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Catalog Number:
01550
CAS Number:
47173-80-8
Boc-O-benzyl-D-serine
Purity:
≥ 99.5% (HPLC)
Synonym(s):
Boc-D-Ser(Bzl)-OH
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Product Information

Boc-O-benzyl-D-serine is a versatile amino acid derivative widely utilized in peptide synthesis and pharmaceutical research. This compound features a protective Boc (tert-butyloxycarbonyl) group, which enhances its stability and solubility, making it an ideal choice for various applications in organic synthesis. Its unique structure allows for the selective incorporation of D-serine into peptides, facilitating the development of bioactive compounds with potential therapeutic effects. Researchers often leverage Boc-O-benzyl-D-serine in the synthesis of peptide-based drugs, particularly in the fields of neuropharmacology and medicinal chemistry, where D-serine plays a crucial role in neurotransmission and neuroprotection.

In addition to its applications in drug development, Boc-O-benzyl-D-serine serves as a valuable building block for the creation of complex molecular architectures. Its ability to undergo various coupling reactions while maintaining the integrity of the Boc protecting group makes it a preferred choice for chemists looking to streamline their synthetic processes. With its favorable properties and broad applicability, Boc-O-benzyl-D-serine stands out as a key compound for researchers aiming to innovate in peptide chemistry and related fields.

Synonyms
Boc-D-Ser(Bzl)-OH
CAS Number
47173-80-8
Purity
≥ 99.5% (HPLC)
Molecular Formula
C15H21NO5
Molecular Weight
295.3
MDL Number
MFCD00038248
PubChem ID
6992571
Melting Point
56-67 ºC
Appearance
White powder
Optical Rotation
[a]D20 = - 22 ± 2 º (C=1 in EtOH)
Conditions
Store at 0-8°C
General Information
Synonyms
Boc-D-Ser(Bzl)-OH
CAS Number
47173-80-8
Purity
≥ 99.5% (HPLC)
Molecular Formula
C15H21NO5
Molecular Weight
295.3
MDL Number
MFCD00038248
PubChem ID
6992571
Melting Point
56-67 ºC
Appearance
White powder
Optical Rotation
[a]D20 = - 22 ± 2 º (C=1 in EtOH)
Conditions
Store at 0-8°C
Properties
Additional property information coming soon!
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Safety and Regulations
Hazmat
No
Antibiotic
No
DEA-regulated
No
Warnings
-
Applications

Boc-O-benzyl-D-serine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a protecting group in the synthesis of peptides, allowing for selective reactions without interfering with other functional groups. This is crucial in creating complex peptides for pharmaceuticals.
  • Drug Development: It plays a role in the development of novel therapeutic agents, particularly in designing inhibitors for various biological targets, enhancing the efficacy of drug candidates.
  • Biochemical Research: Researchers use it to study enzyme mechanisms and protein interactions, providing insights into cellular processes and potential drug targets.
  • Material Science: The compound is utilized in creating bio-compatible materials for medical applications, such as drug delivery systems, due to its favorable properties.
  • Analytical Chemistry: Boc-O-benzyl-D-serine is employed in chromatography and mass spectrometry as a standard for analyzing amino acids and peptides, ensuring accurate results in research and quality control.

Citations