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Catalog Number:
16958
CAS Number:
937171-63-6
Fmoc-O-benzyl-D-phosphothreonine
Purity:
≥ 98% (HPLC)
Synonym(s):
Fmoc-D-Thr(PO(OBzl)OH)-OH
Documents
$75.00 /250MG
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Product Information

Fmoc-O-benzyl-D-phosphothreonine is a versatile phosphoamino acid 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 phosphothreonine residues into peptides, which can significantly enhance their biological activity and stability. Researchers utilize Fmoc-O-benzyl-D-phosphothreonine to study phosphorylation effects in signaling pathways, making it an essential tool for those investigating cellular processes and drug development. Its unique Fmoc (fluorenylmethyloxycarbonyl) protecting group allows for easy incorporation into peptide chains while maintaining the integrity of the phosphothreonine moiety, facilitating the synthesis of complex biomolecules.

In addition to its applications in academic research, Fmoc-O-benzyl-D-phosphothreonine is also gaining traction in the pharmaceutical industry for the development of novel therapeutics. Its ability to mimic natural phosphorylation events makes it a valuable asset in the design of peptide-based drugs that target specific pathways. The compound's stability and ease of use in solid-phase peptide synthesis further enhance its appeal, allowing for efficient production of high-purity peptides. Overall, Fmoc-O-benzyl-D-phosphothreonine stands out as a key reagent for researchers and professionals aiming to explore the intricate world of protein phosphorylation and its implications in health and disease.

Synonyms
Fmoc-D-Thr(PO(OBzl)OH)-OH
CAS Number
937171-63-6
Purity
≥ 98% (HPLC)
Molecular Formula
C26H26NO8P
Molecular Weight
511.5
MDL Number
MFCD07363481
PubChem ID
4599212
Melting Point
148 - 153 °C
Appearance
White powder
Optical Rotation
[a]D20 = -5 ± 1 ° (C=2 in EtOH)
Conditions
Store at ≤ -4 °C
General Information
Synonyms
Fmoc-D-Thr(PO(OBzl)OH)-OH
CAS Number
937171-63-6
Purity
≥ 98% (HPLC)
Molecular Formula
C26H26NO8P
Molecular Weight
511.5
MDL Number
MFCD07363481
PubChem ID
4599212
Melting Point
148 - 153 °C
Appearance
White powder
Optical Rotation
[a]D20 = -5 ± 1 ° (C=2 in EtOH)
Conditions
Store at ≤ -4 °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-benzyl-D-phosphothreonine is widely utilized in research focused on:

  • Peptide Synthesis: This compound serves as a key building block in the synthesis of peptides, particularly in solid-phase peptide synthesis, allowing for the incorporation of phosphothreonine residues which are crucial for studying phosphorylation in proteins.
  • Bioconjugation: It is used in bioconjugation techniques to create stable linkages between biomolecules, enhancing the functionality of drugs and therapeutic agents, particularly in targeted drug delivery systems.
  • Phosphorylation Studies: Researchers utilize this compound to investigate the role of phosphorylation in cellular signaling pathways, providing insights into various diseases, including cancer and neurodegenerative disorders.
  • Drug Development: In pharmaceutical research, it aids in the design of new drugs that mimic phosphorylated peptides, which can lead to the development of novel therapeutic strategies.
  • Protein Engineering: This chemical is instrumental in the engineering of proteins with specific phosphorylation sites, allowing for the exploration of protein function and interactions in a controlled manner.

Citations