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Information on EC 1.1.98.5 - secondary-alcohol dehydrogenase (coenzyme-F420)

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IUBMB Comments
The enzyme isolated from the methanogenic archaea Methanogenium liminatans catalyses the reversible oxidation of various secondary and cyclic alcohols to the corresponding ketones.
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This record set is specific for:
UNIPROT: O93734
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The expected taxonomic range for this enzyme is: Methanomicrobiaceae
Synonyms
f420-dependent alcohol dehydrogenase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
F420-dependent alcohol dehydrogenase
-
F420-dependent secondary alcohol dehydrogenase
-
PATHWAY SOURCE
PATHWAYS
-
-
SYSTEMATIC NAME
IUBMB Comments
secondary-alcohol:coenzyme F420 oxidoreductase
The enzyme isolated from the methanogenic archaea Methanogenium liminatans catalyses the reversible oxidation of various secondary and cyclic alcohols to the corresponding ketones.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
1-phenylpropan-1-one + reduced coenzyme F420
(S)-1-phenylpropan-1-ol + oxidized coenzyme F420
show the reaction diagram
the (S)-alcohol is obtained in excellent enantiopurity (above 99% ee)
-
-
?
4-methylpentan-2-one + reduced coenzyme F420
(S)-4-methylpentan-2-ol + oxidized coenzyme F420
show the reaction diagram
the (S)-alcohol is obtained in excellent enantiopurity (above 99% ee)
-
-
?
acetophenone + reduced coenzyme F420
(S)-1-phenylethanol + oxidized coenzyme F420
show the reaction diagram
the (S)-alcohol is obtained in excellent enantiopurity (above 99% ee)
-
-
?
methoxyacetone + reduced coenzyme F420
(2S)-1-methoxypropan-2-ol + oxidized coenzyme F420
show the reaction diagram
the (S)-alcohol is obtained in excellent enantiopurity (above 99% ee)
-
-
?
octan-3-one + reduced coenzyme F420
(S)-3-octanol + oxidized coenzyme F420
show the reaction diagram
the (S)-alcohol is obtained in excellent enantiopurity (above 99% ee)
-
-
?
pentan-2-one + reduced coenzyme F420
(S)-2-pentanol + oxidized coenzyme F420
show the reaction diagram
-
-
-
?
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
O93734_9EURY
330
0
37158
TrEMBL
-
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
hanging drop vapor diffusion method, crystal structure of the enzyme at 1.8 A resolution in complex with a F420-acetone adduct. The position of F420and isopropanol defines the active site for hydride transfer in the interior of Adf that is completely shielded from bulk solvent. The distance of 2.9 A between the C2 atom of isopropanol and the C5 atom of F420 is optimal for hydride transfer
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Aufhammer, S.W.; Warkentin, E.; Berk, H.; Shima, S.; Thauer, R.K.; Ermler, U.
Coenzyme binding in F420-dependent secondary alcohol dehydrogenase, a member of the bacterial luciferase family
Structure
12
361-370
2004
Methanoculleus thermophilus (O93734), Methanoculleus thermophilus, Methanoculleus thermophilus DSM 3915 (O93734)
Manually annotated by BRENDA team
Martin, C.; Tjallinks, G.; Trajkovic, M.; Fraaije, M.W.
Facile stereoselective reduction of prochiral ketones by using an F420-dependent alcohol dehydrogenase
ChemBioChem
22
156-159
2021
Methanoculleus thermophilus (O93734), Methanoculleus thermophilus
Manually annotated by BRENDA team