Synonyms: sulfenate dehydrogenase, lachrymatory-factor synthase
Species: Petiveria alliacea
Subunit composition of sulfenic acid dehydrogenase = [lachrymatory-factor synthase α subunit]2[lachrymatory-factor synthase γ subunit][lachrymatory-factor synthase δ subunit]
The Amazonian medicinal plant Petiveria alliacea contains a unique sulfine lachrymator, (Z)-phenylmethanethial S-oxide, which is produced by a unique lachrymatory-factor synthase. The enzyme acts on phenylmethanesulfenate, which is produced by the (Z)-phenylmethanethial S-oxide alliinase from petiveriin [Musah09a].
Unlike the enzyme from onion, which was reported to contain only one type of subunit (of 19kDa), the enzyme from Petiveria alliacea is a heterotetrameric glycoprotein comprised of two α-subunits (68.8 kD each), one γ-subunit (22.5 kD), and one δ-subunit (11.9 kD). The α subunits are glycosylated and linked together by a disulfide bridge [Musah09a]. In addition, while the enzyme from onion is an isomerase that catalyzes the rearrangement of (E) 1-propenylsulfenate to (Z)-propanethial S-oxide, the enzyme from Petiveria alliacea is a dehydrogenase. Enzymatic activity was enhanced in the presence of NAD+ or NADP+, but not in the presnce of FAD of FMN | [He11].
Molecular Weight: 172.0 kD (experimental) [Musah09a]
pI: 5.2 [Musah09a]
Enzymatic reaction of: phenylmethanesulfenate dehydrogenase (sulfenic acid dehydrogenase)
Synonyms: (Z)-phenylmethanethial S-oxide synthase
EC Number: 1.1.1.M1phenylmethanesulfenate + NAD(P)+ → (Z)-phenylmethanethial S-oxide + NAD(P)H + H+
The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the Enzyme Commission system.
The reaction is favored in the direction shown.
In Pathways: (Z)-phenylmethanethial S-oxide biosynthesis
Molecular Weight: 68.8 kD (experimental) [Musah09a]
Molecular Weight: 22.5 kD (experimental) [Musah09a]
Molecular Weight: 11.9 kD (experimental) [Musah09a]
He11: He Q, Kubec R, Jadhav AP, Musah RA (2011). "First insights into the mode of action of a "lachrymatory factor synthase" - Implications for the mechanism of lachrymator formation in Petiveria alliacea, Allium cepa and Nectaroscordum species." Phytochemistry 72(16);1939-46. PMID: 21840558
Musah09a: Musah RA, He Q, Kubec R (2009). "Discovery and characterization of a novel lachrymatory factor synthase in Petiveria alliacea and its influence on alliinase-mediated formation of biologically active organosulfur compounds." Plant Physiol 151(3);1294-303. PMID: 19692535
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