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Your query returned 6 entries. Printable version
EC | 1.14.14.40 | ||||
Accepted name: | phenylalanine N-monooxygenase | ||||
Reaction: | L-phenylalanine + 2 [reduced NADPH—hemoprotein reductase] + 2 O2 = (E)-phenylacetaldoxime + 2 [oxidized NADPH—hemoprotein reductase] + CO2 + 3 H2O (overall reaction) (1a) L-phenylalanine + [reduced NADPH—hemoprotein reductase] + O2 = N-hydroxy-L-phenylalanine + [oxidized NADPH—hemoprotein reductase] + H2O (1b) N-hydroxy-L-phenylalanine + [reduced NADPH—hemoprotein reductase] + O2 = N,N-dihydroxy-L-phenylalanine + [oxidized NADPH—hemoprotein reductase] + H2O (1c) N,N-dihydroxy-L-phenylalanine = (E)-phenylacetaldoxime + CO2 + H2O |
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Other name(s): | phenylalanine N-hydroxylase; CYP79A2 (gene name); CYP79D16 (gene name) | ||||
Systematic name: | L-phenylalanine,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (N-hydroxylating) | ||||
Comments: | This cytochrome P-450 (heme-thiolate) enzyme, found in plants, catalyses two successive N-hydroxylations of L-phenylalanine, a committed step in the biosynthesis of benzylglucosinolate and the cyanogenic glucosides (R)-prunasin and (R)-amygdalin. The product of the two hydroxylations, N,N-dihydroxy-L-phenylalanine, is labile and undergoes dehydration followed by decarboxylation, producing an oxime. It is still not known whether the decarboxylation is spontaneous or catalysed by the enzyme. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
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EC | 1.14.14.44 | ||||
Accepted name: | phenylacetaldehyde oxime monooxygenase | ||||
Reaction: | (E)-phenylacetaldehyde oxime + [reduced NADPH—hemoprotein reductase] + O2 = (R)-mandelonitrile + [oxidized NADPH—hemoprotein reductase] + 2 H2O (overall reaction) (1a) (E)-phenylacetaldehyde oxime = (Z)-phenylacetaldehyde oxime (1b) (Z)-phenylacetaldehyde oxime = phenylacetonitrile + H2O (1c) phenylacetonitrile + [reduced NADPH—hemoprotein reductase] + O2 = (R)-mandelonitrile + [oxidized NADPH—hemoprotein reductase] + H2O |
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Glossary: | (R)-mandelonitrile = (2R)-hydroxy(phenyl)acetonitrile | ||||
Other name(s): | CYP71AN24 (gene name) | ||||
Systematic name: | (E)-phenylacetaldehyde oxime,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase | ||||
Comments: | This cytochrome P-450 (heme-thiolate) enzyme is involved in the biosynthesis of the cyanogenic glucosides (R)-prunasin and (R)-amygdalin. It catalyses three different activities - isomerization of the (E) isomer to the (Z) isomer, dehydration, and C-hydroxylation. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
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EC | 2.4.1.354 | ||||
Accepted name: | (R)-mandelonitrile β-glucosyltransferase | ||||
Reaction: | UDP-α-D-glucose + (R)-mandelonitrile = UDP + (R)-prunasin | ||||
Glossary: | (R)-mandelonitrile = (2R)-hydroxy(phenyl)acetonitrile (R)-prunasin = (2R)-(β-D-glucosyloxy)(phenyl)acetonitrile |
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Other name(s): | UGT85A19 (gene name) | ||||
Systematic name: | UDP-α-D-glucose:(R)-mandelonitrile β-D-glucosyltransferase (configuration-inverting) | ||||
Comments: | The enzyme, characterized from Prunus dulcis (almond), is involved in the biosynthesis of the cyanogenic glycosides (R)-prunasin and (R)-amygdalin. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc | ||||
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EC | 3.2.1.117 | ||||
Accepted name: | amygdalin β-glucosidase | ||||
Reaction: | (R)-amygdalin + H2O = (R)-prunasin + D-glucose | ||||
Other name(s): | amygdalase; amygdalinase; amygdalin hydrolase; amygdalin glucosidase | ||||
Systematic name: | amygdalin β-D-glucohydrolase | ||||
Comments: | Highly specific; does not act on prunasin, linamarin, gentiobiose or cellobiose (cf. EC 3.2.1.21 β-glucosidase). | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 51683-43-3 | ||||
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EC | 3.2.1.118 | ||||
Accepted name: | prunasin β-glucosidase | ||||
Reaction: | (R)-prunasin + H2O = D-glucose + mandelonitrile | ||||
Other name(s): | prunasin hydrolase | ||||
Systematic name: | prunasin β-D-glucohydrolase | ||||
Comments: | Highly specific; does not act on amygdalin, linamarin or gentiobiose. (cf. EC 3.2.1.21 β-glucosidase). | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 9023-41-0 | ||||
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EC | 3.2.1.119 | ||||
Accepted name: | vicianin β-glucosidase | ||||
Reaction: | (R)-vicianin + H2O = mandelonitrile + vicianose | ||||
Other name(s): | vicianin hydrolase | ||||
Systematic name: | (R)-vicianin β-D-glucohydrolase | ||||
Comments: | Also hydrolyses, more slowly, (R)-amygdalin and (R)-prunasin, but not gentiobiose, linamarin or cellobiose. | ||||
Links to other databases: | BRENDA, EXPASY, KEGG, MetaCyc, CAS registry number: 91608-93-4 | ||||
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