Literature summary for 4.3.3.2 extracted from

Ma, X.; Panjikar, S.; Koepke, J.; Loris, E.; Stockigt, J.
The Structure of Rauvolfia serpentina Strictosidine Synthase Is a Novel Six-Bladed {beta}-Propeller Fold in Plant Proteins (2006), Plant Cell, 18, 907-920.

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Application

Application	Comment	Organism
medicine	anti-arrhythmic heart disorders, ajmaline agents	Rauvolfia serpentina
synthesis	involved in the biosynthesis of almost all plant monoterpenoid indole alkaloids	Rauvolfia serpentina

Cloned(Commentary)

Cloned (Comment)	Organism
cloned with His-tag, expression in Escherichia coli strain M15, after expression and Ni-NTA column removed by DAPase	Rauvolfia serpentina

Crystallization (Commentary)

Crystallization (Comment)	Organism
crystals of free STR1 and co-crystallization of STR1 with each tryptamine and secologanin, crystal growing by hanging drop vapor diffusion, 302-304 K, 0.8 M potassium sodium tartrate tetrahydrate, pH 7.5 - 8.0, combined multiple wavelength anomalous dispersion and molecular replacement methods	Rauvolfia serpentina

Protein Variants

Protein Variants	Comment	Organism
E309A	mutant with 25% decrease of kcat	Rauvolfia serpentina
H307A	mutant with 130-fold increase of Km for secologanin	Rauvolfia serpentina
Y151F	mutant with 2.8-fold increase of Km for tryptamin	Rauvolfia serpentina

Inhibitors

Inhibitors	Comment	Organism	Structure
2,4-dinitrofluorobenzene	5 mM, no inactivation after 30 min and 15% inactivation after 120 min in Tris-HCl, pH 8.0	Rauvolfia serpentina
4-(2-aminoethyl)-benzenesulfonyl fluoride	4 mM, 4% inactivation after 30 min and 12% inactivation after 120 min in 100 mM potassium phosphate buffer, pH 7.0	Rauvolfia serpentina
diethylpyrocarbonate	1 mM, 49% inactivation after 30 min and 63% inactivation after 120 min in 100 mM potassium phosphate, pH 6.0	Rauvolfia serpentina
additional information	no inactivation by phenylmethanesulfonyl fluoride, L-chloro-3-(4-tosyl-amido)-4-phenyl-2-butanone and L-chloro-3-(4-tosyl-amido)-7-amino-2-heptanone after 30 and 120 min in 100 mM potassium phosphate buffer, pH 7.0	Rauvolfia serpentina
N,N'-dicyclohexylcarbodiimide	0.05 mM, complete inactivation after 30 min in MES, pH 6.0	Rauvolfia serpentina
N-Acetylimidazole	10 mM, 5% inactivation after 30 min and 12% inactivation after 120 min in Tris-HCl, pH 8.0	Rauvolfia serpentina
N-ethyl-5-phenylisoxazolium-3'-sulfonate	1 mM leads to 48% inactivation after 30 min and 53% inactivation after 120 min in MES, pH 6.0, 5 mM leads to 80% inactivation after 30 min and 100% inactivation after 120 min in MES, pH 6.0	Rauvolfia serpentina
p-chlormercuribenzoate	1 mM, 34% inactivation after 30 min and 35% inactivation after 120 min in 100 mM potassium phosphate, pH 6.0	Rauvolfia serpentina

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
0.0054	-	tryptamine	E309A, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
0.0062	-	tryptamine	wild type, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
0.0079	-	tryptamine	H307A, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
0.0172	-	tryptamine	Y151F, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
0.039	-	secologanin	wild type, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
0.044	-	secologanin	Y151F, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
0.095	-	secologanin	E309A, pH 7.0, 35°C, 15 min	Rauvolfia serpentina
5.07	-	secologanin	H307A, pH 7.0, 35°C, 15 min	Rauvolfia serpentina

Organism

Organism	UniProt	Comment	Textmining
Rauvolfia serpentina	P68175	-	-

Purification (Commentary)

Purification (Comment)	Organism
-	Rauvolfia serpentina

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
5,6-dihydroxytryptamine	-	Rauvolfia serpentina	?	-	?
5-fluorotryptamine	-	Rauvolfia serpentina	?	-	?
6-fluorotryptamine	-	Rauvolfia serpentina	?	-	?
6-methoxytryptamine	-	Rauvolfia serpentina	?	-	?
7-methyltryptamine	-	Rauvolfia serpentina	?	-	?
serotonin	-	Rauvolfia serpentina	?	-	?
tryptamine + secologanin	-	Rauvolfia serpentina	3alpha(S)-strictosidine	-	?

Synonyms

Synonyms	Comment	Organism
STR1	-	Rauvolfia serpentina

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Release 2023.1 (January 2023)