Opine dehydrogenase

Opine dehydrogenase
Identifiers
EC no.1.5.1.28
CAS no.108281-02-3
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
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NCBIproteins

Opine dehydrogenase (EC 1.5.1.28) is an enzyme that catalyzes several chemical reactions involving a class of molecules called opines.[1][2] An example is:

2D representation of the chemical structure of Q27121572.
(1)
 
 
H2O
H+
Reversible left-right reaction arrow with minor forward substrate(s) from top left, minor forward product(s) to top right, minor reverse substrate(s) from bottom right and minor reverse product(s) to bottom left
H2O
H+
 
+ NADH +
 

The three substrates of this enzyme are an opine such as (2S)-2-[(R)-1-carboxyethylamino]pentanoic acid (1), oxidised nicotinamide adenine dinucleotide (NAD+), and water. When acting in the forward direction, the products in this example are L-norvaline, reduced NADH, pyruvic acid and a proton.[3][4]

The enzyme can also catalyse reactions that make opines by adding a molecule of pyruvic acid or other keto acids to L-amino acids. This includes making derivatives of L-methionine, L-isoleucine, L-valine, and L-phenylalanine.[2]

References

  1. ^ Asano Y, Yamaguchi K, Kondo K (1989). "A new NAD+-dependent opine dehydrogenase from Arthrobacter sp strain 1C". J. Bacteriol. 171 (8): 4466–71. doi:10.1128/jb.171.8.4466-4471.1989. PMC 210226. PMID 2753861.
  2. ^ a b Kato Y, Yamada H, Asano Y (1996). "Stereoselective synthesis of opine-type secondary amine carboxylic acids by a new enzyme opine dehydrogenase. Use of recombinant enzymes". J. Mol. Catal., B Enzym. 1 (3–6): 151–160. doi:10.1016/1381-1177(95)00011-9.
  3. ^ Enzyme 1.5.1.28 at KEGG Pathway Database.
  4. ^ Dairi T, Asano Y (1995). "Cloning, nucleotide sequencing, and expression of an opine dehydrogenase gene from Arthrobacter sp. strain 1C". Appl. Environ. Microbiol. 61 (8): 3169–71. Bibcode:1995ApEnM..61.3169D. doi:10.1128/aem.61.8.3169-3171.1995. PMC 167592. PMID 7487048.