Synthesis of 2-n-(hexadecanoyl)-amino-4-nitrophenyl phosphorylcholine-hydroxide, a chromogenic substrate for assaying sphingomyelinase activity.

Abstract:

:2-N-(Hexadecanoyl)-amino-4-nitrophenyl phosphorylcholine-hydroxide a compound resembling sphingomyelin is synthesized. It is cleaved by sphingomyelinase to the chromogenic N-acylaminonitrophenyl moiety. Phospholipase C preparations do not hydrolyze this compound. The starting material is 2-amino-4-nitrophenol which when acylated with palmitoyl chloride yields the hexadecananilide. Reaction with beta-bromoethylphosphoryldichloride gives the phosphate which is quaternized with trimethylamine to give the title compound.

journal_name

Chem Phys Lipids

authors

Gal AE,Fash FJ

doi

10.1016/0009-3084(76)90015-3

subject

Has Abstract

pub_date

1976-02-01 00:00:00

pages

71-9

issue

1

eissn

0009-3084

issn

1873-2941

pii

0009-3084(76)90015-3

journal_volume

16

pub_type

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