4.1.99.14: spore photoproduct lyase
This is an abbreviated version!
For detailed information about spore photoproduct lyase, go to the full flat file.
Word Map on EC 4.1.99.14
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4.1.99.14
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photoproducts
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thymine
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5-thyminyl-5,6-dihydrothymine
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s-adenosylmethionine
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endospores
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uv-irradiated
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5\'-deoxyadenosyl
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thymine-thymine
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spla
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5'-deoxyadenosine
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h-atoms
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beta-scission
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photolyases
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sp-containing
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cxxxcxxc
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deoxyadenosyl
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thiyl
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photolesion
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forespore
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radical-based
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spore-specific
-
analysis
- 4.1.99.14
- photoproducts
- thymine
- 5-thyminyl-5,6-dihydrothymine
- s-adenosylmethionine
- endospores
-
uv-irradiated
-
5\'-deoxyadenosyl
-
thymine-thymine
- spla
- 5'-deoxyadenosine
-
h-atoms
-
beta-scission
-
photolyases
-
sp-containing
-
cxxxcxxc
-
deoxyadenosyl
-
thiyl
-
photolesion
-
forespore
-
radical-based
-
spore-specific
- analysis
Reaction
Synonyms
Bs SP lyase, Bs SPL, Ca SP lyase, Gt SP lyase, Gt SPL, GTNG_2348, More, SP lyase, SPL, SPL(Ca), spl-1, SplB, SplG, spore photoproduct lyase
ECTree
4.1.99.14 spore photoproduct lyaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 4.1.99.14 - spore photoproduct lyase
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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
(5''R)-alpha-5''(6''H)-bithymine + S-adenosyl-L-methionine
thymidylyl-(3'-5')-thymidylate + 5'-deoxyadenosine + L-methionine
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'-5')-thymidylate
-
the enzyme establishes a complex radical transfer cascade and creates a cysteine and a tyrosyl radical dyade to establish repair. This allows the enzyme to solve topological and energetic problems associated with the radical based repair reaction
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine + S-adenosyl-L-methionine
thymidylyl-(3'->5')-thymidylate + 5'-deoxyadenosine + L-methionine
(5R)-CH2-spore photoproduct + S-adenosyl-L-methionine
?
-
a dinucleotide spore photodroduct isostere (5R)-CH2SP is prepared, which contains a neutral CH2 moiety between the two thymine residues instead of a phosphate. ROESY spectroscopic, DFT computational, and enzymatic studies of this (5R)-CH2SP compound prove that it possesses similar properties with the (5R) spore photoproduct species
-
-
?
(5S)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA)
thymidylyl-(3'-5')-thymidylate (in DNA)
-
assay with a synthetic dinucleotide SP lesion substrate and with smallDNAsingle strands, which contain one SP lesion at a defined site
-
-
?
5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA)
thymidylyl-(3'-5')-thymidylate (in DNA)
-
-
-
-
?
5-(alpha-thyminyl)-5,6-dihydrothymidine
thymidylyl-(3'-5')-thymidylate
-
the enzyme repairs 5-(alpha-thyminyl)-5,6-dihydrothymidine in DNA
-
-
?
5-thyminyl-5,6 dihydrothymine + S-adenosyl-L-methionine
thymidylyl-(3'-5')-thymidylate + 5'-deoxyadenosine + L-methionine
(5''R)-alpha-5''(6''H)-bithymine + S-adenosyl-L-methionine
thymidylyl-(3'-5')-thymidylate + 5'-deoxyadenosine + L-methionine
-
SPL repairs specifically the 5R isomer. (5''R)-alpha-5''(6''H)-bithymine is the diastereomer produced upon UV irradiation of a TpT dinucleotide
-
-
?
(5''R)-alpha-5''(6''H)-bithymine + S-adenosyl-L-methionine
thymidylyl-(3'-5')-thymidylate + 5'-deoxyadenosine + L-methionine
-
SPL repairs specifically the 5R isomer
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
-
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
i.e. spore photoproduct, an in situ monomerization
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
the reaction is highly stereo-selective
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
-
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
the reaction is highly stereo-selective
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
-
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
i.e. spore photoproduct, an in situ monomerization
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
-
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
Clostridium acetobutylicum ATCC 824 / DSM 792 / JCM 1419 / LMG 5710 / VKM B-1787
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine
thymidylyl-(3'->5')-thymidylate
in double-helical DNA
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
-
-
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
-
-
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
-
the reduced enzyme rapidly and completely repairs the 5R-diastereomer of a synthetic dinucleotide SP, whereas no repair occurs with the 5S-diastereomer
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
-
-
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
-
the reduced enzyme rapidly and completely repairs the 5R-diastereomer of a synthetic dinucleotide SP, whereas no repair occurs with the 5S-diastereomer
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine (in double helical DNA) + S-adenosyl-L-methionine + 2 H+
thymidylyl-(3'-5')-thymidylate (in DNA) + 5'-deoxyadenosine + L-methionine
-
assay with a synthetic dinucleotide SP lesion substrate and with smallDNAsingle strands, which contain one SP lesion at a defined site
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine + S-adenosyl-L-methionine
thymidylyl-(3'->5')-thymidylate + 5'-deoxyadenosine + L-methionine
-
no repair is observed for the (5S) diasteroisomer
-
-
?
(5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine + S-adenosyl-L-methionine
thymidylyl-(3'->5')-thymidylate + 5'-deoxyadenosine + L-methionine
-
no repair is observed for the (5S) diasteroisomer
-
-
?
5-thyminyl-5,6 dihydrothymine + S-adenosyl-L-methionine
thymidylyl-(3'-5')-thymidylate + 5'-deoxyadenosine + L-methionine
-
-
-
-
?
5-thyminyl-5,6 dihydrothymine + S-adenosyl-L-methionine
thymidylyl-(3'-5')-thymidylate + 5'-deoxyadenosine + L-methionine
-
via organic synthesis and DNA photochemistry, the two H-atoms at the C6 carbon (6-HproS or 6-HproR position) are selectively labeled with a deuterium in a dinucleotide spore photoproduct TpT substrate. Monitoring the deuterium migration in enzyme catalysis reveals that it is the 6-HproR atom of spore photoproduct that is abstracted by the 5'-dA radical. The abstracted deuterium is not returned to the resulting TpT after enzymatic catalysis, an H-atom from the aqueous buffer is incorporated into TpT instead
-
-
?
additional information
?
-
-
the (5R)-5,6-dihydro-5-(thymidin-7-yl)thymidine lesion does not absolutely need to be contained within a single or double-stranded DNA for recognition and repaired by the enzyme
-
-
?
additional information
?
-
-
the enzyme recognizes and repairs a range of spore photoproduct containing DNA substrates, ranging from dinucleotide and dinucleoside spore photoproduct to spore photoproduct containing single- and double-stranded DNA. The fastest reaction rate employs a single-stranded spore photoproduct containing GGSPGG 6-mer as the substrate, while the double-stranded spore photoproduct-containing plasmid DNA also supports a fast repair reaction
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-
?
additional information
?
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DNA conformation during in vivo repair and dinucleotide SP TpT flipping process, overview
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-
?
additional information
?
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SP-containing (prepared via UV irradiation) pUC 18 plasmid or Escherichia coli genomic DNA is used as the substrate, or synthesized SP TpT or SP TT-containing 10-mer, 13-mer and 20-mer ss/ds oligonucleotides are used. Stable isotope dilution mass spectrometry (SID-MRM-MS) substrate and product analysis, enzyme substrate specificity and activity analysis, overview. Spore photoproduct within DNA is a surprisingly poor substrate for its designated repair enzyme, the spore photoproduct lyase. Minor DNA conformational changes induced by SP TpT may explain low SPL activity in vitro. Slow SP TT repair may also be due to small conformational changes
-
-
?
additional information
?
-
-
the enzyme recognizes and repairs a range of spore photoproduct containing DNA substrates, ranging from dinucleotide and dinucleoside spore photoproduct to spore photoproduct containing single- and double-stranded DNA. The fastest reaction rate employs a single-stranded spore photoproduct containing GGSPGG 6-mer as the substrate, while the double-stranded spore photoproduct-containing plasmid DNA also supports a fast repair reaction
-
-
?
additional information
?
-
SP-containing (prepared via UV irradiation) pUC 18 plasmid or Escherichia coli genomic DNA is used as the substrate, or synthesized SP TpT or SP TT-containing 10-mer, 13-mer and 20-mer ss/ds oligonucleotides are used. Stable isotope dilution mass spectrometry (SID-MRM-MS) substrate and product analysis, enzyme substrate specificity and activity analysis, overview. Spore photoproduct within DNA is a surprisingly poor substrate for its designated repair enzyme, the spore photoproduct lyase. Minor DNA conformational changes induced by SP TpT may explain low SPL activity in vitro. Slow SP TT repair may also be due to small conformational changes
-
-
?
additional information
?
-
DNA conformation during in vivo repair and dinucleotide SP TpT flipping process, overview
-
-
?
additional information
?
-
solution phase dynamics of the DNA repair enzyme spore photoproduct lyase as probed by H/D exchange with HDX as a probe to explore the solution phase conformational dynamics in SPL upon binding to undamaged DNA and dinucleotide 5R-SPTpT and dinucleoside 5R-SP substrates. A 6-mer oligonucleotide, 5'-GCAAGT-3', is used as substrate, which is cleaved to and complement 5'-ACT and TGC-3', overview. Mass spectrometric substrate and product analyses. Enzyme SPL has low affinity for substrate or DNA in the absence of S-adenosyl-L-methionine
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-
?
additional information
?
-
substrate and product analysis by mass spectrometry
-
-
?
additional information
?
-
-
substrate and product analysis by mass spectrometry
-
-
?
additional information
?
-
Clostridium acetobutylicum ATCC 824 / DSM 792 / JCM 1419 / LMG 5710 / VKM B-1787
solution phase dynamics of the DNA repair enzyme spore photoproduct lyase as probed by H/D exchange with HDX as a probe to explore the solution phase conformational dynamics in SPL upon binding to undamaged DNA and dinucleotide 5R-SPTpT and dinucleoside 5R-SP substrates. A 6-mer oligonucleotide, 5'-GCAAGT-3', is used as substrate, which is cleaved to and complement 5'-ACT and TGC-3', overview. Mass spectrometric substrate and product analyses. Enzyme SPL has low affinity for substrate or DNA in the absence of S-adenosyl-L-methionine
-
-
?
additional information
?
-
Clostridium acetobutylicum ATCC 824 / DSM 792 / JCM 1419 / LMG 5710 / VKM B-1787
substrate and product analysis by mass spectrometry
-
-
?
additional information
?
-
synthesis and DNA incorporation of a DNA SP lesion analogue lacking the phosphodiester backbone is reported. Repair studies show that the 5'-3' (5R) analogue, incorporated in oligonucleotides, is efficiently repaired
-
-
?
additional information
?
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DNA conformation during in vivo repair and dinucleotide SP TpT flipping process, overview
-
-
?
additional information
?
-
activity of the reconstituted wild-type enzyme and the enzyme mutants is measured using a 13-mer oligonucleotide containing the dinucleoside SP (5'-CAGCGGT-TGCAGG-3') as substrate, mass spectrometric poduct analysis, overview. The repair of the SP containing DNA leads to two oligonucleotides: the 7 mer (5'-CAGCGGT-3') and the 6 mer (5'-TGCAGG-3')
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-
?
additional information
?
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activity of the reconstituted wild-type enzyme and the enzyme mutants is measured using a 13-mer oligonucleotide containing the dinucleoside SP (5'-CAGCGGT-TGCAGG-3') as substrate, mass spectrometric poduct analysis, overview. The repair of the SP containing DNA leads to two oligonucleotides: the 7 mer (5'-CAGCGGT-3') and the 6 mer (5'-TGCAGG-3')
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-
?
additional information
?
-
DNA conformation during in vivo repair and dinucleotide SP TpT flipping process, overview
-
-
?
