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Catalog Number:
03742
CAS Number:
175291-56-2 
Fmoc-O-benzylphospho-L-threonine
Purity:
≥ 98.5% (HPLC)
Synonym(s):
Fmoc-L-Thr(HPO3Bzl)-OH
Documents
$95.00 /250MG
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Product Information

Fmoc-O-benzylphospho-L-threonine is a versatile phosphoamino acid derivative that plays a crucial role in peptide synthesis and bioconjugation applications. This compound is particularly valued in the field of medicinal chemistry and biochemistry for its ability to introduce phosphoserine-like functionalities into peptides, which can enhance their biological activity and stability. Researchers utilize Fmoc-O-benzylphospho-L-threonine in the development of phosphopeptide libraries, enabling the exploration of protein interactions and signaling pathways. Its unique Fmoc protecting group allows for easy incorporation into solid-phase peptide synthesis, making it an essential tool for chemists aiming to create complex peptide structures.

The compound's properties, including its stability and compatibility with various coupling reagents, make it an ideal choice for synthesizing phosphopeptides that mimic natural phosphorylation events. This capability is particularly beneficial in drug discovery and the development of therapeutic agents targeting specific biological pathways. By integrating Fmoc-O-benzylphospho-L-threonine into research projects, scientists can gain deeper insights into cellular mechanisms and potentially develop novel treatments for diseases linked to protein phosphorylation.

Synonyms
Fmoc-L-Thr(HPO3Bzl)-OH
CAS Number
175291-56-2 
Purity
≥ 98.5% (HPLC)
Molecular Formula
C26H26NO8P
Molecular Weight
511.5
MDL Number
MFCD00797870
PubChem ID
4599212
Melting Point
147 - 161 °C
Appearance
White powder/solid
Optical Rotation
[a]D20 = 5 ± 2 º (C=2 in EtOH)D25 = 6 ± 2 º (C=1 in MeOH)
Conditions
Store at 0 - 8 °C
General Information
Synonyms
Fmoc-L-Thr(HPO3Bzl)-OH
CAS Number
175291-56-2 
Purity
≥ 98.5% (HPLC)
Molecular Formula
C26H26NO8P
Molecular Weight
511.5
MDL Number
MFCD00797870
PubChem ID
4599212
Melting Point
147 - 161 °C
Appearance
White powder/solid
Optical Rotation
[a]D20 = 5 ± 2 º (C=2 in EtOH)D25 = 6 ± 2 º (C=1 in MeOH)
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

Fmoc-O-benzylphospho-L-threonine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a key building block in the synthesis of phosphopeptides, which are crucial for studying protein interactions and signaling pathways.
  • Drug Development: Its unique structure allows researchers to explore new therapeutic agents, particularly in the field of cancer research, where phosphopeptides play a significant role in cellular processes.
  • Bioconjugation: The compound can be used in bioconjugation techniques, enabling the attachment of biomolecules to surfaces or other molecules, which is essential for creating targeted drug delivery systems.
  • Analytical Chemistry: It is employed in various analytical methods to detect and quantify phosphopeptides, aiding in the understanding of post-translational modifications in proteins.
  • Biotechnology: In the field of biotechnology, it is utilized in the development of biosensors that can detect specific biomolecules, enhancing diagnostic capabilities in medical applications.

Citations