CAS 21064-69-7

O-(4-nitrophenylphosphoryl)choline

Description:

O-(4-nitrophenylphosphoryl)choline is a chemical compound characterized by its structure, which includes a choline moiety linked to a phosphoryl group that is further substituted with a 4-nitrophenyl group. This compound is typically classified as a phosphocholine derivative, which plays a significant role in biochemical processes, particularly in the context of phospholipid metabolism and signaling pathways. The presence of the nitrophenyl group imparts unique electronic properties, making it useful in various applications, including as a potential substrate or inhibitor in enzymatic reactions. The compound is soluble in polar solvents, reflecting its ionic nature due to the choline component. Its reactivity can be influenced by the phosphoryl group, which can participate in nucleophilic attacks or hydrolysis reactions. O-(4-nitrophenylphosphoryl)choline is often utilized in research settings to study enzyme kinetics, particularly in relation to phosphatases and kinases, and may also serve as a model compound for investigating the behavior of phospholipids in biological systems.

Formula: C₁₁H₁₇N₂O₆P

InChI: InChI=1/C11H17N2O6P/c1-13(2,3)8-9-18-20(16,17)19-11-6-4-10(5-7-11)12(14)15/h4-7H,8-9H2,1-3H3

SMILES: C[N+](C)(C)CCOP(=O)([O-])Oc1ccc(cc1)N(=O)=O

Synonyms:

• 4-Nitrophenyl 2-(Trimethylammonio)Ethyl Phosphate

4-Nitrophenylphosphorylcholine

CAS: 21064-69-7

O-(4-Nitrophenylphosphoryl)choline is a useful probe in the assay of Phospholipase C. 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

Formula: C₁₁H₁₇N₂O₆P

Color and Shape: White, Solid

Molecular weight: 304.24

Ref: 02-J66465

Ethanaminium, 2-[[hydroxy(4-nitrophenoxy)phosphinyl]oxy]-N,N,N-trimethyl-, inner salt

CAS: 21064-69-7

Formula: C₁₁H₁₇N₂O₆P

Purity: 98%

Color and Shape: Solid

Molecular weight: 304.2362

Ref: IN-DA002KWY

O-(4-Nitrophenylphosphoryl)choline

CAS: 21064-69-7

Formula: C₁₁H₁₇N₂O₆P

Purity: ≥ 98.0%

Color and Shape: White, off-white or yellow powder

Molecular weight: 304.24

Ref: 7W-GE8168

p-Nitrophenylphosphorylcholine

CAS: 21064-69-7

p-Nitrophenylphosphorylcholine, PLC activity marker, releases p-nitrophenol; measurable at 405 nm, pH 7.2-7.5 upon hydrolysis.

Formula: C₁₁H₁₇N₂O₆P

Color and Shape: Solid

Molecular weight: 304.24

Ref: TM-T37434

4-Nitrophenylphosphorylcholine

CAS: 21064-69-7

Chromogenic substrate used to measure phospholipase C (PLC) activity

Formula: C₁₁H₁₇N₂O₆P

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 304.24 g/mol

Ref: 3D-EN26341

p-Nitrophenylphosphorylcholine

CAS: 21064-69-7

p-Nitrophenylphosphorylcholine is a substrate molecule for enzymes that catalyze phospholipid biosynthesis. It is the most common substrate used to study the enzyme activity of phosphatidylcholine synthase and phospholipase A2 in human serum. The reaction mechanism is not well understood, but it appears to involve autocatalysis and an initial nucleophilic attack by p-nitrophenolate on the carbonyl carbon atom of the choline moiety. p-Nitrophenylphosphorylcholine has been shown to exhibit receptor activity on cells, which may be due to its ability to bind with basic proteins. This compound can also inhibit meiosis in Drosophila melanogaster and increase levels of natriuretic peptides in rats, as well as cause cell lysis and polymerase chain reactions in mammalian cells.

Formula: C₁₁H₁₇N₂O₆P

Molecular weight: 304.24 g/mol

Ref: 3D-N-2740

4-Nitrophenylphosphorylcholine

Controlled Product

CAS: 21064-69-7

Stability Hygroscopic
Applications 4-Nitrophenylphosphorylcholine (cas# 21064-69-7) is a compound useful in organic synthesis.
References Biochem., 11, 766 (1972)

Formula: C₁₁H₁₇N₂O₆P

Color and Shape: Neat

Molecular weight: 304.24

Ref: TR-N504465