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Information on EC 3.1.1.76 - poly(3-hydroxyoctanoate) depolymerase
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3.1.1.76 poly(3-hydroxyoctanoate) depolymeraseIUBMB Comments
The main product after prolonged incubation is the dimer . Besides hydrolysing polymers of 3-hydroxyoctanoic acid, the enzyme also hydrolyses other polymers derived from medium-chain-length (C6-C12) hydroxyalkanoic acids and copolymers of mixtures of these. It also hydrolyses p-nitrophenyl esters of fatty acids. Polymers of short-chain-length hydroxyalkanoic acids such as poly[(R)-3-hydroxybutanoic acid] and poly[(R)-3-hydroxypentanoic acid] are not hydrolysed.
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Word Map
- 3.1.1.76
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mcl-phas
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poly3-hydroxyalkanoate
- putida
- fluoride
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phenylmethylsulfonyl
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poly3-hydroxybutyrate
- dithiothreitol
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polyester
- tween
- fluorescens
- p-nitrophenyl
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short-chain-length
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polycaprolactone
- exfoliatus
- synthesis
- lipases
- 3-hydroxybutyrate
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phacos
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enantiopure
- ralstonia
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biomaterials
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pseudomonads
- acidovorax
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two-dimension
- bdellovibrio
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paradigmatic
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polyl-lactide
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serine-histidine-aspartic
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hydroxyalkanoic
- alcaligenes
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octyl-sepharose
- bacteriovorus
- venezuelae
- n-bromosuccinimide
- degradation
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
Synonyms
phaz depolymerase, extracellular mcl-pha depolymerase, extracellular p(3ho) depolymerase, phazgk13, poly(3-hydroxyoctanoate) depolymerase, pho depolymerase, p(3ho) depolymerase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(PHO) depolymerase
extracellular MCL-PHA depolymerase
extracellular medium-chain-length polyhydroxyalkanoate depolymerase
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extracellular P(3HO) depolymerase
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extracellular poly(3-hydroxyoctanioc acid) depolymerase
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mcl PHA depolymerase
MCL-PHA depolymerase
medium chain length polyhydroxyalkanoate depolymerase
medium-chain length polyhydroxyalkanoate depolymerase
medium-chain-length PHA depolymerase
medium-chain-length poly(3-hydroxyalkanoate) depolymerase
medium-chain-length polyhydroxyalkanoate depolymerase
P(3HO) depolymerase
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PHA depolymerase
PhaZ
PhaZ depolymerase
PhaZBd
PhaZGK13
PHO depolymerase
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poly(3-hydroxyalkanoate) depolymerase
poly(3HO) depolymerase
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poly(HA) depolymerase
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poly(HAMCL) depolymerase
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polyhydroxyalkanoate depolymerase
poly[(R)-3-hydroxyoctanoate] hydrolase
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poly[(R)-hydroxyalkanoic acid] depolymerase
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Rru_A3356
[P(3HO)] depolymerase
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extracellular MCL-PHA depolymerase
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medium-chain length polyhydroxyalkanoate depolymerase
Thermus thermophilus HB8 / ATCC 27634 / DSM 579
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medium-chain-length poly(3-hydroxyalkanoate) depolymerase
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PHA depolymerase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
[oxycarbonyl[(R)-2-pentylethylene]]n + H2O = [oxycarbonyl[(R)-2-pentylethylene]]m + [oxycarbonyl[(R)-2-pentylethylene]]g
[oxycarbonyl[(R)-2-pentylethylene]]n + H2O = [oxycarbonyl[(R)-2-pentylethylene]]m + [oxycarbonyl[(R)-2-pentylethylene]]g
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[oxycarbonyl[(R)-2-pentylethylene]]n + H2O = [oxycarbonyl[(R)-2-pentylethylene]]m + [oxycarbonyl[(R)-2-pentylethylene]]g
active site residues are Ser19, Asp101, and His135 located at the bottom of a crevice, two possible PHA degradation reaction mechanisms
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[oxycarbonyl[(R)-2-pentylethylene]]n + H2O = [oxycarbonyl[(R)-2-pentylethylene]]m + [oxycarbonyl[(R)-2-pentylethylene]]g
Asn111 and Ser110 function as oxyanions important in transition-state stabilization of the hydrolytic reaction
[oxycarbonyl[(R)-2-pentylethylene]]n + H2O = [oxycarbonyl[(R)-2-pentylethylene]]m + [oxycarbonyl[(R)-2-pentylethylene]]g
Asn111 and Ser110 function as oxyanions important in transition-state stabilization of the hydrolytic reaction
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[oxycarbonyl[(R)-2-pentylethylene]]n + H2O = [oxycarbonyl[(R)-2-pentylethylene]]m + [oxycarbonyl[(R)-2-pentylethylene]]g
Asn111 and Ser110 function as oxyanions important in transition-state stabilization of the hydrolytic reaction
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis
hydrolysis of C-O bond
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SYSTEMATIC NAME
IUBMB Comments
poly{oxycarbonyl[(R)-2-pentylethylene]} hydrolase
The main product after prolonged incubation is the dimer [3]. Besides hydrolysing polymers of 3-hydroxyoctanoic acid, the enzyme also hydrolyses other polymers derived from medium-chain-length (C6-C12) hydroxyalkanoic acids and copolymers of mixtures of these. It also hydrolyses p-nitrophenyl esters of fatty acids. Polymers of short-chain-length hydroxyalkanoic acids such as poly[(R)-3-hydroxybutanoic acid] and poly[(R)-3-hydroxypentanoic acid] are not hydrolysed.
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CAS REGISTRY NUMBER
COMMENTARY
140208-16-8
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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
p-nitrophenyl butyrate + H2O
4-nitrophenol + butyrate
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1.36% of the activity with p-nitrophenydecanoate
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?
PHB-co-PHV (60%) + H2O
?
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74% of activity with poly(3-hydroxyoctanoate)
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?
poly(3-hydroxybutyrate) + H2O
oligo(3-hydroxybutyrate) + D-(-)-3-hydroxybutyrate dimer
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?
poly(3-hydroxybutyrate-co-3-mercaptopropionate) + H2O
?
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co-polymeric substrate, the activity decreases with increasing amount of 3-mercaptopropionate
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?
poly(3-hydroxyheptanoate) + H2O
?
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28.7% of activity with poly(3-hydroxyoctanoate)
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?
poly(3-hydroxynonanoate) + H2O
?
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13.4% of activity with poly(3-hydroxyoctanoate)
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?
poly(3-hydroxyphenylvalerate) + H2O
?
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4.1% of activity with poly(3-hydroxyoctanoate)
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?
poly[(R)-3-hydroxyoctanoate]n + H2O
poly[(R)-3-hydroxyoctanoate]n-x + poly[(R)-3-hydroxyoctanoate]x
4-nitrophenyl dodecanoate + H2O
4-nitrophenol + dodecanoate
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10.4% of the activity with p-nitrophenydecanoate
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?
4-nitrophenyl dodecanoate + H2O
4-nitrophenol + dodecanoate
Pseudomonas luteola M13-4
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10.4% of the activity with p-nitrophenydecanoate
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?
4-nitrophenyl hexanoate + H2O
4-nitrophenol + hexanoate
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58.4% of the activity with p-nitrophenydecanoate
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?
4-nitrophenyl hexanoate + H2O
4-nitrophenol + hexanoate
Pseudomonas luteola M13-4
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58.4% of the activity with p-nitrophenydecanoate
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?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
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?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
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?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
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?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
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71.9% of the activity with p-nitrophenydecanoate
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?
4-nitrophenyl octanoate + H2O
4-nitrophenol + octanoate
Pseudomonas luteola M13-4
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71.9% of the activity with p-nitrophenydecanoate
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?
4-nitrophenyl octanoate + H2O
?
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the enzyme can hydrolyze various substrates for esterases, such as tributyrin and 4-nitrophenyl-alkanoates
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?
4-nitrophenyl octanoate + H2O
?
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best artificial substrate, the enzyme can hydrolyze various substrates for esterases, such as tributyrin and 4-nitrophenyl-alkanoates
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?
4-nitrophenyl octanoate + H2O
octanoate + 4-nitrophenol
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?
4-nitrophenyl octanoate + H2O
octanoate + 4-nitrophenol
Thermus thermophilus HB8 / ATCC 27634 / DSM 579
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?
fatty acid p-nitrophenyl esters + H2O
?
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minimum of 6 carbon atoms in fatty acid
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?
fatty acid p-nitrophenyl esters + H2O
?
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minimum of 6 carbon atoms in fatty acid
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?
poly(3-hydroxyalkanoate) + H2O
oligo(3-hydroxalkanoate)
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?
poly(3-hydroxyalkanoate) + H2O
oligo(3-hydroxalkanoate)
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?
poly(3-hydroxyalkanoate) + H2O
oligo(3-hydroxyalkanoate) + 3-hydroxyalkanoate
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?
poly(3-hydroxyalkanoate) + H2O
oligo(3-hydroxyalkanoate) + 3-hydroxyalkanoate
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several bacterial aliphatic and aromatic medium-chain length poly(3-hydroxyalkanoates), aliphatic substrates are preferred
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?
poly(3-hydroxyalkanoate) + H2O
oligo(3-hydroxyalkanoate) + 3-hydroxyalkanoate
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several bacterial aliphatic and aromatic medium-chain length poly(3-hydroxyalkanoates), aliphatic substrates are preferred
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?
poly(3-hydroxyalkanoate) + H2O
oligo(3-hydroxyalkanoate) + 3-hydroxyalkanoate
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?
poly(3-hydroxybutyrate) + H2O
oligo(3-hydroxybutyrate)
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degradation in vivo under carbon source starvation
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?
poly(3-hydroxybutyrate) + H2O
oligo(3-hydroxybutyrate)
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preferred substrate
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?
poly(3-hydroxybutyrate) + H2O
oligo(3-hydroxybutyrate)
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preferred substrate
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?
poly(3-hydroxybutyrate-co-3-hydroxypropionate) + H2O
?
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higher activity with substrate of lower crystallinity irrespective the cyrstalline structure
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?
poly(3-hydroxybutyrate-co-3-hydroxypropionate) + H2O
?
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higher activity with substrate of lower crystallinity irrespective the cyrstalline structure
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?
poly(3-hydroxybutyrate-co-3-hydroxyvalerate) + H2O
?
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co-polymeric substrate
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?
poly(3-hydroxybutyrate-co-3-hydroxyvalerate) + H2O
?
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co-polymeric substrate
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?
poly(3-hydroxybutyrate-co-3-hydroxyvalerate) + H2O
?
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co-polymeric substrate
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?
poly(3-hydroxydecanoate-co-3-hydroxhyoctanoate) + H2O
?
Thermus thermophilus HB8 / ATCC 27634 / DSM 579
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?
poly(3-hydroxyheptanoate) + H2O
di(3-hydroxyheptanoate)
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main product, small amount of monomeric product, no oligomers, identification by GC/MS
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?
poly(3-hydroxyheptanoate) + H2O
di(3-hydroxyheptanoate)
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main product, small amount of monomeric product, no oligomers, identification by GC/MS
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?
poly(3-hydroxyhexanoate-co-3-hydroxyoctanoate-co-3-hydroxydecanoate) + H2O
?
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the substrate consists of Poly(4.4% 3-hydroxyhexanoate-co-86.0% 3-hydroxyoctanoate-co-9.6% 3-hydroxydecanoate) in a latex suspension
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?
poly(3-hydroxyhexanoate-co-3-hydroxyoctanoate-co-3-hydroxydecanoate) + H2O
?
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the substrate consists of Poly(4.4% 3-hydroxyhexanoate-co-86.0% 3-hydroxyoctanoate-co-9.6% 3-hydroxydecanoate) in a latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
main hydrolysis product is the monomer (R)-3-hydroxyoctanoate
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
the monomer of 3-hydroxyoctanoate and the trimer are detected as the main hydrolysis products, representing 28 and 35% of the total degradation products, respectively. Additionally, dimers as well as the trimer are also detected as minor products, longer periods of incubation increase the concentration of the monomer, whereas that of trimers decreases markedly
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
the monomer of 3-hydroxyoctanoate and the trimer are detected as the main hydrolysis products, representing 28 and 35% of the total degradation products, respectively. Additionally, dimers as well as the trimer are also detected as minor products, longer periods of incubation increase the concentration of the monomer, whereas that of trimers decreases markedly
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?
poly(3-hydroxyoctanoate-co-3-hydroxyhexanoate) + H2O
(R)-3-hydroxyoctanoate + ?
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latex suspension
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