di/sester/tri/tetra-terp... and cyto p450 Flashcards
diterpenoids have a C__ skeleton
C20
diterpenoids C20 skeleton made from ______
GGPP
_____ + _____ -> GGPP
or
_____ + _____ -> GGPP
FPP + IPP
FPP + DMAPP
FPP + IPP -> GGPP (C20) using what enzyme or cofactors?
farnesyl transferase
Mg2+ or Mn 2+
dipterpenoids involved in plant ______
metabolism (primary and secondary)
diterpenoids are _____ volatile than sesquiterpenoids
less
most diterpenoids are _______
oxygenated
iabdane is the C20 ________
bicyclic skeleton
Phytol is a C__ _______
bound to __________, which affects its ____ ____
C20 diterpenoid
chlorophyll
lipid-solubility
phytol is precursor to vitamins ___ and ____
e and K
phorbols found in _______ oils
used in _______ research bc it’s _________
but when esterified, are ___________
croton oils
cancer, anti-carcinongenic
carcinogenic
gibberellins (GA) are C___ ________
C20 diterpenoid
gibberellins biosynthesis (7 steps)
- MVA -> GGPP
- cyclicization to ent-kaurene
- oxidization of ent-kaurene
- contraction of ring B -> GA
- C20 -> C19 GA
- interconversions of GAs
- Conjugation of GAs
what is the intermediate in gibberellins (GA) synthesis?
ent-kaurene
what two things are done to GAs that result in diversification?
interconversion and conjugation of GAs
T/F: plants have one path to make GAs
F: plants have multiple paths to make GAs
main precoursor of GAs
GGPP
GA modifications to create GA3
x2 OH additions
double bond
COOH
what is the most common gibberellin?
GA3
use of gibberellins (GA):
promotes growth (flowering, breaking dormancy, fruiting, stem lengthening)
commercial uses of gibberellins:
inducing malting of barley
increases sugar cane yield
sesterterpenoids are C___
C25
sesterterpenoids are important in _______-________ interactions
host-microbe
T/F: sesterterpenoids are common
F: sesterterpenoids are RARE
precursor for sesterterpenoids:
GFPP
example of sessterterpenoid is __________ and it’s a _____-______ agent. it’s made in ______ (part of plant)
leuco-sesterterpenone
anti-cancer
plastids
triterpenoids are C___
C30
triterpenoid characteristics:
colourless, high MP, stable
triterpenoids derived from
squalene (C30, acyclic)
______ + ______ undergo ______-______ addition to form squalene
FPP + FPP
head to head
T/F: triterpenoids include steroids
T
percursor for steroids is
squalene
how does squalene become a steroid?
squalene –P450–> lanosterol/cycloartenol -> cholestrol -> steroid skeleton
triterpenoids divided into 4 groups
true triterpenoids
steroids
saponins
cardiac glycosides
triterpenoids are typically have how many rings?
4 or 5
beta-amyrin and oleanic acid are two examples of pentacyclics. what is their difference?
R group
beta-amyrin R = Me
oleanic acid R = COOH
limonoids are C___ with _____ taste
C30 (tri-terpenoids)
bitter
hopanes are C___ from __________ and ________. they are used as a marker in __________ spills
C30 (tri-terpenoids)
plants and cyanobacteria
petrolium
the tri-terpenoid that have 4 rings are typically ____/____. two examples are
steroids and sterols
lanosterol and cycloarternol
lanosterol is a C___ that is a __________ precursor in ______
C30 tri-terpenoid
cholestrol
animals
cycloartenol is a C____ that is a ________- precursor in __________
C30 tri-terpenoid
sterol
plants
insects do not make their own __________. they get it from _________ followed by __________
steroids
diet followed by modification
steroids are important for ________ characteristics, such as ______ flexibility
membrane
lipid
squalene -> tri-terpenoids (_______ and ________) -> undergo _________ -> __________ -> other steroids
squalene -> tri-terpenoids (lanosteroil and cycloartenol) -> undergo modifications -> cholestrol -> other steroids
squalene is precursor for ________
tri-terpenoids (C30)
what type of modifications happen to tri-terpenoids like lanosterol and cycloartenol to create cholestrol?
C’s removed and O’s added
______ is the precursor for other steroids in plants and animals
cholestrol
what are the saponin tri-terpenoids (x3)
DHS - don’t have sex
Diosgenin = yams
Hecogenin = soapy
Solanine = nausous potato
what are the cardiac glycosides?
BOCOC - (chicken squak)
Bufadienolides
Ouabain
Cardenolides
Oleadrin
Convallatoxin
cardiac glycosides inhibit _______ in _______
Na/K pumps in cell membranes (can be deadly)
carotenoids found in what vegtable?
carrots
tetra-terpenoids are C___, and the group is called ________
C40
carotenoids
carotenoids are not synthesised in ______ because made in cell _______, therefore they have to get from _______
animals
chloroplast
diet
condensation of ____ + _____ -> __________ -> carotenoids
GGPP + GGPP (C20+C20)
intermediates
lycopene is a C___ ________
C40 carotenoid/tetra-terpenoid
what are the tetra-terpenoids (x3) that are affected by light intensity
VAZ - victoira’s anal zoo
violaxanthin = low light
antheraxanthin
zeaxanthin = high light
terpenoids diversity via oxidations from _____
cytochrome P450 oxygenases
P450’s catalyze ______
hydroxylation
the same family of P450s catalyze ________ reactions
similar
P450s have #____ families
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