UWorld Biochemistry Flashcards

1
Q

What structural feature in phospholipid membrane would result in the greatest increase in cell membrane fluidity?

A.cis bond

B.trans bond

C.Carboxyl group o

D.Phosphate groups of phospholipids

A

A.cis bond

Fatty acids with no carbon-carbon double bonds are described as saturated because each carbon atom has the maximum number of hydrogen atoms possible. In contrast, an unsaturated fatty acid contains one (monounsaturated) or multiple (polyunsaturated) double bonds that may be in either the cis (Z) or the trans (E) configuration.

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2
Q

Phospholipids in the cell membrane could be separated experimentally according to their differences in:

charge.

mass.

solubility.

A.I only

B.III only

C.I and II only

D.I, II, and III

A

D.I, II, and III

The charge on phospholipids is determined by the structure of the polar heads. The phosphate component of the head group may be linked to various chemical groups. Positively charged groups such as choline or ethanolamine neutralize the negative charge of the phosphate, whereas neutral groups such as serine, inositol, or glycerol allow the head to maintain a net negative charge. Neutral and negative phospholipids may be separated by high-performance liquid chromatography

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3
Q

The glycogen branching enzyme forms a glycosidic bond between carbon 1 on the incoming glucose monomer and which of the following?

A.Carbon 3 on a glucose unit of the growing chain

B.Carbon 4 on a glucose unit of the growing chain

C.Carbon 5 on a glucose unit of the growing chain

D.Carbon 6 on a glucose unit of the growing chain

A

D.Carbon 6 on a glucose unit of the growing chain

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4
Q

When the cell is in need of glucose, glycogenolysis is upregulated, beginning with the activation of glycogen phosphorylase. Glycogen phosphorylase catalyzes the production of which of the following molecules?

A.UDP-glucose

B.UDP-galactose

C.Glucose 1-phosphate

D.Glucose 6-phosphate

A

C.Glucose 1-phosphate

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5
Q

POMT can use activated D-mannose, but not D-glucose, as a substrate. D-glucose and D-mannose are:

A.constitutional isomers.

B.enantiomers.

C.epimers.

D.anomers.

A

C.epimers.

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6
Q

O-linked D-mannose can form a glycosidic bond with any sugar that has a free anomeric carbon. Therefore it could theoretically form a glycosidic bond with all of the following sugars EXCEPT:

A.galactose.

B.ribose.

C.lactose.

D.sucrose.

A

D.sucrose. fructose + glucose

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7
Q

Klenow fragment (KF) polymerase, which has 3′-5′ but not 5′-3′ exonuclease activity

The Klenow fragment used in the experiment would be able to perform which of the following repair processes?

A.Excision of thymine dimers at the 5′ end of the growing strand

B.Replacement of nucleotides at the 3′ end of the growing strand

C.Correction of mismatched nucleotides in the middle of a completed strand

D.Removal of damaged bases from the middle of the template strand

A

B.Replacement of nucleotides at the 3′ end of the growing strand

DNA Poly reads in 5-3

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8
Q

If lower phospholipid levels in ME patients are due to inhibition of fatty acid synthesis, researchers would most likely observe which of the following?

A.Increased cytosolic NADPH.

B.Decreased mitochondrial acetyl-CoA.

C.Decreased mitochondrial fumarate.

D.Increased cytosolic lysine.

A

A.Increased cytosolic NADPH.

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9
Q

Which series depicts the order in which the precursors of steroid hormones are synthesized?

A.Isoprene → monoterpene → squalene → cholesterol

B.Cholesterol → isoprene → monoterpene → squalene

C.Monoterpene → isoprene → squalene → cholesterol

D.Isoprene → cholesterol → monoterpene → squalene

A

A.Isoprene → monoterpene → squalene → cholesterol

3 6 membered rings and 1 5 membered ring

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10
Q

During anaerobic exercise, the Cori cycle connects which two metabolic pathways?

A.Glycogenolysis and the citric acid cycle

B.The urea cycle and gluconeogenesis

C.The pentose phosphate pathway and glycogenesis

D.Gluconeogenesis and glycolysis

A

D.Gluconeogenesis and glycolysis

cori cycle is lactic acid cycle

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11
Q

Escherichia coli bacteria containing only 15N-labeled DNA were grown in media containing only 14N nucleotides. What percentage of double helices would be composed of one 15N strand and one 14N strand after three generations?

A.12.5%

B.25%

C.50%

D.100%

A

B.25%

Gen 1: 100% 15N

Gen 2: 50% 15N and 50% 14N

Gen 3: 25%15N and 75% 14N

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12
Q

Prior to inserting the STR sequences into K-ras DNA, the researchers perform MCA analysis using only the double-stranded STR sequences. Which sequence from Table 1 would have the fastest reannealing time in this experiment?

A.Sequence 1

B.Sequence 2

C.Sequence 3

D.Sequence 4

A

C.Sequence 3

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13
Q

An increase in which of the following would lead to decreased ethanol production in yeast?

A.Partial pressure of oxygen

B.Pyruvate kinase activity

C.Concentration of glucose

D.Krebs cycle inhibitors

A

A.Partial pressure of oxygen

ANAEROBIC

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14
Q

The electron transport chain results in the generation of:

A.protons, which produce an electrochemical gradient that drives phosphorylation of ADP.

B.protons, which reduce NAD+ in a coupling reaction that drives phosphorylation of ADP.

C.electrons, which produce an electrical gradient that drives phosphorylation of ADP.

D.electrons, which oxidize NADH in a coupling reaction that drives phosphorylation of ADP.

A

A.protons, which produce an electrochemical gradient that drives phosphorylation of ADP.

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15
Q

After galactose is released from GC and linearized, it contains all of the following functional groups EXCEPT:

A.an aldehyde.

B.a primary alcohol.

C.a ketone.

D.a secondary alcohol.

A

C.a ketone.

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16
Q

GC can be classified as:

A.a glycerophospholipid.

B.a phosphosphingolipid.

C.a glycosphingolipid.

D.a phosphoglycolipid.

A

C.a glycosphingolipid.

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17
Q

The amino acid methionine can be converted to succinyl-CoA to enter the citric acid cycle. How many NADH molecules can be produced by each methionine molecule that enters the citric acid cycle by this pathway?

A.1

B.2

C.3

D.4

A

A.1

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18
Q

Fatty acid synthesis proceeds according to the following reaction:

where n is a positive integer. Based on this, how many ADP and NADP+molecules will be produced during synthesis of a 16-carbon fatty acid?

A.7 ADP molecules and 14 NADP+ molecules

B.14 ADP molecules and 28 NADP+ molecules

C.8 ADP molecules and 15 NADP+ molecules

D.16 ADP molecules and 32 NADP+ molecules

A

A.7 ADP molecules and 14 NADP+ molecules

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19
Q

Von Gierke disease is a rare autosomal recessive disorder that arises from inactivating mutations in the liver enzyme glucose 6-phosphatase (G6Pase).

Which of the following processes would be directly impaired in von Gierke disease?

Glycogenolysis

Gluconeogenesis

Pentose phosphate pathway

A.I and II only

B.I and III only

C.II and III only

D.I, II, and III

A

A.I and II only

Pentose uses G6P

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20
Q

Inactivation of which enzyme is most likely to result in physiological effects similar to hypoglycemia?

A.Glucose 6-phosphate dehydrogenase

B.Pyruvate decarboxylase

C.Phosphoenolpyruvate carboxykinase

D.Acyl-CoA dehydrogenase

A

C.Phosphoenolpyruvate carboxykinase

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21
Q

Group A mice (giving G6Pase inhibitor), but not group B mice, could use which of the following dietary supplements to help maintain blood glucose levels after day 10?

A.Cholesterol

B.Alanine

C.Acetyl-CoA

D.Palmitic acid

A

B.Alanine

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22
Q

Which of the following steps in the citric acid cycle does NOT produce reduced electron carriers?

A.Conversion of isocitrate to α-ketoglutarate

B.Conversion of α-ketoglutarate to succinyl-CoA

C.Conversion of succinyl-CoA to succinate

D.Conversion of succinate to fumarate

A

C.Conversion of succinyl-CoA to succinate

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23
Q

In the electron transport chain, four electrons are required to fully reduce one O2molecule to two H2O molecules. Given this information, how many NADH molecules are required?

A.1

B.2

C.3

D.4

A

B.2

NADH is a 2 electron carrier (FMN in ETC)

FADH2 is a 1 electron carrier

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24
Q
A

D

Anabolism is the synthesis of complex biological molecules from simpler constituents, and it requires energy input. The energy needed for anabolic processes is generally provided by cleaving high-energy phosphodiester bondsin nucleotide triphosphates (NTPs) such as ATP, GTP, or UTP.

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25
Q

Under physiological conditions, peptide bond formation and degradation both require enzymes, but only formation requires coupling to GTP hydrolysis. Based on this information, peptide bonds under physiological conditions are:

A.both thermodynamically and kinetically stable.

B.thermodynamically unstable but kinetically stable.

C.thermodynamically stable but kinetically unstable.

D.both thermodynamically and kinetically unstable.

A

B.thermodynamically unstable but kinetically stable.

Kinetic stability due to enzyme

Energy input is required (GTP hydrolysis) (dehydration/condensation rxn)

Thermodynamics describes the energy difference between products and reactants (ΔG), and dictates whether a reaction requires energy input

Kinetics describes the energy required to initiate a reaction (activation energy), and determines how quickly a reaction proceeds.

If a reaction has a positive ΔG (as in anabolic processes such as protein synthesis), the product is thermodynamically unstable and the reaction requires energy input. In biological settings, this energy input is usually derived from the hydrolysis of ATP or GTP. The reverse reaction is thermodynamically favorable (negative ΔG) and requires no energy input; however, this does not mean the reverse reaction will proceed quickly

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26
Q

The pKa for the side chain of cysteine is 8.4. What is the ratio of protonated side chain (–SH) to deprotonated side chain (–S−) in a solution of cysteine at physiological pH of 7.4?

A.1:100

B.1:10

C.10:1

D.100:1

A

C.10:1

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27
Q

Which amino acid substitution would result in the greatest change in the net charge of a polypeptide at pH 7?

A.Glu to Lys

B.Asp to Ala

C.Lys to Arg

D.Arg to Ser

A

A.Glu to Lys

difference in charge is final - initial

  • to + Net: 1- (-1) = 2
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28
Q

During protein folding, which of the following interactions help stabilize secondary, tertiary, or quaternary structure?

Hydrogen bonds

Ionic bonds

van der Waals forces

Amide bonds

A.I and II only

B.III and IV only

C.I, II, and III only

D.I, III, and IV only

A

C.I, II, and III only

amide bonds are primary structure

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29
Q

reflectins aggregate in response to acetylcholine (ACh),

In the absence of ACh, which of the following bond types best characterizes the structure of reflectins?

A.Hydrogen bonds between backbone carbonyls and amides

B.Covalent bonds between sulfur atoms

C.Hydrogen bonds between R group alcohols

D.Covalent bonds between carbon and nitrogen atoms

A

D.Covalent bonds between carbon and nitrogen atoms

Secondary structure is the set of local folds within a polypeptide and usually consists of α-helicesand β-sheets. These structures are primarily stabilized by hydrogen bonds between the carbonyls and amides of the polypeptide backbone

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30
Q

Based on information in the passage, NMR data indicated electrostatic interactions involving all of the following amino acids EXCEPT:

A.lysine.

B.aspartate.

C.arginine.

D.glutamate.

A

D.glutamate.

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31
Q

Which step is NOT required to generate the western blot shown in Figure 3?

A.Gel electrophoresis of BAZ2B proteins recovered from affinity columns

B.Transfer of proteins to a protein-binding membrane

C.Blocking of nonspecific antibody binding

D.Incubation with antibodies against histone subunit H3

A

D.Incubation with antibodies against histone subunit H3

In this case, the protein of interest is BAZ2B. Therefore, the primary antibodies must be specific to BAZ2B, not H3, to detect the amount of BAZ2B that was bound by the affinity column.

A western blot is a technique used to detect the presence specific proteins. It is performed by gel electrophoresis of the protein of interest, followed by transfer to a protein-binding membrane (eg, nitrocellulose) and incubation with antibodies specific to the protein of interest. The primary antibody or a labeled secondary antibody is then detected by fluorescence or chemiluminescence.

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32
Q

Thermolysin is a protease that can cleave peptides at the N-terminal side of branched alkyl residues. Which of the following peptides has the most thermolysin cleavage sites?

A.HQICSVGPKLNT

B.DNKGSTVYQRWC

C.GHPTLDQIWCER

D.RTHCQGYNESDK

A

A.HQICSVGPKLNT

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33
Q

Proline differs from the other standard amino acids in that only the former:

A.has a negative charge in its side chain.

B.forms peptide bonds that are planar.

C.contains a secondary amine in its backbone.

D.is commonly found in flexible loop regions of folded proteins

A

C.contains a secondary amine in its backbone.

34
Q

Which amino acid is LEAST likely to be found in normally functioning binding domains of alpha helices?

A.Asparagine

B.Tryptophan

C.Threonine

D.Proline

A

D.Proline

Of the amino acids, proline is least likely to be found within α-helices and is more often found in linker regions or at sharp turns due to its structural rigidity. Glycine also tends to disrupt helices due to its excessive flexibility.

35
Q

Glycerol is rapidly converted into ______ for. glucose synthesis (gluconeogenesis), while the FA’s are sent to the _______ for…..?

A

GLycerol becomes dihydroxyacetone

FAs go to the mito and get oxidized into acetyl CoA for the CAC

36
Q

Emulsification does what?

A

Increases the SA of lipids by breaking down globules into micelles

37
Q

What are the functions of prostaglandins?

A

localized Inflammatory response

38
Q

What factor decreases the stability of a DNA ds during denaturation?

A

Hydrogen Bonding

39
Q

List the nucleotides from high MW to lowest MW

A
  1. Guanosine
  2. Adenine
  3. Thymine
  4. Cytosine
40
Q

How do competitive inhibitors work?

A

They bind to the active site mimicking the substrate. They have no effect on Vmax but they increase the Km (they increase the amount of substrate needed to achieve Vmax).

41
Q

LAR:

_[_E] = 0.05uM

Vmax = 2.0 uM/s

CD45:

[E] = 0.01uM

Vmax= 2.8

The turnover number of CD45 exceeds that of LAR by what factor?

A

Turnover is kcat

Kcat= Vmax/Enzyme

LAR = 2/.05 = 20/.5 = 20/(1/2) = 40s

CD45 = 2.8/.01 = 28/.1 = 280s

280/40= 7

42
Q

Enzymes

A

Enzyme 1 only

Sigmoidal curves = cooperative binding of multiple active sites

For enzymes with a SINGLE active site, the reaction increases steadily –> hyperbolic curve (enzyme 2)

43
Q

Explain how enzymes are mostly zero or first order reactions.

A

zero order = the enzyme isnt affected by the amount of substrate concentration (Noncompetitive inhibitors don’t need the substrate to bind unlike uncompetitive inhibitors). the rate is only dependent on the enzyme concentration and activity.

first order = depends on the substrate concentration and occur when the Km is greater than the substrate concentration

44
Q

Which type of inhibitor binds exclusively to the protein-substrate complex?

A

Uncompetitive inhibitors

45
Q

Which inhibitor has equal affinity for the free protein and the protein-substrate complex?

A

noncompetitive

46
Q

Which aminos DECREASE in PI? How does a lower PI correlate to pKa?

A
47
Q
A
48
Q

a cation exchange has _____ charged beads causing ____ to elute first

A

Negative beads causing negs to elute first

49
Q

Size exclusion

A

Peptide 3

50
Q

Why would using D-aminos provide a longer half life in an experiment?

A

D-amino acids arent natural! (L aminos are!!)

Proteases wont be able to recognize these D aminos and therefore wont be cleaved

51
Q

Q7

A

A

52
Q

Q8

A
53
Q

Q9

A

D

54
Q

How do proteases function?

Isomerases?

Phosphorylases?

A

Protease: Break peptide bonds by using H2O (hydrolases)

Isomerase: move around functional groups

Phosphorylases: transferases that break bonds by adding phosphates (phosphorylases phosphorylate) as in glycogen degradation

55
Q

Q10

A

C

56
Q

Q11

A

B

57
Q

Q14

A

B

58
Q

Q17

A

D

59
Q

Its a mixed inhibitor

A

D

60
Q

Q20

A

B

61
Q

Q22

A

C

HILL Coefficient indicates cooperativity –> sigmoidal curve.

62
Q

Q23

A

A

63
Q

What does Comp 1 do to the enzyme?

A

Increased turnover rate

The vmax increased (vmax=kcat)

64
Q

Q35

A

B

65
Q

For which pair of compounds would fractional distillation (P = 1 atm) be an ideal separation method? The boiling point of each compound is given.

A. Ammonia (-35.5°C) and bromobenzene (156°C)

B. Chloroform (62°C) and bromobenzene (156°C)

C. Ethanol (72.4 °C) and chloroform (62 °C)

D. Formic acid (101°C) and camphor (204°C)

A

Simple distillation is the method used to separate substances in mixtures with significantly different boiling points,

while fractional distillation is used for mixtures containing chemicals with boiling points close to each other.

C. Ethanol (72.4 °C) and chloroform (62 °C)

66
Q

During the Gabriel synthesis of primary amines, the secondary carbon serves as the:

A.nucleophile.

B.electrophile.

C. leaving group.

D.intermediate.

A
67
Q

Two nucleotide triphosphates bond together and release a small molecule. In an aqueous solution, what is likely to happen to this molecule?

A. It will form a soluble salt.

B. It will form an insoluble salt.

C. It will degrade into an organic phosphate.

D. It will degrade into an inorganic phosphate.

A
68
Q

Why should the synthesis of ethyl ethanoate NOT be performed in an aqueous solution?

A. The reactants are too nonpolar and would be insoluble.

B. Water molecules would hydrolyze the product into ethanoic acid and ethanol.

C. The hydrogen bonding of the environment would prevent the addition mechanism.

D. The parent carboxylic acids are water-soluble.

A
69
Q

If hexanamide is treated with ethanol, what would be the expected products?

A. Hexanamide

B. Hexanamide and water

C. Hexanoic acid and an amine

D. Hexanoic acid

A
70
Q

The creation of anhydrides via the condensation of two carboxylic acids occurs very slowly. How can the forward reaction be favored?

A. Lower the pH of the solution

B. Add a nonpolar solvent to the solution

C. Raise the temperature of the solution

D. Add water to the solution in a 3:1 ratio

A
71
Q

Compared to UV-Vis spectroscopy, IR spectroscopy is:

A.more likely to be used to detect conjugated systems.

B.less likely to separate compounds on the sole basis of molecular weight.

C.reliant on the use of higher-frequency light.

D.reliant on the use of lower-energy radiation.

A
72
Q

18

A
73
Q

A sample of decanoic acid is analyzed using nuclear magnetic resonance (NMR) spectroscopy. Which of this molecule’s protons will exhibit a peak that is farthest downfield?

A.The proton(s) on carbon 10, which will display a shift of around 1.0 ppm

B.The proton(s) on carbon 10, which will display a shift of around 11.5 ppm

C.The proton on the –COOH group, which will display a shift of around 1.0 ppm

D.The proton on the –COOH group, which will display a shift of around 11.5 ppm

A

D.The proton on the –COOH group, which will display a shift of around 11.5 ppm

Downfield is to the left (electronegative atoms)

74
Q

Isooctane and n-octane are best described as:

A.conformational isomers.

B.structural isomers.

C.geometric isomers.

D.enantiomers.

A
75
Q

For two carbohydrates to be considered anomers, what must be true?

A.They need to have different stereochemistry solely at the anomeric carbon, which is the atom that serves as the carbonyl carbon in the molecule’s straight-chain form.

B.They need to have different stereochemistry solely at the anomeric carbon, which is the atom that serves as the alpha carbon in the molecule’s straight-chain form.

C.They need to have different stereochemistry at only one stereocenter, but it can be any carbon on the molecule.

D.They need to have different connectivity or bonding between atoms.

A

A.They need to have different stereochemistry solely at the anomeric carbon, which is the atom that serves as the carbonyl carbon in the molecule’s straight-chain form.

76
Q

24

A
77
Q

25

A
78
Q

Which of the following accurately describe(s) a function or characteristic of chromatography?

I. Size-exclusion chromatography can be used to purify proteins.

II. Thin-layer chromatography is effective at separating nonpolar compounds.

III. Affinity chromatography sometimes contains a stationary phase coated in immunoglobulins.

A.I only

B.I and II only

C.I and III only

D.I, II, and III

A
79
Q

If a mixture of acetic acid and ethane is subjected to a thin-layer chromatography procedure, which compound will have the smaller Rf value?

A.Acetic acid, due to its carboxylic acid group

B.Ethane, since it will travel a shorter distance

C.Acetic acid, since it will travel a longer distance

D.Ethane, due to its nonpolar hydrocarbon structure

A
80
Q

If the amino acids leucine and valine are run through the same ion-exchange chromatograph:

A.the first peak would be valine because it is smaller than leucine.

B.the first peak would be leucine because it is larger than valine.

C.the first peak would be leucine because it is more nonpolar than valine.

D.it would not be possible to determine which peak corresponds to which amino acid.

A