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Information on EC 3.1.4.39 - alkylglycerophosphoethanolamine phosphodiesterase
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3.1.4.39 alkylglycerophosphoethanolamine phosphodiesteraseIUBMB Comments
Also acts on acyl and choline analogues.
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Word Map
- 3.1.4.39
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lysophosphatidic
- lysophosphatidylcholine
- phospholipid
- fibrosis
- lysophospholipids
-
atx-lpa
- metastasis
- choline
-
protein-coupled
- melanoma
-
autocrine
-
motility-stimulating
-
ectoenzyme
-
lpa-producing
- sphingosine
- analysis
- pruritus
- drug development
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ectonucleoside
-
lpars
- e-npps
-
motogenic
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lpa-induced
- medicine
- molecular biology
- lysophosphatidylserine
- ntpdases
- diagnostics
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diphosphohydrolase
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
Synonyms
autotaxin (atx), lysophospholipase d, enpp2, ectonucleotide pyrophosphatase/phosphodiesterase, gdpd3, ectonucleotide pyrophosphatase/phosphodiesterase 2, heminecrolysin, pd-ialpha/atx, lyso-pld, atx/lysopld, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(ecto)nucleotide pyrophosphatase/phosphodiesterase 2 [(E)NPP2]
-
multi-functional and multi-modular, 3 splice variants/isoforms of ATX identified in both human and mouse (autotaxin alpha, beta and gamma, with autotaxin gamma being identical to PD-Ialpha)
ATX
ATXgamma
from human brain cDNA libary, 889 amino acids, lacks exon 12, new human variant, named autotaxin gamma
autotaxin
autotaxin/lysoPLD
ecto-nucleotide pyrophosphatase/phosphodiesterase-2
ectonucleotide pyrophosphatase phosphodiesterase-2
ectonucleotide pyrophosphatase/phosphodiesterase 2
ENPP2
GDE1
GDE7
GDPD3
glycerophosphodiesterase
lyso-PLD
lysophospholipase D
lysoPLD
lysoPLD autotaxin
NPP-2
NPP2
NPP2alpha
nucleotide phosphodiesterase/pyrophosphatase (NPP)
nucleotide pyrophosphatase-phosphodiesterase
-
belongs to the nucleotide pyrophosphatase (NPP) family of ectoenzymes and exoenzymes
PD-Ialpha/ATX
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multi-functional and multi-modular, 3 splice variants/isoforms of ATX identified in both human and mouse (autotaxin alpha, beta and gamma, with autotaxin gamma being identical to PD-Ialpha)
phosphodiesterase Ialpha/autotoxin
-
multi-functional and multi-modular, 3 splice variants/isoforms of ATX identified in both human and mouse (autotaxin alpha, beta and gamma, with autotaxin gamma being identical to phosphodiesterase Ialpha)
phosphodiesterase, alkylglycerophosphorylethanolamine
-
-
-
-
PLD
ATX
-
-
ATX
-
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autotaxin
-
-
autotaxin
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type II ectonucleotide pyrophosphate phosphodiesterase enzyme, member of the nucleotide pyrophosphatase/phosphodiesterase family of ectoenzymes (E-NPP) that hydrolyze phosphodiester bonds of various nucleotides and nucleotide derivatives
autotaxin
type II ectonucleotide pyrophosphate phosphodiesterase enzyme, member of the nucleotide pyrophosphatase/phosphodiesterase family of ectoenzymes (E-NPP) that hydrolyze phosphodiester bonds of various nucleotides and nucleotide derivatives
autotaxin
-
-
autotaxin
type II ectonucleotide pyrophosphate phosphodiesterase enzyme, member of the nucleotide pyrophosphatase/phosphodiesterase family of ectoenzymes (E-NPP) that hydrolyze phosphodiester bonds of various nucleotides and nucleotide derivatives
autotaxin/lysoPLD
-
belongs to a family of six NPP enzymes, only autotaxin/lysoPLD has activity against phospho- and sphingolipid substrates
autotaxin/lysoPLD
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belongs to a family of six NPP enzymes, only autotaxin/lysoPLD has activity against phospho- and sphingolipid substrates
lysophospholipase D
-
-
-
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lysophospholipase D
-
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lysophospholipase D
-
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lysoPLD
-
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lysoPLD
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plasma lysoPLD is predominant form (863 amino acids), 2 further forms known - first contains 52 residue and second contains 24 residue insertions close to phosphodieseterase domain
lysoPLD
-
purified from rat brain nucleus fractions, has the ability to hydrolyze the ester-bond between phoshate and choline in 1-palmitoyl-glycerophoshorylcholine
lysoPLD autotaxin
-
nucleotide pyrophosphatase/phosphodiesterase, catalyzes hydrolysis via an active site threonine
lysoPLD autotaxin
-
nucleotide pyrophosphatase/phosphodiesterase, catalyzes hydrolysis via an active site threonine
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O = 1-alkyl-sn-glycerol 3-phosphate + ethanolamine
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-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of phosphoric ester
hydrolysis of phosphoric ester
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
1-alkyl-sn-glycero-3-phosphoethanolamine ethanolaminehydrolase
Also acts on acyl and choline analogues.
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CAS REGISTRY NUMBER
COMMENTARY
62213-15-4
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
1-alkyl-sn-glycero-3-phospho-L-serine + H2O
1-alkyl-sn-glycerol 3-phosphate + L-serine
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycero-3-phosphate + choline
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycero-3-phosphate + ethanolamine
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycerol 3-phosphate + ethanolamine
1-heptadecanoyl-sn-glycero-3-phosphocholine + H2O
1-heptadecanoyl-sn-glycerol 3-phosphate + choline
1-linoleoyl-2-lyso-glycerophoshorylcholine + H2O
1-linoleoyl-sn-glycerol-3-phosphate + choline
-
-
-
-
?
1-linoleoyl-sn-glycero-3-phosphocholine + H2O
1-linoleoyl-sn-glycerol 3-phosphate + choline
1-myristoyl-lysophosphatidylcholine + H2O
1-myristoyl-sn-gycerol-3-phosphate + choline
-
-
-
-
?
1-O-alkyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-alkyl-2-lyso-sn-glycero-3-phosphate + choline
1-O-alkyl-2-lyso-sn-glycero-3-phosphoethanolamine + H2O
1-O-alkyl-2-lyso-sn-glycero-3-phosphate + ethanolamine
-
the microsomal enzyme
the microsomal enzyme
?
1-O-alkyl-sn-glycero-3-phosphocholine + H2O
1-O-alkyl-sn-glycerol 3-phosphate + choline
i.e. lyso-platelet-activating factor
-
-
?
1-O-hexadecyl-2-lyso-glycerophosphorylcholine + H2O
1-O-hexadecyl-sn-glycerol-3-phosphate + choline
-
lysoPAF (alkyl-lysophosphatidylcholine), lysoPLD shows higher activity towards lysoPAF
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphoethanolamine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + ethanolamine
1-O-octadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-octadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-palmitoyl-2-lyso-glycerophoshorylcholine + H2O
1-palmitoyl-sn-glycerol-3-phosphate + choline
-
-
-
-
?
1-palmitoyl-sn-glycero-3-phosphocholine + H2O
1-palmitoyl-sn-glycerol 3-phosphate + choline
1-stearoyl-2-lyso-glycerophoshorylcholine + H2O
1-stearoyl-sn-glycerol-3-phosphate + choline
-
-
-
-
?
4-nitrophenyl thymidine 5'-phosphate + H2O
4-nitrophenol + thymidine 5'-phosphate
-
-
-
-
?
5-[[(23R)-33-(4-[[4-(dimethylamino)phenyl]diazenyl]phenyl)-20,23-dihydroxy-20-oxido-15,33-dioxo-3,6,9,12,19,21,25-heptaoxa-16,32-diaza-20-phosphatritriacont-1-yl]carbamoyl]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid + H2O
?
-
fluorogenic substrate analogue for lysophosphatidylcholine
-
-
?
caproyl-lysophosphatidylcholine + H2O
1-hexanoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
capryl-lysophosphatidylcholine + H2O
1-decanoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
caprylyl-lysophosphatidylcholine + H2O
1-octanoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
FS-3 + H2O
2-(6-hydroxy-3-oxo-9a,10a-dihydro-3H-xanthen-9-yl)-5-[(18-hydroxy-15-oxo-3,6,9,12-tetraoxa-16-azaoctadec-1-yl)carbamoyl]benzoic acid + (2R)-2-hydroxy-3-(phosphonooxy)propyl 6-[(4-[(E)-[4-(dimethylamino)phenyl]diazenyl]benzoyl)amino]hexanoate
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fluorogenic lysoPLD substrate
-
-
?
lyso-phosphatidylcholine + H2O
lyso-phosphatidic acid + choline
-
-
central in some key metabolic deregulations
-
?
lysoDDPB + H2O
?
-
synthesized by an enzyme-assisted strategy. Lysophosphatidylcholine analogue that contains a fluorescence quencher at each acyl chain terminus and a fluorophore appended to the phospholipid headgroup through a choline-mimetic linker
-
-
?
lysophosphatidyl ethanolamine + H2O
lysophosphatidic acid + ethanolamine
-
-
-
?
lysophosphatidylcholine + H2O
lysophosphatic acid + choline
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LPC, purified enzyme hydrolyzes saturated forms of lysophosphatidylcholine more robustly than unsaturated forms
-
-
?
N-arachidonoyl-lysophosphatidylethanolamine + H2O
lysophosphatidic acid + N-arachidonoyl-ethanolamine
-
-
-
?
N-arachidonoyllysophosphatidylethanolamine + H2O
lysophosphatidic acid + N-arachidonoylethanolamine
-
-
-
?
N-oleoyl-lysophosphatidylethanolamine + H2O
lysophosphatidic acid + N-oleoyl-ethanolamine
-
-
-
?
N-oleoyllysophosphatidylethanolamine + H2O
lysophosphatidic acid + N-oleoylethanolamine
-
-
-
?
N-palmitoyl-lysophosphatidylethanolamine + H2O
lysophosphatidic acid + N-palmitoyl-ethanolamine
-
-
-
?
N-palmitoyl-lysoplasmenylethanolamine + H2O
lysoplasmenic acid + N-palmitoyl-ethanolamine
-
-
-
?
N-palmitoyllysophosphatidylethanolamine + H2O
lysophosphatidic acid + N-palmitoylethanolamine
N-palmitoyllysoplasmenylethanolamine + H2O
lysoplasmenic acid + N-palmitoylethanolamine
-
-
-
?
p-nitrophenyl phenylphosphate + H2O
p-nitrophenol + phenylphosphate
-
-
-
?
platelet-activating factor + H2O
? + choline
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PAF, same extent as palmityl-lysophosphatidylcholine
-
-
?
sphingosylphosphorylcholine + H2O
sphingosine-1-phosphate + choline
-
-
-
-
?
[(11R)-1-(4-[(Z)-[4-(dimethylamino)phenyl]diazenyl]phenyl)-N-[3-[(5-[5-[(3,5-dimethyl-2H-pyrrol-2-ylidene-kappaN)methyl]-1H-pyrrol-2-yl-kappaN]pentanoyl)amino]propyl]-11,14-dihydroxy-N,N-dimethyl-1,8-dioxo-9,13,15-trioxa-2-aza-14-phosphaheptadecan-17-aminiumato 14-oxide](difluoro)boron(1+) + H2O
?
-
synthesized by an enzyme-assisted strategy. lysophosphatidylcholine analogue that contains a fluorescence quencher at each acyl chain terminus and a fluorophore append to the phospholipid headgroup through a choline-mimetic linker
-
-
?
[(2R)-26-(4-[(Z)-[4-(dimethylamino)phenyl]diazenyl]phenyl)-2,5-dihydroxy-5-oxido-10,26-dioxo-4,6,13,16,19,22-hexaoxa-9,25-diaza-5-phosphahexacos-1-yl 6-[(5-[5-[(3,5-dimethyl-2H-pyrrol-2-ylidene-kN)methyl]-1H-pyrrol-2-yl-kappaN]pentanoyl)amino]hexanoatato](difluoro)boron + H2O
?
-
fluorogenic substrate analogue for lysophosphatidylcholine
-
-
?
[5-[[(23S)-33-(4-[(E)-[4-(dimethylamino)phenyl]diazenyl]phenyl)-20,23-dihydroxy-20-oxido-15,26,33-trioxo-3,6,9,12,19,21,25-heptaoxa-16,32-diaza-20-phosphatritriacont-1-yl]carbamoyl]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)phenyl]acetic acid + H2O
?
-
second-generation fluorogenic autotaxin/lysoPLD substrate. The molecule consists of an ethanoamido head group linked to a dabcyl quencher via the amino group. The hydroxyl group of the head group is conjugated to fluorescein via a phosphodiester bond and a polyethylene glycol linker. [5-[[(23S)-33-(4-[(E)-[4-(dimethylamino)phenyl]diazenyl]phenyl)-20,23-dihydroxy-20-oxido-15,26,33-trioxo-3,6,9,12,19,21,25-heptaoxa-16,32-diaza-20-phosphatritriacont-1-yl]carbamoyl]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)phenyl]acetic acid is therefore a more lipid-like substrate than coumarin-phosphate-fluorescein
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
16:0, 18:1 and 18:2-lysophosphatidylcholine are the predominant physiological substrates of the enzyme in rabbit aqueous humor
-
-
?
1-alkyl-sn-glycero-3-phosphocholine + H2O
1-alkyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycero-3-phosphate + ethanolamine
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycero-3-phosphate + ethanolamine
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycerol 3-phosphate + ethanolamine
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycerol 3-phosphate + ethanolamine
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycerol 3-phosphate + ethanolamine
-
-
-
-
r
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycerol 3-phosphate + ethanolamine
-
-
-
-
?
1-alkyl-sn-glycero-3-phosphoethanolamine + H2O
1-alkyl-sn-glycerol 3-phosphate + ethanolamine
-
-
-
-
?
1-heptadecanoyl-sn-glycero-3-phosphocholine + H2O
1-heptadecanoyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-heptadecanoyl-sn-glycero-3-phosphocholine + H2O
1-heptadecanoyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-linoleoyl-sn-glycero-3-phosphocholine + H2O
1-linoleoyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-linoleoyl-sn-glycero-3-phosphocholine + H2O
1-linoleoyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-O-alkyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-alkyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-alkyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-alkyl-2-lyso-sn-glycero-3-phosphate + choline
-
may play a role in the metabolism of platelet-activating factor
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphocholine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + choline
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphoethanolamine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + ethanolamine
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphoethanolamine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + ethanolamine
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphoethanolamine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + ethanolamine
-
-
-
?
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphoethanolamine + H2O
1-O-hexadecyl-2-lyso-sn-glycero-3-phosphate + ethanolamine
-
-
-
?
1-palmitoyl-sn-glycero-3-phosphocholine + H2O
1-palmitoyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
1-palmitoyl-sn-glycero-3-phosphocholine + H2O
1-palmitoyl-sn-glycerol 3-phosphate + choline
-
-
-
-
?
arachidoyl-lysophosphatidylcholine + H2O
1-arachidoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
arachidoyl-lysophosphatidylcholine + H2O
1-arachidoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
behenoyl-lysophosphatidylcholine + H2O
1-behenoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
behenoyl-lysophosphatidylcholine + H2O
1-behenoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
CPF4 + H2O
?
-
fluorescence resonance energy transfer substrate derived from bis-p-nitrophenyl phosphate
-
-
?
CPF4 + H2O
?
-
i.e. 5-([4-[(4-[[(6-chloro-7-hydroxy-2-oxo-2H-chromen-4-yl)acetyl]amino]phenoxy)(hydroxy)phosphoryl]phenyl]carbamoyl)-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid, fluorescence resonance energy transfer substrate derived from bis-p-nitrophenyl phosphate
-
-
?
CPF4 + H2O
?
-
bis-pNPP-derived probe, in which both phenyl moieties are linked to coumarin and fluorescein, respectively
-
-
?
decanoyl-lysophosphatidylcholine + H2O
1-decanoyl-sn-gycerol-3-phosphate + choline
-
-
-
?
decanoyl-lysophosphatidylcholine + H2O
1-decanoyl-sn-gycerol-3-phosphate + choline
-
-
-
?