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Home Product Unusual Amino Acids & Analogs H-2-Me-DL-Ser-OH

DESCRIPTION

H-2-Me-DL-Ser-OH is racemic α-methylserine, a serine analog in which the α-carbon carries an additional methyl group. The product retains the free amino, carboxyl, and side-chain hydroxyl functions.

α-Methyl substitution removes the conventional α-hydrogen and increases substitution around the backbone center. The DL material is therefore useful for exploratory chemistry in which both stereoisomers are acceptable or intentionally present.

Product Information

Product NameH-2-Me-DL-Ser-OH
Chemical Name2-Methyl-DL-serine (α-methyl-DL-serine)
Catalog No.AS2126
CAS No.5424-29-3
Molecular FormulaC4H9NO3
Molecular Weight119.12 g/mol
Compound TypeRacemic α-methylated serine analog
Primary Research UseConformational and stereochemical amino-acid research; precursor chemistry

α-Methylation and Conformational Effects

Adding a methyl group at the α-carbon can reduce backbone conformational freedom and increase steric demand during derivatization or peptide coupling. These effects are why α-methyl amino acids are frequently investigated in constrained peptide and peptidomimetic design.

The side-chain hydroxyl remains a separate reactive handle and can require protection depending on the reaction sequence.

Racemate Versus Defined D-Isomer

The DL product contains both enantiomers. It is useful for discovery-stage synthesis, analytical method development, or routes where stereochemical resolution is not yet required.

When a defined D stereoisomer is needed, the corresponding H-2-Me-D-Ser-OH product and other D-form amino acids provide more controlled stereochemistry.

Synthetic Planning

Because the molecule is supplied without N- or O-protection, direct incorporation into a protected peptide route normally requires an appropriate protection strategy first. For procurement, CAS 5424-29-3 helps distinguish the racemate from stereodefined α-methylserine products.

Product Documents

MSDS - H-2-Me-DL-Ser-OH (AS2126)

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 H-2-Me-DL-Ser-OH racemic?

Yes. DL indicates a mixture of the two enantiomers.

How does α-methylserine differ from serine?

It has an additional methyl substituent at the α-carbon, increasing steric substitution and reducing conventional backbone flexibility.

Is the hydroxyl group protected?

No. The serine-like side-chain hydroxyl is free.

Research Use Only.

H-2-Me-DL-Ser-OH

Catalog No: AS2126
Cas No: 5424-29-3

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