Boc-L-Serine CASNO:3262-72-4

Chemical Properties

CAS Number: 3262-72-4

Molecular Formula: C8H15NO5

Molecular Weight: 205.21 g/mol

Appearance: White to almost white powder or crystals

Melting Point: 91 °C (dec.)

Solubility: Soluble in DMF, DMSO, Ethyl Acetate, and Chloroform

Storage: 2-8°C recommended

Synonyms

N-(tert-Butoxycarbonyl)-L-serine

Boc-Ser-OH

(S)-2-(tert-Butoxycarbonylamino)-3-hydroxypropanoic acid

N-Boc-L-serine

Boc-L-Ser-OH

Boc-L-Serine (CAS 3262-72-4) is a protected amino acid derivative used extensively in peptide synthesis and biochemical research. It consists of L-Serine with a tert-butyloxycarbonyl (Boc) group protecting the N-terminal amine, which allows for selective reaction at the carboxyl group or other positions

 

 

Categories: , Tags: ,

Uses and Applications

Boc-L-serine is a versatile building block, particularly in pharmaceutical development and biotechnology: 

Peptide Synthesis: Used as a protected amino acid in solid-phase peptide synthesis (SPPS) and liquid-phase synthesis to introduce serine residues selectively.

Pharmaceutical Development: Employed in synthesizing bioactive peptides and drugs, particularly those targeting neurological disorders.

Protein Engineering: Used to modify protein structures to improve stability and functionality.

Bioconjugation: Valuable for attaching functional groups to biomolecules.

Synthesis of Intermediates: Acts as a starting material for preparing 𝛼-amino acids and modified serine analogs (e.g., via 𝛽-lactone intermediates).

Biochemical Studies: Used in investigating enzyme mechanisms, especially serine-based enzymes. 

Synthesis Examples

It is used as a building block for specialized amino acids and peptide mimics, such as 2-(N-Fmoc)-3-(N-Boc-N-methoxy)-diaminopropanoic acid and Boc-Ser-Leu-OMe. 

Safety

It is generally considered a non-hazardous substance according to typical chemical regulations (e.g., Regulation (EC) No. 1272/2008). However, it is classified under “Combustible Solids” and should be handled with standard lab safety equipment (eyes shields, gloves, N95 masks).

 

What is Boc-L-Serine?

Boc-L-Serine is an N-protected amino acid where the amino group of L-serine is protected by a tert-butoxycarbonyl (Boc) group, commonly used in peptide synthesis.

What is the CAS number of Boc-L-Serine?

The CAS number of Boc-L-Serine is 3262-72-4.

What are the main applications of Boc-L-Serine?

It is primarily used in peptide synthesis, pharmaceutical intermediates, and organic chemistry research.

Why is the Boc group used in serine?

The Boc group protects the amino group during chemical reactions, preventing unwanted side reactions and enabling selective synthesis.

Is Boc-L-Serine suitable for industrial use?

Yes, it is widely used in both laboratory and large-scale pharmaceutical manufacturing processes.

How should Boc-L-Serine be stored?

It should be stored in a cool, dry place, away from moisture and direct sunlight, in a tightly sealed container.

FAQs

What is Boc-L-Serine?

Boc-L-Serine is an N-protected amino acid where the amino group of L-serine is protected by a tert-butoxycarbonyl (Boc) group, commonly used in peptide synthesis.

What is the CAS number of Boc-L-Serine?

The CAS number of Boc-L-Serine is 3262-72-4.

What are the main applications of Boc-L-Serine?

It is primarily used in peptide synthesis, pharmaceutical intermediates, and organic chemistry research.

Why is the Boc group used in serine?

The Boc group protects the amino group during chemical reactions, preventing unwanted side reactions and enabling selective synthesis.

Is Boc-L-Serine suitable for industrial use?

Yes, it is widely used in both laboratory and large-scale pharmaceutical manufacturing processes.

How should Boc-L-Serine be stored?

It should be stored in a cool, dry place, away from moisture and direct sunlight, in a tightly sealed container.