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Catalog Number:
06920
CAS Number:
22220-11-7
Nα-Boc-D-tryptophan N-hydroxysuccinimide ester
Purity:
≥ 99% (HPLC)
Synonym(s):
Boc-D-Trp-OSu
Documents
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Product Information

Na-Boc-D-tryptophan N-hydroxysuccinimide ester is a versatile compound widely utilized in peptide synthesis and drug development. This derivative of tryptophan features a Boc (tert-butyloxycarbonyl) protecting group, which enhances its stability and solubility, making it an ideal choice for researchers working on complex peptide sequences. Its unique structure allows for selective reactions, facilitating the incorporation of tryptophan into peptides and proteins, which can be crucial for studies in biochemistry and pharmacology.

This compound is particularly valuable in the synthesis of bioactive peptides, where the indole side chain of tryptophan plays a significant role in biological activity. Researchers can leverage Na-Boc-D-tryptophan N-hydroxysuccinimide ester to create peptides with enhanced therapeutic properties, potentially leading to advancements in drug design and development. Its ability to undergo further modifications makes it a key player in the development of novel therapeutics and diagnostic tools, offering significant advantages over similar compounds in terms of reactivity and functionalization.

Synonyms
Boc-D-Trp-OSu
CAS Number
22220-11-7
Purity
≥ 99% (HPLC)
Molecular Formula
C20H23N3O6
Molecular Weight
401.42
MDL Number
MFCD02092969
PubChem ID
294910
Melting Point
143-150 °C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = +54 ± 2º (C=1 in DMF)
Conditions
Store at 0-8 °C
General Information
Synonyms
Boc-D-Trp-OSu
CAS Number
22220-11-7
Purity
≥ 99% (HPLC)
Molecular Formula
C20H23N3O6
Molecular Weight
401.42
MDL Number
MFCD02092969
PubChem ID
294910
Melting Point
143-150 °C
Appearance
White to off-white powder
Optical Rotation
[a]D20 = +54 ± 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-D-tryptophan N-hydroxysuccinimide ester is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a valuable building block in the synthesis of peptides, particularly those that require tryptophan residues. 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 drug candidates by modifying tryptophan's structure, potentially leading to improved therapeutic profiles in areas like cancer and neurological disorders.
  • Bioconjugation: The N-hydroxysuccinimide ester functionality facilitates the conjugation of biomolecules, such as proteins or antibodies, to various targets. This is crucial in developing targeted therapies and diagnostic tools.
  • Research in Neuroscience: Given tryptophan's role in serotonin production, this compound is explored in studies related to mood regulation and mental health, providing insights into potential treatments for depression and anxiety.
  • Material Science: It is also investigated in the development of smart materials that respond to biological stimuli, leveraging its unique chemical properties to create innovative applications in drug delivery systems.

Citations