4.2.99.22: tuliposide A-converting enzyme
This is an abbreviated version!
For detailed information about tuliposide A-converting enzyme, go to the full flat file.
Word Map on EC 4.2.99.22
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4.2.99.22
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tulipalins
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gesneriana
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carboxylesterase
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bulb
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transesterification
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synthesis
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tfiis
- 4.2.99.22
-
tulipalins
- gesneriana
- carboxylesterase
- bulb
-
transesterification
- synthesis
- tfiis
Reaction
Synonyms
6-O-(4'-hydroxy-2'-methylenebutyryl)-D-glucose acyltransferase (lactone-forming), ignition enzyme, non-ester-hydrolyzing TCE, Pos-converting enzyme, PosA-converting enzyme, TCE, TCEA, TCEA-b1, TCEA1, TgTCEA1, tuliposide A converting enzyme, tuliposide-converting enzyme
ECTree
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Reaction
Reaction on EC 4.2.99.22 - tuliposide A-converting enzyme
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6-tuliposide A = tulipalin A + D-glucose
putative reaction mechanism of TCE enzymes, overview. The reaction begins with a nucleophilic attack by the catalytic Ser, whose hydroxyl group is activated by the charge relay of the catalytic triad, on the carbonyl carbon of 6-Pos. This is followed by the formation of a tetrahedral intermediate, which is stabilized by the oxyanion hole structure contributed by the two Gly residues of the HGG motif. Then, following the elimination of glucose, the acyl-enzyme complex is formed, and an intramolecular nucleophilic attack by a terminal hydroxyl group of 6-Pos, but not by water, occurs. This nucleophilic attack results in the formation of the five-membered ring structure of Pa. If the acylenzyme complex is subjected to a nucleophilic attack by activated water, then gamma-hydroxy acids are released as hydrolytic products, but this process never occurs in the TCE reactions