terpenoids Flashcards
hemi-terpenoids have __-C units of carbons. “________ units”
5
isoprene
examples of terpenoids
essential oils, steroids, rubber
biogenic isoprene rule
all terpenoids synthesized from common 5-C precursor but final structures can have modified 5-C units
isopentenyl pyrophosphate (IPP) is also known as
active isoprene
IPP is the ____ of the ______
precursor
terpenoids
IPP formed from
mevalonate
synthesis of some terpenoid types occurs in ____ organisms.
synthesis by the acetate-mevalonate pathway occurs in ____ organisms
all
all
__________- can create all types of terpeoids
angiosperms
3 general terpenoid characteristics:
_____ soluble
located in ______
extracted using ________
lipid soluble
cytoplasm
polar solvents (methanol, diethyl ether)
synthesis of C5 unit: MVA is primary precursor of ___ thus all ______
IPP/DMAPP
terpenoids
synthesis of MVA is via
condensation of x3 acetyl CoA groups using transferase and synthase
synthesis of C5 unit: only the _____ enantiomer of MVA used in biosynthesis
3R
synthesis of C5 unit: each step in synthesis of C-5 isoprenoids is ________
stereospecific
synthesis of C5 unit: ____ replaced by deuterium or tritium, thus the C5 will be _____ with an ___-configuration
Hr
chiral
R
synthesis of C5 unit: Hr and Hs are called ________ or _________ hydrogens (ligands) of C5
pro R
pro S
biosynthesis of MVA (thus IPP) begins with the _______ of two molecules of _________ via action of a _______. the third condensation of ______ added via _________
condensation
acetyl CoA
transferase
acetyl CoA
synthase
competitive inhibition of ___________ by _________ is common medical treatment for controlling high levels of ______ in humans
HMG reductase
lovastatin
cholestrol
lovastatin is a natural product obtained from _______
fungi
MVA only used to produce ______
terpenoids
_____ and _______ are functional equivalents of isoprene. they are two key ________
IPP
DMAPP
hemiterpenoids
______ to ______ condensation with different enzymes leads to _______
tail to head
polymers
plants produce ______ from which rubber is obtained
latex
formation of tri- and tetra-terpenoids involved _____ to _____ condensations
head to head
definition of terpene
simple hydrocarbon compounds of the basic 5C isoprene units