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Information on EC 4.1.2.14 - 2-dehydro-3-deoxy-phosphogluconate aldolase
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EC Tree
4.1.2.14 2-dehydro-3-deoxy-phosphogluconate aldolaseIUBMB Comments
The enzyme shows no activity with 2-dehydro-3-deoxy-6-phosphate-D-galactonate. cf. EC 4.1.2.55, 2-dehydro-3-deoxy-phosphogluconate/2-dehydro-3-deoxy-6-phosphogalactonate aldolase . Also acts on 2-oxobutanoate .
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Word Map
- 4.1.2.14
-
entner-doudoroff
- dehydratase
- aldolases
- bromopyruvate
-
pectinolytic
-
carbinolamine
- 2-keto-3-deoxy-6-phosphogalactonate
- synthesis
-
embden-meyerhof-parnas
-
schiff-base
-
embden-meyerhof
- medicine
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
2-keto-3-deoxy-6-phosphogluconate aldolase, kdpg aldolase, kdpga, phospho-2-keto-3-deoxygluconate aldolase, kd(p)g aldolase, kdpg-aldolase, 2-dehydro-3-deoxy-phosphogluconate aldolase, 6-phospho-2-keto-3-deoxygluconate aldolase, 2-keto-3-deoxygluconate-6-phosphate aldolase, 2-dehydro-3-deoxyphosphogluconate aldolase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
2-dehydro-3-deoxyphosphogluconate aldolase
-
-
-
-
2-keto-3-deoxy-(6-phospho)-gluconate aldolase
2-keto-3-deoxy-6-phosphogluconate aldolase
2-keto-3-deoxy-6-phosphogluconic aldolase
-
-
-
-
2-keto-3-deoxygluconate-6-P-aldolase
-
-
-
-
2-keto-3-deoxygluconate-6-phosphate aldolase
-
-
-
-
2-oxo-3-deoxy-6-phosphogluconate aldolase
6-phospho-2-dehydro-3-deoxy-D-gluconate D-glyceraldehyde-3-phosphate-lyase
-
-
-
-
6-Phospho-2-keto-3-deoxygluconate aldolase
-
-
-
-
aldolase, phospho-2-keto-3-deoxygluconate
-
-
-
-
KD(P)G aldolase
KDPG aldolase
KDPG-aldolase
KDPGA
ODPG aldolase
-
-
-
-
Phospho-2-dehydro-3-deoxygluconate aldolase
-
-
-
-
Phospho-2-keto-3-deoxygluconate aldolase
-
-
-
-
Phospho-2-keto-3-deoxygluconic aldolase
-
-
-
-
2-keto-3-deoxy-6-phosphogluconate aldolase
-
-
-
-
2-oxo-3-deoxy-6-phosphogluconate aldolase
-
-
-
-
KDPG aldolase
-
-
-
-
KDPG-aldolase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
mechanism
-
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
mechanism
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
stereochemistry, both the exchanging proton from water and D-glyceraldehyde-3-phosphate attack the same face of the enzyme-bound pyruvyleneamine
-
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
Schiff base formation between a lysine epsilon-amino group and carbonyl compounds 6-phospho-2-dehydro-3-deoxy-D-gluconate
-
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
a mechanism is proposed that is based on the crystallographic studies
-
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
a mechanism is proposed that is based on the crystallographic studies of mutant enzyme E45N
-
2-dehydro-3-deoxy-6-phospho-D-gluconate = pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
condensation
elimination
condensation
-
-
-
-
elimination
-
-
of an aldehyde, C-C bond cleavage
-
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PATHWAY SOURCE
PATHWAYS
-
, , , , , Entner Doudoroff pathway, Entner Doudoroff pathway
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SYSTEMATIC NAME
IUBMB Comments
2-dehydro-3-deoxy-6-phosphate-D-gluconate D-glyceraldehyde-3-phosphate-lyase (pyruvate-forming)
The enzyme shows no activity with 2-dehydro-3-deoxy-6-phosphate-D-galactonate. cf. EC 4.1.2.55, 2-dehydro-3-deoxy-phosphogluconate/2-dehydro-3-deoxy-6-phosphogalactonate aldolase [2]. Also acts on 2-oxobutanoate [1].
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CAS REGISTRY NUMBER
COMMENTARY
9024-53-7
-
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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
2-dehydro-3-deoxy-D-galactonate
pyruvate + D-glyceraldehyde
-
-
-
-
?
2-dehydro-3-deoxy-D-galactonate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-oxobutyrate + 2-pyridine carboxaldehyde
?
weak substrate for wild-type enzyme, good substrate for K133Q/T161K mutant
-
?
2-pyridinecarboxyaldehyde + pyruvate
(S)-4-hydroxy-2-keto-4-(2'-pyridyl)butyrate
-
typical isolated yield of product is 80-90% after reverse-phase C18 purification. Reaction is also doable with substrates other than 2-pyridinecarboxyaldehyde. Enantiomeric excess greater than 99.7%
-
-
?
3-fluoropyruvate + 2-pyridine carboxaldehyde
?
weak substrate for wild-type enzyme, good substrate for K133Q/T161K mutant
-
?
D-2-dehydro-3-deoxygluconate
pyruvate + D-glyceraldehyde
-
poor substrate
-
?
pyruvate + 3-pyridine carboxaldehyde
?
-
wild-type, 0.5% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 1% of wild-type activity with D-glyceraldehyde 3-phosphate
-
-
r
pyruvate + 4-pyridine carboxaldehyde
?
-
wild-type, 3% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 2.5% of wild-type activity with D-glyceraldehyde 3-phosphate
-
-
r
Pyruvate + D-erythrose 4-phosphate
3-Deoxy-D-riboheptulosonic acid 7-phosphate
-
28% of the activity with D-glyceraldehyde 3-phosphate
-
?
Pyruvate + D-glyceraldehyde
?
-
35% of the activity with D-glyceraldehyde 3-phosphate
-
-
?
pyruvate + DL-glyceraldehyde 3-phosphate
2-dehydro-3-deoxy-D-gluconate
-
-
-
?
Pyruvate + glyoxylic acid
?
-
93% of the activity with D-glyceraldehyde 3-phosphate
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
100% activity
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
100% activity
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
preferred substrate
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-D-gluconate
pyruvate + D-glyceraldehyde
about 1% activity compared to 2-dehydro-3-deoxy-6-phospho-D-gluconate
-
-
?
2-dehydro-3-deoxy-D-gluconate
pyruvate + D-glyceraldehyde
about 1% activity compared to 2-dehydro-3-deoxy-6-phospho-D-gluconate
-
-
?
2-dehydro-3-deoxy-D-gluconate
pyruvate + D-glyceraldehyde
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate
pyruvate + D-glyceraldehyde
-
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
Bradyrhizobium lupini RL3001
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
formation of Schiff base intermediate
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
key enzyme in Entner-Doudoroff pathway
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
highly specific in direction of cleavage
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
formation of Schiff base intermediate
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
cleavage reaction is favoured
-
-
?
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
?
pyruvate + 2-pyridine carboxaldehyde
?
-
wild-type, 25% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 89% of wild-type activity with D-glyceraldehyde 3-phosphate
-
-
r
pyruvate + D-glyceraldehyde
2-dehydro-3-deoxy-D-gluconate
-
-
?
pyruvate + D-glyceraldehyde
2-dehydro-3-deoxy-D-gluconate
-
wild-type, 4% of activity with D-glyceraldehyde 3-phosphate, mutant T161S/S184L, 1% of wild-type activity with D-glyceraldehyde 3-phosphate
-
-
r
pyruvate + D-glyceraldehyde 3-phosphate
2-dehydro-3-deoxy-6-phospho-D-gluconate
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
2-dehydro-3-deoxy-6-phospho-D-gluconate
-
-
-
r
pyruvate + D-glyceraldehyde 3-phosphate
2-dehydro-3-deoxy-6-phospho-D-gluconate
-
-
-
r
Pyruvate + D-glyceraldehyde 3-phosphate
6-Phospho-2-dehydro-3-deoxy-D-gluconate
-
mutant T161S/S184L, 15% of wild-type activity
-
-
r
Pyruvate + D-glyceraldehyde 3-phosphate
6-Phospho-2-dehydro-3-deoxy-D-gluconate
-
-
-
?
Pyruvate + D-glyceraldehyde 3-phosphate
6-Phospho-2-dehydro-3-deoxy-D-gluconate
-
-
-
?
Pyruvate + D-glyceraldehyde 3-phosphate
6-Phospho-2-dehydro-3-deoxy-D-gluconate
-
-
-
-
?
additional information
?
-
-
key enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
Bradyrhizobium lupini RL3001
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
2-dehydro-3-deoxy-D-galactonate 6-phosphate is a weak substrate
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
catalyzes exchange of the methyl hydrogen of pyruvate with protons of water
-
-
?
additional information
?
-
-
catalyzes exchange of the methyl hydrogen of pyruvate with protons of water
-
-
?
additional information
?
-
-
catalyzes exchange of the methyl hydrogen of pyruvate with protons of water
-
-
?
additional information
?
-
-
induced in cells grown on glucose or gluconate
-
-
?
additional information
?
-
-
catalyzes decarboxylation of oxaloacetate at much slower rate than it cleaves
-
-
?
additional information
?
-
-
catalyzes exchange of the methyl hydrogen of pyruvate with protons of water
-
-
?
additional information
?
-
-
key enzyme in Entner-Doudoroff pathway
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL 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
2-dehydro-3-deoxy-D-galactonate
pyruvate + D-glyceraldehyde
-
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
2-dehydro-3-deoxy-6-phospho-D-gluconate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
preferred substrate
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-6-phospho-D-gluconate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
?
2-dehydro-3-deoxy-D-gluconate
pyruvate + D-glyceraldehyde
-
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
key enzyme in Entner-Doudoroff pathway
-
r
2-dehydro-3-deoxy-D-gluconate 6-phosphate
pyruvate + D-glyceraldehyde 3-phosphate
-
-
-
r
additional information
?
-
-
key enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
-
enzyme of the Entner-Doudoroff pathway
-
-
?
additional information
?
-
Bradyrhizobium lupini RL3001
-
enzyme of the Entner-Doudoroff pathway
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enzyme of the Entner-Doudoroff pathway
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induced in cells grown on glucose or gluconate
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additional information