BRENDA - Enzyme Database

Tryptophan 232 within oxidosqualene-lanosterol cyclase from Saccharomyces cerevisiae influences rearrangement and deprotonation but not cyclization reactions

Wu, T.K.; Yu, M.T.; Liu, Y.T.; Chang, C.H.; Wang, H.J.; Diau, E.W.; Org. Lett. 8, 1319-1322 (2006)

Data extracted from this reference:

Engineering
EC Number
Protein Variants
Commentary
Organism
5.4.99.7
W232A
products are 18.1% protosta-12,24-dien-3beta-ol, 47.1% lanosterol, 34.8% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232C
products are 18% protosta-12,24-dien-3beta-ol, 31.8% lanosterol, 50.2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232D
products are 7.9% protosta-12,24-dien-3beta-ol, 84.8% lanosterol, 7.3% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232E
products are 14% protosta-12,24-dien-3beta-ol, 49.2% lanosterol, 36.8% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232F
products are 8.4% protosta-12,24-dien-3beta-ol, 74.4% lanosterol, 17,2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232G
products are 8.4% protosta-12,24-dien-3beta-ol, 74.4% lanosterol, 17.2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232H
products are 27.8% protosta-12,24-dien-3beta-ol, 35% lanosterol, 37.2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232I
products are 23.5% protosta-12,24-dien-3beta-ol, 33% lanosterol, 43.5% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232K
no catalytic activity
Saccharomyces cerevisiae
5.4.99.7
W232L
products are 14.5% protosta-12,24-dien-3beta-ol, 27.8% lanosterol, 57.7% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232M
products are 10.9% protosta-12,24-dien-3beta-ol, 40.6% lanosterol, 48.5% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232N
products are 10.7% protosta-12,24-dien-3beta-ol, 59.5% lanosterol, 29.8% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232P
products are 4.4% protosta-12,24-dien-3beta-ol, 82.9% lanosterol, 12.7% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232Q
products are 24.6% protosta-12,24-dien-3beta-ol, 32.1% lanosterol, 43.3% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232R
no catalytic activity
Saccharomyces cerevisiae
5.4.99.7
W232S
products are 10.7% protosta-12,24-dien-3beta-ol, 59% lanosterol, 30.3% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232T
products are 14.3% protosta-12,24-dien-3beta-ol, 61.7% lanosterol, 24% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232V
products are 19.3% protosta-12,24-dien-3beta-ol, 34% lanosterol, 46.7% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232Y
products are 4.2% protosta-12,24-dien-3beta-ol, 94.2% lanosterol, 1.6% parkeol
Saccharomyces cerevisiae
Organism
EC Number
Organism
UniProt
Commentary
Textmining
5.4.99.7
Saccharomyces cerevisiae
-
-
-
Reaction
EC Number
Reaction
Commentary
Organism
Reaction ID
5.4.99.7
(3S)-2,3-epoxy-2,3-dihydrosqualene = lanosterol
W232 plays a catalytic role influencing the rearrangement process and determination of deprotonation position but does not interact in the cyclization process
Saccharomyces cerevisiae
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
5.4.99.7
(S)-2,3-epoxysqualene
-
682229
Saccharomyces cerevisiae
lanosterol
lanosterol is the only product in wild-type
-
-
-
Engineering (protein specific)
EC Number
Protein Variants
Commentary
Organism
5.4.99.7
W232A
products are 18.1% protosta-12,24-dien-3beta-ol, 47.1% lanosterol, 34.8% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232C
products are 18% protosta-12,24-dien-3beta-ol, 31.8% lanosterol, 50.2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232D
products are 7.9% protosta-12,24-dien-3beta-ol, 84.8% lanosterol, 7.3% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232E
products are 14% protosta-12,24-dien-3beta-ol, 49.2% lanosterol, 36.8% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232F
products are 8.4% protosta-12,24-dien-3beta-ol, 74.4% lanosterol, 17,2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232G
products are 8.4% protosta-12,24-dien-3beta-ol, 74.4% lanosterol, 17.2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232H
products are 27.8% protosta-12,24-dien-3beta-ol, 35% lanosterol, 37.2% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232I
products are 23.5% protosta-12,24-dien-3beta-ol, 33% lanosterol, 43.5% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232K
no catalytic activity
Saccharomyces cerevisiae
5.4.99.7
W232L
products are 14.5% protosta-12,24-dien-3beta-ol, 27.8% lanosterol, 57.7% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232M
products are 10.9% protosta-12,24-dien-3beta-ol, 40.6% lanosterol, 48.5% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232N
products are 10.7% protosta-12,24-dien-3beta-ol, 59.5% lanosterol, 29.8% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232P
products are 4.4% protosta-12,24-dien-3beta-ol, 82.9% lanosterol, 12.7% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232Q
products are 24.6% protosta-12,24-dien-3beta-ol, 32.1% lanosterol, 43.3% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232R
no catalytic activity
Saccharomyces cerevisiae
5.4.99.7
W232S
products are 10.7% protosta-12,24-dien-3beta-ol, 59% lanosterol, 30.3% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232T
products are 14.3% protosta-12,24-dien-3beta-ol, 61.7% lanosterol, 24% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232V
products are 19.3% protosta-12,24-dien-3beta-ol, 34% lanosterol, 46.7% parkeol
Saccharomyces cerevisiae
5.4.99.7
W232Y
products are 4.2% protosta-12,24-dien-3beta-ol, 94.2% lanosterol, 1.6% parkeol
Saccharomyces cerevisiae
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
5.4.99.7
(S)-2,3-epoxysqualene
-
682229
Saccharomyces cerevisiae
lanosterol
lanosterol is the only product in wild-type
-
-
-