CAS 175291-56-2

Fmoc-O-(Benzylphospho)-L-Threonine

Description:

Fmoc-O-(Benzylphospho)-L-Threonine is a phosphoamino acid derivative commonly used in peptide synthesis and bioconjugation. It features a phenylmethoxycarbonyl (Fmoc) protecting group, which is widely utilized in solid-phase peptide synthesis due to its stability under basic conditions and ease of removal under mild acidic conditions. The presence of the benzylphosphoryl group enhances the compound's ability to participate in various biochemical interactions, making it valuable in the development of phosphopeptide-based probes and therapeutics. L-Threonine, an essential amino acid, contributes to the compound's biological relevance, as it plays a crucial role in protein synthesis and metabolic processes. The compound is typically characterized by its solubility in organic solvents and its stability under standard laboratory conditions. Its unique structure allows for specific interactions with proteins and enzymes, making it a useful tool in biochemical research and drug development. As with many phosphoamino acids, care must be taken in handling and storage due to potential hydrolysis and reactivity with nucleophiles.

Formula: C₂₆H₂₆NO₈P

InChI: InChI=1/C26H26NO8P/c1-17(35-36(31,32)34-15-18-9-3-2-4-10-18)24(25(28)29)27-26(30)33-16-23-21-13-7-5-11-19(21)20-12-6-8-14-22(20)23/h2-14,17,23-24H,15-16H2,1H3,(H,27,30)(H,28,29)(H,31,32)/t17-,24+/m0/s1

Synonyms:

• Fmoc-Thr(HPO3Bzl)-OH
• O-[(benzyloxy)(hydroxy)phosphoryl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-threonine
• Fmoc-Thr(PO(OBzl))-OH
• Fmoc-Thr[PO(OBzl)OH]-OH

N-Fmoc-O-benzylphospho-L-threonine, 97%

CAS: 175291-56-2

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₆H₂₆NO₈P

Purity: 97%

Molecular weight: 511.47

Ref: 02-H63006

Fmoc-Thr(PO(OBzl)OH)-OH

CAS: 175291-56-2

Building block for the synthesis of phosphothreonine-containing peptides. Harris et al. observed a considerable extent of S-benzylation of adjacent Met residues during microwave-assisted TFA cleavage.

Formula: C₂₆H₂₆NO₈P

Purity: 95.1%

Color and Shape: White Powder

Molecular weight: 511.47

Ref: 01-4029346

5,7-Dioxa-2-aza-6-phosphaoctanoic acid, 3-carboxy-6-hydroxy-4-methyl-8-phenyl-, 1-(9H-fluoren-9-ylmethyl) ester, 6-oxide, (3S,4R)-

CAS: 175291-56-2

Formula: C₂₆H₂₆NO₈P

Purity: 98%

Color and Shape: Solid

Molecular weight: 511.4603

Ref: IN-DA0020VJ

Fmoc-Thr(PO3BzlH)-OH

CAS: 175291-56-2

Molecular weight: 511.46

Ref: 7W-GM6416

Fmoc-Thr[PO(OBzl)OH]-OH

CAS: 175291-56-2

Fmoc-Thr[PO(OBzl)OH]-OH

Purity: 98%

Molecular weight: 511.46g/mol

Ref: 54-OR1034393

Fmoc-O-benzylphospho-L-threonine

CAS: 175291-56-2

Fmoc-O-benzylphospho-L-threonine (FMOC-OTP) is a modified amino acid that has been used in research to study the structure and function of nucleic acids. FMOC-OTP can be used to inhibit the activity of p53, which is an important protein involved in cell cycle control and tumor suppression. FMOC-OTP binds to the c-terminal domain of p53, stabilizing it and preventing its degradation. This leads to increased levels of tetramerization and higher affinity for DNA. Studies have shown that FMOC-OTP can be used to stabilize p53 in cells with high levels of damage, such as tumours.

Formula: C₂₆H₂₆NO₈P

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 511.46 g/mol

Ref: 3D-FF47778

Fmoc-Thr(HPO3Bzl)-OH

CAS: 175291-56-2

M03392 - Fmoc-Thr(HPO3Bzl)-OH

Formula: C₂₆H₂₆NO₈P

Purity: 95%

Color and Shape: White powder

Molecular weight: 511.467

Ref: 10-M03392