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EP0122152A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Enzymatic production of sphingophospholipid derivatives

Assignee: Meito Sangyo KK
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Filing: 1984-04-10
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Granted: —
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Expires: 2004-04-10
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Abstract

Abstract A process for producing a sphingophospholipid derivative presented by the following formula (I)wherein A and R' are as defined in claim 1, which comprises reacting a sphingophospholipid with a specified compound having an alcoholic hydroxyl group selected from the group consisting of(1) specified primary alcohol compounds,(2) specified secondary alcohol compounds and(3) specified saccharides or their phenol glucosides in the presence of phospholipase DM.

Inventors

  • 👤 Yoshitaka Kokusho
  • 👤 Shigeaki Kato
  • 👤 Haruo Machida

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-05 14:11
CPC Classifications
C; C07; C07H; C07H11/00; C07H11/04; C07F; C07F9/00; C07F9/02; C07F9/06; C07F9/08; C07F9/09; C07F9/10; C07H15/00; C07H15/02; C07H15/04; C07H15/10; C07H19/00; C07H19/02; C07H19/04; C07H19/06; C07H19/16; C12; C12N; C12N9/00; C12N9/14; C12N9/16; C12P; C12P13/00; C12P13/02

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 328 words
A process for producing a sphingophospholipid derivative represented by the following formula (I) wherein A and R' are as defined below, which comprises reacting a sphingophospholipid represented by the following formula (II) wherein A is a moiety represented by the following formula (i) or the following formula (ii) in which R represents a saturated or unsaturated aliphatic hydrocarbon group having 16 to 24 carbon atoms, and B represents (-CH 2 ) 2 N + (CH 3 ) 3 , (-CH 2 ) 2 NH 2 or -CH 2 CH(OH)CH 2 (OH), with a compound having an alcoholic hydroxyl group selected from the group consisting of (1) primary alcohol compounds having a primary alcoholic hydroxyl group and a C 1 -C 20 saturated or unsaturated aliphatic or aromatic hydrocarbon group R' which may be substituted by a substituent selected from halogen, amino, carboxyl and hydroxyl; primary alcohol compounds having a primary alcoholic hydroxyl group and a residue R' of a C 1 -C 20 saturated or unsaturated aliphatic or aromatic hydrocarbon containing in the molecule a linkage selected from ether, ester and amide linkages; and heterocyclic primary alcohol compounds having a primary alcoholic hydroxyl group and a heterocyclic residue R' selected from pyridoxine, cytidine, arabinocytidine and adenosine; (2) secondary alcohol compounds having a secondary alcoholic hydroxyl group and a C 3 -C 8 aliphatic hydrocarbon group R' which may be substituted by a substituent selected from halogen, amino,mono- or di-alkylamino of not more than 3 carbon atoms, and phenyl; and secondary alcohol compounds having a secondary alcoholic hydroxyl group and a C 4 -c 6 alicyclic hydrocarbon group R'; and (3) saccharides selected from pentoses having a pentose residue R' and a primary alcoholic hydroxyl group and hexoses having a hexose residue R' and a primary alcoholic hydroxyl group, in which the pentose residue R' or the hexose residue R' may be substituted by amino or acetylamino; and phenol glycosides of said saccharides, in the presence of phospholipase DM.
Claim 2
Dependent Claim 328 words
A process for producing a sphingophospholipid derivative represented by the following formula (I) wherein A and R' are as defined below, which comprises reacting a sphingophospholipid represented by the following formula (II) wherein A is a moiety represented by the following formula (i) or the following formula (ii) in which R represents a saturated or unsaturated aliphatic hydrocarbon group having 16 to 24 carbon atoms, and B represents (-CH 2 ) 2 N + (CH 3 ) 3 , (-CH 2 ) 2 NH 2 or -CH 2 CH(OH)CH 2 (OH), with a compound having an alcoholic hydroxyl group selected from the group consisting of (1) primary alcohol compounds having a primary alcoholic hydroxyl group and a C 1 -C 20 saturated or unsaturated aliphatic or aromatic hydrocarbon group R' which may be substituted by a substituent selected from halogen, amino, carboxyl and hydroxyl; primary alcohol compounds having a primary alcoholic hydroxyl group and a residue R' of a C 1 -C 20 saturated or unsaturated aliphatic or aromatic hydrocarbon containing in the molecule a linkage selected from ether, ester and amide linkages; and heterocyclic primary alcohol compounds having a primary alcoholic hydroxyl group and a heterocyclic residue R' selected from pyridoxine, cytidine, arabinocytidine and adenosine; (2) secondary alcohol compounds having a secondary alcoholic hydroxyl group and a C 3 -C 8 aliphatic hydrocarbon group R' which may be substituted by a substituent selected from halogen, amino,mono- or di-alkylamino of not more than 3 carbon atoms, and phenyl; and secondary alcohol compounds having a secondary alcoholic hydroxyl group and a C 4 -c 6 alicyclic hydrocarbon group R'; and (3) saccharides selected from pentoses having a pentose residue R' and a primary alcoholic hydroxyl group and hexoses having a hexose residue R' and a primary alcoholic hydroxyl group, in which the pentose residue R' or the hexose residue R' may be substituted by amino or acetylamino; and phenol glycosides of said saccharides, in the presence of phospholipase DM.
Claim 3
Dependent Claim 21 words
A process according to claim 1 wherein the sphingophospholipid of formula (II) is selected from sphingomyelin, ceramidephosphoryl ethanolamine, and ceramidephosphoryl glycerol.
Claim 4
Dependent Claim 48 words
A process according to claim 1 or 2 wherein the reaction is carried out by contacting the sphingophospholipid of formula (II) with the compound having an alcoholic hydroxyl group selected from (1) to (3) in the presence of the phospholipase DM at a temperature of 0° to 90°C.
Claim 5
Dependent Claim 16 words
A sphingophospholipid derivative of formula (I) wherein A and R' are as defined in claim 1.

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