$275.00 - $827.00
Boc-D-Phg(4-OH)-OH is Boc-protected 4-hydroxy-D-phenylglycine, also indexed as a Boc-protected D-nortyrosine-type building block. The para-hydroxyphenyl ring is attached directly to the α-carbon.
This direct aryl attachment is the main structural difference from tyrosine, where the phenolic ring is separated from the backbone by a methylene group. That one-carbon difference changes side-chain reach, conformational freedom, and the way the phenol is presented to a binding site.
Product Information
| Product Name | Boc-D-Phg(4-OH)-OH |
| Catalog No. | AS2023 |
| CAS No. | 27460-85-1 |
| Molecular Formula | C13H17NO5 |
| Molecular Weight | 267.28 g/mol |
| Building Block Type | Boc-protected 4-hydroxy-D-phenylglycine |
| Primary Applications | Aromatic noncanonical peptide SAR; D-amino-acid synthesis; peptidomimetic design; stereochemical and phenolic-residue studies |
Phenylglycine Versus Tyrosine
Both residues contain a para-hydroxyphenyl group, but phenylglycine attaches the aromatic ring directly to the α-carbon. The resulting residue is more compact and can be more conformationally demanding than Tyr. We consider this a useful matched SAR variable when a phenolic interaction is important but side-chain length needs to be changed.
D Stereochemistry Adds Another Layer
This product is the D enantiomer. Changing from an L to D residue can alter backbone geometry and protease recognition independently of the shorter aromatic linkage, so comparisons should be designed to separate stereochemical and side-chain-length effects.
Free Phenol in a Boc-Protected Amino Acid
The current product identity does not include a separate phenol protecting group. The para-OH can therefore participate in hydrogen bonding or downstream derivatization but may also require protection depending on the planned route.
Procurement and QC
Confirm CAS 27460-85-1, C13H17NO5, MW 267.28 g/mol, D/(2R) stereochemistry, N-Boc protection, and the direct 4-hydroxyphenylglycine connectivity. Do not confuse this compound with Boc-D-Tyr-OH.
Researchers evaluating D-phenylglycine or other noncanonical aromatic residues can review Alan Scientific's D-Form Amino Acids and use custom peptide synthesis for sequence-level comparisons.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
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 Boc-D-Phg(4-OH)-OH the same as Boc-D-Tyr-OH?
No. Phenylglycine attaches the aromatic ring directly to the α-carbon, while tyrosine contains a CH2 spacer.
What does Phg mean?
Phg denotes phenylglycine.
Why use the D form?
It provides a stereochemically inverted aromatic residue for conformational, binding, and protease-stability studies.
Related Technical Resources
Read how noncanonical residues expand peptide chemical space