Tyrosinase - People | UBC's Okanagan campus s copper‐bo dopaqu solvent ex Cu Nhis Nhis Nhis O O 2:...
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Tyrosin • dicopp • found i • conver HO ty r • active s substra C hisN hisN hisN Proposed Cu hisN hisN hisN O • a Cu‐bo • probab • electro • monod • et from nase er enzyme in all organ ts tyrosine NH r osine site similar ate u I Cu I Nhi s Nh Nhi s deoxy mechanis Cu I hisN hisN hisN C hisN hisN hisN O u I Cu I Nhis Nhis Nhis O O O H R – ound NHis ble π‐stack ophilic arom dentate ph m catechola e with both nisms; star e to dopaq H 3 CO 2 – r to hemoc s his s O 2 m: Cu I Nhis Nhis Nhis u II Cu II Nhis Nhis Nhis O O O H s R H + –H 2 O – quinone may act a ing interac matic subst enoxide un ate to two h monooyg rt point for uinone via O O – H 2 O O 2 cyanin, but Cu II hisN hisN hisN oxy : μ-η h his h O 2 s hisN hisN hisN s catalytic ction from titution of ndergoes C Cu II releas genase and r melanin s a copper‐bo O O dopaqu t solvent ex Cu II Nhis Nhis Nhis O O 2 :η 2 peroxo Cu II hisN sN hisN C O O his hisN his Cu II Cu II Nh Nhis O O O Nhi H base Tyr ring to aryl ring, C‐H activat ses quinon d oxidase f synthesis p ound L‐DO NH 3 CO inone xposed to Cu II Nhis Nhis Nhis Cu II sN sN Cu II N O O O TyrOH –H + N R his s is o NHis on o tion to form e and redu functionalit plants, anim OPA interm O 2 permit int I Nhis his N N opposite C m bidentat uces meta ty mals, fungi mediate me teraction w u te catecho l site to Cu i elanin with olate u I
Transcript of Tyrosinase - People | UBC's Okanagan campus s copper‐bo dopaqu solvent ex Cu Nhis Nhis Nhis O O 2:...
Tyrosin• dicopp• found i• conver
HO
tyr
• active ssubstra
ChisN
hisNhisN
Proposed
CuhisN
hisNhisN
O
• a Cu‐bo• probab• electro• monod• et from
nase er enzymein all organts tyrosine
NH
rosine
site similarate
uI CuINhis
NhNhis
deoxy
mechanis
CuIhisN
hisNhisN
ChisN
hisNhisN
O
uI CuINhis
NhisNhisO
O O
H
R
–
ound NHis ble π‐stackophilic aromdentate phm catechola
e with bothnisms; stare to dopaq
H3
CO2
–
r to hemoc
s
hiss
O2
m:
CuINhis
NhisNhis
uII CuIINhis
NhisNhisO
O O
H
s
R
H+
– H2O– quinone
may act aing interacmatic substenoxide unate to two
h monooygrt point foruinone via
O
O
– H2O
O2
cyanin, but
CuIIhisN
hisNhisN
oxy: μ-η
h
hish
O2
s
hisN
hisNhisN
s catalytic ction from titution of ndergoes CCuII releas
genase andr melanin sa copper‐bo
O
O
dopaqu
t solvent ex
CuIINhis
NhisNhis
O
O2:η2 peroxo
CuIIhisN
sNhisN
CO
O
his
hisNhis
CuII CuIINh
Nhis
O
O
O NhiH
base Tyr ring toaryl ring, C‐H activatses quinon
d oxidase fsynthesis pound L‐DO
NH3
CO
inone
xposed to
CuIINhis
NhisNhis
CuIIsN
sNCuII
N
O
O
O
TyrOH– H+
N
R
hiss
is
o NHis on o
tion to forme and redu
functionalitplants, animOPA interm
O2
permit int
INhishis
N
N
opposite C
m bidentatuces meta
oxyTb
ty mals, fungimediate
me
teraction w
u
te catechol site to Cu
Ty from Strepbacteria, PD
i
elanin
with
olate uI
ptomyces DB 1WX2
