Information on EC 4.2.1.98 - 16alpha-hydroxyprogesterone dehydratase:

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The expected taxonomic range for this enzyme is: Eubacterium sp.


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EC NUMBERCOMMENTARY
4.2.1.98-

RECOMMENDED NAMEGeneOntology No.
16alpha-hydroxyprogesterone dehydrataseGO:0047455

REACTIONREACTION DIAGRAMCOMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
16alpha-Hydroxyprogesterone = 16,17-didehydroprogesterone + H2O
show the reaction diagram
----
16alpha-Hydroxyprogesterone = 16,17-didehydroprogesterone + H2O
show the reaction diagram
-Eubacterium sp.-5942
16alpha-Hydroxyprogesterone = 16,17-didehydroprogesterone + H2O
show the reaction diagram
-Eubacterium sp. 144--

REACTION TYPEORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
C-O bond cleavage by elimination of water----
C-O bond cleavage by elimination of waterEubacterium sp.--5942
C-O bond cleavage by elimination of waterEubacterium sp. 144---

PATHWAYKEGG LinkMetaCyc Link
No entries in this field

SYSTEMATIC NAMEIUBMB Comments
16alpha-hydroxyprogesterone hydro-lyase (16,17-didehydroprogesterone-forming)16alpha-Hydroxypregnenolone is also a substrate.

SYNONYMSORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
16-dehydroprogesterone reductaseEubacterium sp.--5942
16-dehydroprogesterone reductaseEubacterium sp. 144---
16alpha-dehydroxylaseEubacterium sp.--5942
16alpha-Hydroxyprogesterone dehydroxylase----
16alpha-Hydroxyprogesterone dehydroxylaseEubacterium sp.--5942
16alpha-Hydroxyprogesterone dehydroxylaseEubacterium sp. 144---
Dehydroxylase, hydroxy steroid 16alpha----
Dehydroxylase, hydroxy steroid 16alphaEubacterium sp.--5942
Dehydroxylase, hydroxy steroid 16alphaEubacterium sp. 144---
dehydroxylase, hydroxy steroid 16alpha-Eubacterium sp.--5942
Hydroxyprogesterone dehydroxylase----
Hydroxyprogesterone dehydroxylaseEubacterium sp.--5942
Hydroxyprogesterone dehydroxylaseEubacterium sp. 144---
reductase, 16-dehydroprogesteroneEubacterium sp.--5942
reductase, 16-dehydroprogesteroneEubacterium sp. 144---

CAS REGISTRY NUMBERCOMMENTARY
89287-36-5-

ORGANISMCOMMENTARYLITERATURESEQUENCE CODESEQUENCE DB SOURCE
Eubacterium sp.-5942, 5943, 5944, 5945, 648460, 648461, 656636, 5943--Manually annotated by BRENDA team
Eubacterium sp. 144-5942, 5943, 5944, 5945, 648460, 648461, 656636--Manually annotated by BRENDA team

GENERAL INFORMATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SUBSTRATEPRODUCT                      REACTION DIAGRAMORGANISM UNIPROT ACCESSION NO. COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
16-dehydroprogesterone + H2O16alpha-hydroxyprogesterone
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144-pyruvate or sodium dithionite serve as electron donors, both reactions require methylviologen as electron carrier648460--?
16alpha-HydroxypregnanoloneIso-pregnanolone
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144--5943-5943-
16alpha-Hydroxypregnenolone?
show the reaction diagram
Eubacterium sp.--5945---
16alpha-Hydroxypregnenolone?
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144-activity is slight less than with 16alpha-hydroxyprogesterone5944---
16alpha-Hydroxypregnenolone?
show the reaction diagram
Eubacterium sp. 144--5945---
16alpha-hydroxypregnenolone16-dehydropregnenolone + H2O
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144--5945--?
16alpha-hydroxypregnenolonesolasodin + H2O
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144--5944--?
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp.--5942---
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp.--5943-5943-
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp.--5945---
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp.-r, in the reverse reaction the enzyme is only 15% as active as in the forward reaction5944-5944-
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp. 144--5942---
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp. 144--5943-5943-
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp. 144-r, in the reverse reaction the enzyme is only 15% as active as in the forward reaction5944-5944-
16alpha-Hydroxyprogesterone16-Dehydroprogesterone
show the reaction diagram
Eubacterium sp. 144--5945---
16alpha-hydroxyprogesterone?
show the reaction diagram
Eubacterium sp.-inducible enzyme5942--?
16alpha-hydroxyprogesterone?
show the reaction diagram
Eubacterium sp. 144-inducible enzyme5942--?
16alpha-hydroxyprogesterone16,17-didehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp.--5943--?
16alpha-hydroxyprogesterone16,17-didehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp.--648461--r
16alpha-hydroxyprogesterone16,17-didehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp.-pyruvate or Na dithionite serve as electron donor and both reactions require methyl viologen as an electron carrier656636--?
16alpha-hydroxyprogesterone16,17-didehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp. 144--5943--?
16alpha-hydroxyprogesterone16,17-didehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp. 144--648461--r
16alpha-hydroxyprogesterone16,17-didehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp. 144-pyruvate or Na dithionite serve as electron donor and both reactions require methyl viologen as an electron carrier656636--?
16alpha-hydroxyprogesterone16dehydroprogesterone + H2O
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144--5945--?
16alpha-hydroxyprogesteroneDELTA16-progesterone + H2O
show the reaction diagram
Eubacterium sp.-in the hydration direction the enzyme is only 15% as active as in the dehdyration direction5944--r
DELTA16-Progesterone?
show the reaction diagram
Eubacterium sp., Eubacterium sp. 144--5944---

NATURAL SUBSTRATESNATURAL PRODUCTSREACTION DIAGRAMORGANISM UNIPROT ACCESSION NO.COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
No entries in this field

COFACTORORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATUREIMAGE
No entries in this field

METALS and IONS ORGANISM UNIPROT ACCESSION NO.COMMENTARY LITERATURE
No entries in this field

INHIBITORSORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
16-KetoprogesteroneEubacterium sp.-; competitive with respect to 16alpha-hydroxypregnenolone and 16alpha-hydroxyprogesterone5945 2D-image
16alpha-hydroxypregnenoloneEubacterium sp.-substrate inhibition at high concentrations5945 2D-image
butanolEubacterium sp.--5944 2D-image
Cetyltrimethylammonium bromideEubacterium sp.-; no inhibition by NaBr5945 2D-image
HgCl2Eubacterium sp.-; 0.1 mM, 87% inhibition5944 2D-image
iodoacetic acidEubacterium sp.-slight5944 2D-image
n-butanolEubacterium sp.--5944 2D-image
n-PropanolEubacterium sp.--5944 2D-image
NEMEubacterium sp.-slight5944 2D-image
PCMBEubacterium sp.-0.5 mM, 50% inhibition5944 2D-image
PropanolEubacterium sp.--5944 2D-image
RifampicinEubacterium sp.--5942 2D-image
RifampinEubacterium sp.-i.e. rifampicin5942 2D-image
Sulfhydryl reagentEubacterium sp.--648460-
Sulfhydryl reagentsEubacterium sp.--656636 2D-image
Tris-HClEubacterium sp.-at pH above 7648460 2D-image
Tris-HClEubacterium sp.-at pH above 7.0656636 2D-image
IsopropanolEubacterium sp.--5944 2D-image
additional informationEubacterium sp.-not inhibited by inhibitors of electron transport reactions or metal chelators648460-

ACTIVATING COMPOUNDORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
methanolEubacterium sp.-active at 15-30% v/v methanol with an optimal concentration of 25%5944 2D-image
SDSEubacterium sp.-0.05%, about 7fold stimulation; 0.1%, stimulates5945 2D-image

KM VALUE [mM]KM VALUE [mM] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.25-16alpha-hydroxypregnenoloneEubacterium sp.--5945 2D-image
0.52-16alpha-hydroxyprogesteroneEubacterium sp.-; pH 6.85945 2D-image
0.56-16alpha-hydroxyprogesteroneEubacterium sp.-; pH 6.8, 37C5944 2D-image

TURNOVER NUMBER [1/s] TURNOVER NUMBER MAXIMUM[1/s] SUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

kcat/KM VALUE [1/mMs-1]kcat/KM VALUE [1/mMs-1] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

Ki VALUE [mM]Ki VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.08-16-KetoprogesteroneEubacterium sp.-pH 6.8, reaction with 16alpha-hydroxyprogesterone5945 2D-image
0.18-16-KetoprogesteroneEubacterium sp.-pH 6.8, reaction with 16alpha-hydroxypregnenolone5945 2D-image

IC50 VALUE [mM]IC50 VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

SPECIFIC ACTIVITY [µmol/min/mg] SPECIFIC ACTIVITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
0.7-Eubacterium sp.--5945
0.7094-Eubacterium sp.--5945

pH OPTIMUMpH MAXIMUMORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
58.5Eubacterium sp.-activity is unaffected by pH in potassium phosphate buffer over the range pH 5.0-8.5656636
5.88Eubacterium sp.-the enzyme exhibits a broad pH range without a distinct pH-optimum5944

pH RANGEpH RANGE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
58.5Eubacterium sp.-enzyme activity is not affected over this range in potassium phosphate buffer, but is inhibited by Tris-HCl buffer at pH above 7.0648460
5.88Eubacterium sp.-broad pH-range without a distinct pH-optimum; the enzyme exhibits a broad pH range without a distinct pH-optimum. Above pH 8.5 the activity decreases and is undetectable at pH 10.05944

TEMPERATURE OPTIMUMTEMPERATURE OPTIMUM MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
4045Eubacterium sp.--5944

TEMPERATURE RANGE TEMPERATURE MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
3550Eubacterium sp.-35C: about 65% of maximal activity, 50C: about 40% of maximal activity5944

pI VALUEpI VALUE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SOURCE TISSUE ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE SOURCE
No entries in this field

LOCALIZATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY GeneOntology No. LITERATURE SOURCE
cytoplasmEubacterium sp.-40% activity in cytoplasmic, 20% in membrane fractions of crude cell extract5737648460Manually annotated by BRENDA team
cytoplasmEubacterium sp.-40% of the activity5737656636Manually annotated by BRENDA team
cytoplasmEubacterium sp. 144-40% activity in cytoplasmic, 20% in membrane fractions of crude cell extract; 40% of the activity5737-Manually annotated by BRENDA team
membraneEubacterium sp.-40% activity in cytoplasmic, 20% in membrane fractions of crude cell extract16020648460Manually annotated by BRENDA team
membraneEubacterium sp.-20% of the activity16020656636Manually annotated by BRENDA team
membraneEubacterium sp. 144-20% of the activity; 40% activity in cytoplasmic, 20% in membrane fractions of crude cell extract16020-Manually annotated by BRENDA team

PDBSCOPCATHORGANISM
No entries in this field

MOLECULAR WEIGHT MOLECULAR WEIGHT MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
181000-Eubacterium sp.-active in two molecular weight forms, gel filtration; tetrameric form, gel filtration5945
285000-Eubacterium sp.-gel filtration5944
326000-Eubacterium sp.-active in two molecular weight forms, gel filtration; octameric form, gel filtration5945

SUBUNITS ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
?Eubacterium sp.-x * 42400, SDS-PAGE5945
?Eubacterium sp. 144-x * 42400, SDS-PAGE-
octamerEubacterium sp.-8 * 42400, the enzyme is functional as tetramer and as octamer, SDS-PAGE5945
octamerEubacterium sp. 144-8 * 42400, the enzyme is functional as tetramer and as octamer, SDS-PAGE-
tetramerEubacterium sp.-4 * 42400, the enzyme is functional as tetramer and as octamer, SDS-PAGE5945
tetramerEubacterium sp. 144-4 * 42400, the enzyme is functional as tetramer and as octamer, SDS-PAGE-

POSTTRANSLATIONAL MODIFICATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

Crystallization/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

pH STABILITYpH STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

TEMPERATURE STABILITYTEMPERATURE STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
60-Eubacterium sp.-10 min, stable5944
65-Eubacterium sp.-10 min, 70% inactivation; 6 min, 70% loss of activity5944

GENERAL STABILITYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

ORGANIC SOLVENT ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
MethanolEubacterium sp.-high tolerance to5944
MethanolEubacterium sp. 144-high tolerance to-

OXIDATION STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

STORAGE STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

Purification/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
-Eubacterium sp.-5945

Cloned/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

EXPRESSION ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

ENGINEERINGORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

Renatured/COMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

APPLICATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

REF. AUTHORS TITLE JOURNAL VOL. PAGES YEAR ORGANISM (UNIPROT ACCESSION NO.)LINK TO PUBMEDSOURCE
5942Glass, T.L.; Burley, C.Z.Biotransformation of 16-dehydroprogesterone by the intestinal anaerobic bacterium, Eubacterium sp. 144J. Steroid Biochem.2165-721984Eubacterium sp. 144, Eubacterium sp. PubMed
5943Winter, J.; O'Rourke, S.; Bokkenheuser, V.D.; Hylemon, P.B.; Glass, T.L.16alpha-Dehydration of corticoids by bacteria isolated from rat fecal floraJ. Steroid Biochem.16231-2371982Eubacterium sp. 144, Eubacterium sp. PubMed
5944Glass, T.L.; Lamppa, R.S.; Hylemon, P.B.Characterization of 16alpha-hydroxyprohgesterone dehydroxylase in cell extracts of the intestinal anaerobic bacterium Eubacterium sp. 144Biochim. Biophys. Acta79259-641984Eubacterium sp., Eubacterium sp. 144-
5945Glass, T.L.; Lamppa, R.S.Purification and properties of 16alpha-hydroxyprogesterone dehydroxylase from Eubacterium sp. Strain 144Biochim. Biophys. Acta837103-1101985Eubacterium sp. 144, Eubacterium sp. PubMed
648460Watkins, W.E.; Glass, T.L.Characteristics of 16-dehydroprogesterone reductase in cell extracts of the intestinal anaerobe, Eubacterium sp. strain 144J. Steroid Biochem. Mol. Biol.38257-2631991Eubacterium sp. 144, Eubacterium sp. PubMed
648461Glass, T.L.; Burley, C.Z.Stimulation of 16-dehydroprogesterone and progesterone reductases of Eubacterium sp. strain 144 by hemin and hydrogen or pyruvateAppl. Environ. Microbiol.491146-11531985Eubacterium sp. 144, Eubacterium sp. PubMed
656636Watkins, W.E.; Glass, T.L.Characteristics of 16-dehydroprogesterone reductase in cell extracts of the intestinal anaerobe, Eubacterium sp. strain 144J. Steroid Biochem.38257-2631991Eubacterium sp. 144, Eubacterium sp. PubMed

LINKS TO OTHER DATABASES (specific for EC-Number 4.2.1.98)
ExplorEnz
ExPASy
KEGG
MetaCyc
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)