Boc-3-(3-pyridyl)-L-alanine replaces the phenyl ring of phenylalanine-like chemistry with a 3-pyridyl heteroaromatic group.

The ring nitrogen adds polarity, basicity and coordination potential while preserving an aromatic side-chain framework, making the residue useful for heteroaromatic peptide SAR.

Product Information

Application Scope in Heteroaromatic Peptide Design

Pyridylalanine can probe hydrogen bonding, protonation-state effects, metal coordination and altered aromatic electronics in receptor-binding or peptidomimetic studies.

pH and Coordination Behavior

The pyridine nitrogen can change protonation state depending on pH and can interact with metals or acids. These properties may affect solubility, HPLC retention and target binding in the final peptide.

Procurement and QC

Confirm CAS 117142-26-4, C13H18N2O4, MW 266.30 g/mol and L stereochemistry. The 3-pyridyl position is part of the identity and should not be confused with 2- or 4-pyridylalanine.

For heteroaromatic peptide analogs, Alan Scientific can provide custom noncanonical peptide synthesis.

Product Documents

A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.

Boc-3-(3-pyridyl)-L-alanine MSDS

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 is the main difference from Phe?

A pyridine nitrogen replaces one aromatic carbon.

Can the pyridine coordinate metals?

Yes, depending on pH and molecular context.

Does positional isomerism matter?

Yes; 2-, 3- and 4-pyridyl analogs are different compounds.

Related Technical Resources

Read about noncanonical amino-acid SAR

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