?

Z (Cbz) protects the amino group and provides a different deprotection profile from Fmoc or Boc chemistry.

Research Use Only.

Z-D-Ser-OH

Catalog No: AS2011
Cas No: 6081-61-4

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