1.1.1.396: bacteriochlorophyllide a dehydrogenase
This is an abbreviated version!
For detailed information about bacteriochlorophyllide a dehydrogenase, go to the full flat file.
Reaction
Synonyms
2-desacetyl-2-hydroxyethyl bacteriochlorophyllide a dehydrogenase, 3-hydroxyethyl bacteriochlorophyllide a dehydrogenase, bchC, BchC oxidoreductase, oxidoreductase BchC
ECTree
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Substrates Products
Substrates Products on EC 1.1.1.396 - bacteriochlorophyllide a dehydrogenase
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REACTION DIAGRAM
2-devinyl-2-(1-hydroxyethyl)chlorophyllide a + NAD+
2-acetyl-2-devinylchlorophyllide a + NADH + H+
3(1)R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
3-(hydroxy)ethyl-13-hydroxy-pheophorbide a + NAD+
3-acetyl-13-hydroxy-pheophorbide a + NADH + H+
3-deacetyl-3-(1-hydroxyethyl)bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
3-devinyl-3-(1-hydroxyethyl)chlorophyllide a + NAD+
3-acetyl-3-devinylchlorophyllide a + NADH + H+
31R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
bacteriochlorophyllide a + NADH + H+
3(1)R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
zinc 3-(1-hydroxyethyl)-pheophorbide + NAD+
zinc 3-acetyl-(1-hydroxyethyl)-pheophorbide + NADH + H+
2-acetyl-2-devinylchlorophyllide a + NADH + H+
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?
2-devinyl-2-(1-hydroxyethyl)chlorophyllide a + NAD+
2-acetyl-2-devinylchlorophyllide a + NADH + H+
Cereibacter sphaeroides NCIB 8253
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?
bacteriochlorophyllide a + NADH + H+
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r
3(1)R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
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r
3-acetylchlorophyllide a + NADH + H+
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r
3(1)R-3-(1-hydroxyethyl)-chlorophyllide a + NAD+
3-acetylchlorophyllide a + NADH + H+
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r
3-acetyl-13-hydroxy-pheophorbide a + NADH + H+
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?
3-(hydroxy)ethyl-13-hydroxy-pheophorbide a + NAD+
3-acetyl-13-hydroxy-pheophorbide a + NADH + H+
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?
3(1)R-3-(1-hydroxyethyl)-chlorophyllide a + NAD+
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r
3-acetylchlorophyllide a + NADH + H+
3(1)R-3-(1-hydroxyethyl)-chlorophyllide a + NAD+
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r
bacteriochlorophyllide a + NADH + H+
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?
3-deacetyl-3-(1-hydroxyethyl)bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
Cereibacter sphaeroides NCIB 8253
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?
3-deacetyl-3-(1-hydroxyethyl)bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
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?
3-deacetyl-3-(1-hydroxyethyl)bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
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?
3-acetyl-3-devinylchlorophyllide a + NADH + H+
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?
3-devinyl-3-(1-hydroxyethyl)chlorophyllide a + NAD+
3-acetyl-3-devinylchlorophyllide a + NADH + H+
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?
bacteriopheophorbide a + NADH + H+
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?
3-hydroxyethyl chlorophyllide a + NAD+
bacteriopheophorbide a + NADH + H+
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?
bacteriochlorophyllide a + NADH + H+
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?
31R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
bacteriochlorophyllide a + NADH + H+
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?
3-acetylchlorophyllide a + NADH + H+
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?
31R-3-(1-hydroxyethyl)-chlorophyllide a + NAD+
3-acetylchlorophyllide a + NADH + H+
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?
3(1)R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
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r
bacteriochlorophyllide a + NADH + H+
3(1)R-3-(1-hydroxyethyl)-bacteriochlorophyllide a + NAD+
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r
3-hydroxyethyl-bacteriopheophorbide a + NADH + H+
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?
bacteriopheophorbide a + NAD+
3-hydroxyethyl-bacteriopheophorbide a + NADH + H+
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?
zinc 3-acetyl-(1-hydroxyethyl)-pheophorbide + NADH + H+
the R-epimer is consumed as a substrate to a greater extent than is the S-epimer. The R-epimer is consumed as a substrate in the reverse reaction to a greater extent than is the S-epimer
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r
zinc 3-(1-hydroxyethyl)-pheophorbide + NAD+
zinc 3-acetyl-(1-hydroxyethyl)-pheophorbide + NADH + H+
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the R-epimer is consumed as a substrate to a greater extent than is the S-epimer. The R-epimer is consumed as a substrate in the reverse reaction to a greater extent than is the S-epimer
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r
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no activity with 3-hydroxyethyl-bacteriochlorophyll a
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additional information
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no activity with 3-hydroxyethyl-bacteriochlorophyll a
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additional information
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BchC preferentially oxidizes 31R-3-(1-hydroxyethyl)-chlorophyllide a and 31R-3-(1-hydroxyethyl)-bacteriochlorophyllide a in the presence of NAD+ to 3-acetylchlorophyllide a and bacteriochlorophyllide a, respectively, leaving the unreacted 31S-epimers. In the reverse reaction, BchC with NADH predominately produces 31R-epimeric alcohols from the 3-acetyl-(bacterio)chlorins. 31R-selectivity, overview. While most naturally occurring (B)Chls including BChl a have a magnesium ion at the center of the cyclic tetrapyrrole ring, zinc-chelated BChl a has been found in some organisms. BchC exhibits oxidation activity on zinc 3-(1-hydroxyethyl)-pheophorbide (Zn-3HE-Pheide) a, albeit at a low level, where the R-epimer is consumed as a substrate to a greater extent than is the S-epimer. The reduction of Zn-3Ac-Pheide a by BchC in the presence of NADH is also observed, predominantly producing the R-epimer of Zn-3HE-Pheide a. The chlorin pigments lacking a central metal, 3HE-Pheide a and 3Ac-Pheide a, are not suitable for substrates of BchC in the presence of NAD+ or NADH, respectively. Thus, the central metal atoms, Mg and Zn, in the substrates are necessary for BchC-catalyzed reaction. Determination of the 31-stereochemistry of 3HEChlide a and 3HE-BChlide a, overview
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additional information
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BchC preferentially oxidizes 31R-3-(1-hydroxyethyl)-chlorophyllide a and 31R-3-(1-hydroxyethyl)-bacteriochlorophyllide a in the presence of NAD+ to 3-acetylchlorophyllide a and bacteriochlorophyllide a, respectively, leaving the unreacted 31S-epimers. In the reverse reaction, BchC with NADH predominately produces 31R-epimeric alcohols from the 3-acetyl-(bacterio)chlorins. 31R-selectivity, overview. While most naturally occurring (B)Chls including BChl a have a magnesium ion at the center of the cyclic tetrapyrrole ring, zinc-chelated BChl a has been found in some organisms. BchC exhibits oxidation activity on zinc 3-(1-hydroxyethyl)-pheophorbide (Zn-3HE-Pheide) a, albeit at a low level, where the R-epimer is consumed as a substrate to a greater extent than is the S-epimer. The reduction of Zn-3Ac-Pheide a by BchC in the presence of NADH is also observed, predominantly producing the R-epimer of Zn-3HE-Pheide a. The chlorin pigments lacking a central metal, 3HE-Pheide a and 3Ac-Pheide a, are not suitable for substrates of BchC in the presence of NAD+ or NADH, respectively. Thus, the central metal atoms, Mg and Zn, in the substrates are necessary for BchC-catalyzed reaction. Determination of the 31-stereochemistry of 3HEChlide a and 3HE-BChlide a, overview
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additional information
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no activity with 3-hydroxyethyl-bacteriochlorophyll a
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additional information
?
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BchC preferentially oxidizes 31R-3-(1-hydroxyethyl)-chlorophyllide a and 31R-3-(1-hydroxyethyl)-bacteriochlorophyllide a in the presence of NAD+ to 3-acetylchlorophyllide a and bacteriochlorophyllide a, respectively, leaving the unreacted 31S-epimers. The enzyme catalyzes both the oxidation of 3HE to 3Ac and the reduction of 3Ac to 3HE, the reverse reaction. In the reverse reaction, BchC with NADH predominately produces 31R-epimeric alcohols from the 3-acetyl-(bacterio)chlorins. 31R-selectivity, overview. While most naturally occurring (B)Chls including BChl a have a magnesium ion at the center of the cyclic tetrapyrrole ring, zinc-chelated BChl a has been found in some organisms. BchC exhibits oxidation activity on zinc 3-(1-hydroxyethyl)-pheophorbide (Zn-3HE-Pheide) a, albeit at a low level, where the R-epimer is consumed as a substrate to a greater extent than is the S-epimer. The reduction of Zn-3Ac-Pheide a by BchC in the presence of NADH is also observed, predominantly producing the R-epimer of Zn-3HE-Pheide a. The chlorin pigments lacking a central metal, 3HE-Pheide a and 3Ac-Pheide a, are not suitable for substrates of BchC in the presence of NAD+ or NADH, respectively. Thus, the central metal atoms, Mg and Zn, in the substrates are necessary for BchC-catalyzed reaction. Determination of the 31-stereochemistry of 3HEChlide a and 3HE-BChlide a, overview
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