Literature summary for 4.2.3.51 extracted from

Schilmiller, A.L.; Schauvinhold, I.; Larson, M.; Xu, R.; Charbonneau, A.L.; Schmidt, A.; Wilkerson, C.; Last, R.L.; Pichersky, E.
Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate (2009), Proc. Natl. Acad. Sci. USA, 106, 10865-10870.

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Cloned(Commentary)

Cloned (Comment)	Organism
the complete ORF of PHS1 encodes a plastid transit peptide, construction of an ORF of PHS1 that begins at Met45 and includes a His-tag extension at the N-terminus, expression in Eschreichia coli	Solanum lycopersicum

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
0.0091	-	neryl diphosphate	pH 8.0, 30°C	Solanum lycopersicum

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
5 neryl diphosphate	Solanum lycopersicum	-	5 diphosphate + alpha-phellandrene + beta-phellandrene + alpha-terpinene + beta-terpinene + limonene	main product is beta-phellandrene. The profile of monoterpenes produced by PHS1 is identical with the monoterpenes found in type VI glandular trichome. In tomato glands, neryl diphosphate serves as a precursor for the synthesis of monoterpenes	?

Organism

Organism	UniProt	Comment	Textmining
Solanum lycopersicum	C1K5M3	PHS1 maps to chromosome 8; cultivar M82	-

Source Tissue

Source Tissue	Comment	Organism	Textmining
secretory trichome	type VI glandular trichome, highly expressed	Solanum lycopersicum	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
5 neryl diphosphate	-	Solanum lycopersicum	5 diphosphate + alpha-phellandrene + beta-phellandrene + alpha-terpinene + beta-terpinene + limonene	main product is beta-phellandrene. The profile of monoterpenes produced by PHS1 is identical with the monoterpenes found in type VI glandular trichome. In tomato glands, neryl diphosphate serves as a precursor for the synthesis of monoterpenes	?
additional information	the enzyme has very poor affinity for geranyl diphosphate	Solanum lycopersicum	?	-	?
neryl diphosphate	neryl diphosphate most likely ionizes to a neryl cation, which can further isomerize to an alpha-terpinyl cation. Further transformations of this cyclic intermediate can eventually yield all observed products of PHS1	Solanum lycopersicum	diphosphate + beta-phellandrene + alpha-terpinene + beta-terpinene + limonene + alpha-phellandrene	the main product is beta-phellandrene	?

Synonyms

Synonyms	Comment	Organism
monoterpene synthase PHS1	-	Solanum lycopersicum
phellandrene synthase 1	-	Solanum lycopersicum
PHS1	-	Solanum lycopersicum

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism	Structure
4.1	-	neryl diphosphate	pH 8.0, 30°C	Solanum lycopersicum

kcat/KM [mM/s]

kcat/KM Value [1/mMs^-1]	kcat/KM Value Maximum [1/mMs^-1]	Substrate	Comment	Organism	Structure
451.5	-	neryl diphosphate	pH 8.0, 30°C	Solanum lycopersicum

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Release 2023.1 (January 2023)