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Catalog Number:
11893
CAS Number:
57229-67-1
Nα-Boc-L-tryptophan benzyl ester
Purity:
≥ 99% (HPLC)
Synonym(s):
Boc-L-Trp-OBzl
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Product Information

Na-Boc-L-tryptophan benzyl ester is a versatile compound widely utilized in peptide synthesis and pharmaceutical research. This protected amino acid derivative features a benzyl ester and a Boc (tert-butyloxycarbonyl) group, making it an ideal building block for the development of bioactive peptides and drug candidates. Its unique structure enhances solubility and stability, facilitating easier handling and incorporation into various synthetic pathways. Researchers in medicinal chemistry and biochemistry often leverage this compound for its ability to introduce tryptophan residues into peptides, which can significantly influence biological activity and receptor interactions.

In addition to its applications in peptide synthesis, Na-Boc-L-tryptophan benzyl ester is also valuable in the study of tryptophan metabolism and its role in neurotransmitter synthesis. Its use in the development of novel therapeutic agents targeting neurological disorders showcases its potential in advancing drug discovery. With its favorable properties and broad applicability, this compound stands out as a crucial tool for researchers aiming to explore the intricate relationships between amino acids and biological functions.

Synonyms
Boc-L-Trp-OBzl
CAS Number
57229-67-1
Purity
≥ 99% (HPLC)
Molecular Formula
C23H26N2O4
Molecular Weight
394.47
MDL Number
MFCD00190837
PubChem ID
10644345
Melting Point
139.0-145.0 °C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = -14.0 ± 2º (C=1 in DMF)
Conditions
Store at 0-8 °C
General Information
Synonyms
Boc-L-Trp-OBzl
CAS Number
57229-67-1
Purity
≥ 99% (HPLC)
Molecular Formula
C23H26N2O4
Molecular Weight
394.47
MDL Number
MFCD00190837
PubChem ID
10644345
Melting Point
139.0-145.0 °C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = -14.0 ± 2º (C=1 in DMF)
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

Na-Boc-L-tryptophan benzyl ester is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a key building block in the synthesis of peptides, particularly those involving tryptophan. Its protective Boc group allows for selective reactions, enhancing the efficiency of peptide assembly.
  • Drug Development: In pharmaceutical research, it is used to create novel compounds that can target specific biological pathways, particularly in the development of antidepressants and anxiolytics, leveraging the properties of tryptophan.
  • Bioconjugation: The benzyl ester group facilitates bioconjugation processes, making it valuable in the creation of drug delivery systems and targeted therapies, especially in cancer treatment.
  • Protein Engineering: Researchers utilize this compound in the modification of proteins to study their structure and function, aiding in the development of biomaterials with enhanced properties.
  • Analytical Chemistry: It is employed in various analytical techniques to study tryptophan-related metabolites, providing insights into metabolic pathways and potential biomarkers for diseases.

Citations