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Biomolecules: Carbohydrates, Amino Acids, Nucleic Acids

Apply concepts from Biomolecules: Carbohydrates, Amino Acids, Nucleic Acids to problem-solving. Focus on numerical practice, shortcuts, and real-world applications.

4%45 minPhase 2 · APPLICATIONMCQ + Numerical

Concept Core

1. Carbohydrates — Classification and Structure

Carbohydrates are polyhydroxy aldehydes or ketones with general formula Cn(H2O)n. Classified as:

Monosaccharides (cannot be hydrolyzed further): Aldoses contain -CHO (glucose, mannose, galactose); ketoses contain C=O (fructose). Carbon count: triose (C3), tetrose (C4), pentose (C5, ribose), hexose (C6, glucose/fructose).

Open-chain D-Glucose (aldohexose with 4 chiral centers):

Glucose (C6H12O6): Open-chain is an aldohexose with 4 chiral centers. In solution, exists predominantly as cyclic hemiacetal — pyranose ring (6-membered). The C1-OH can be axial (α\alpha-D-glucose) or equatorial (β\beta-D-glucose). These are anomers (differ only at the anomeric carbon C1). Mutarotation: fresh solution of either anomer equilibrates to a mixture (α\alpha 36%, β\beta 64%, trace open-chain) with specific rotation settling at +52.7 degrees.

Fructose (C6H12O6): A ketohexose. Forms a furanose ring (5-membered) via intramolecular hemiketal. Anomeric carbon is C2. Gives positive Tollens' and Fehling's tests despite being a ketone (tautomerizes to glucose/mannose in base via enediol intermediate).

Disaccharides: Sucrose = glucose + fructose (C1-α\alpha to C2-β\beta glycosidic bond, both anomeric carbons locked, NON-reducing).
Maltose = glucose + glucose (C1-α\alpha to C4, one free anomeric C, reducing).
Lactose = galactose + glucose (C1-β\beta to C4, reducing).

Polysaccharides: Starch = amylose (unbranched, α\alpha-1,4) + amylopectin (branched, α\alpha-1,4 + α\alpha-1,6).
Cellulose = β\beta-1,4 linked glucose (humans cannot digest — lack β\beta-glycosidase).
Glycogen = animal starch (highly branched, α\alpha-1,4 + α\alpha-1,6).

2. Amino Acids, Peptides, and Proteins

Amino acids: Alpha-amino acids have NH2 and COOH on the same carbon. All naturally occurring ones are L-configuration (S at α\alpha-C, except cysteine which is R due to priority change with -CH2SH).

Key amino acid structures:

Glycine (simplest amino acid, achiral)

L-Alanine (simplest chiral amino acid)

Zwitterion: At physiological pH, amino acids exist as H3N+-CHR-COO- (internal salt). Isoelectric point (pI): pH at which net charge = 0. For neutral amino acids: pI = (pKa1 + pKa2)/2. At pH < pI: cation (migrates to cathode). At pH > pI: anion (migrates to anode).

Classification: Acidic (Asp, Glu — extra COOH, low pI ~3), Basic (Lys, Arg, His — extra NH2, high pI ~10), Neutral (Gly, Ala, Val, Leu etc.), Aromatic (Phe, Tyr, Trp). Essential amino acids cannot be synthesized by the body (Val, Leu, Ile, Phe, Trp, Met, Thr, Lys + His, Arg for children).

Peptide bond: Formed by condensation of -COOH of one amino acid with -NH2 of another. Partial double bond character (C-N rotation restricted, planar). Written N-terminus to C-terminus.

Protein structure: Primary (amino acid sequence), Secondary (α\alpha-helix — H-bonds within same chain, β\beta-sheet — H-bonds between chains), Tertiary (3D folding — hydrophobic interactions, disulfide bonds, ionic bonds), Quaternary (multi-subunit assembly, e.g., hemoglobin has 4 subunits).

Enzymes: Biological catalysts (proteins). Highly specific (lock-and-key model). Lower activation energy without being consumed. Named with -ase suffix (urease, lipase). Denatured by heat, pH extremes, heavy metals.

3. Nucleic Acids

Nucleoside = base + sugar (no phosphate). Nucleotide = base + sugar + phosphate.

DNA: Deoxyribose sugar, bases = A, G, C, T (thymine). Double helix with antiparallel strands. Base pairing: A=T (2 H-bonds), G triple-bond C (3 H-bonds). Chargaff's rule: %A = %T, %G = %C.

RNA: Ribose sugar (has 2'-OH), bases = A, G, C, U (uracil replaces thymine). Usually single-stranded. Types: mRNA (messenger), tRNA (transfer, cloverleaf), rRNA (ribosomal).

Key nucleobases:

Adenine (purine base, present in both DNA and RNA)

Uracil (pyrimidine base, replaces thymine in RNA)

4. Vitamins and Hormones

Water-soluble vitamins: B-complex (B1 thiamine, B2 riboflavin, B6 pyridoxine, B12 cobalamin, niacin, folic acid, biotin, pantothenic acid) and C (ascorbic acid). Cannot be stored in body — daily intake needed.

Fat-soluble vitamins: A (retinol — night vision), D (calciferol — calcium absorption), E (tocopherol — antioxidant), K (phylloquinone — blood clotting). Stored in liver/fat tissues.

Hormones: Chemical messengers. Insulin (peptide, lowers blood glucose), adrenaline (amino acid derivative, fight-or-flight), testosterone/estrogen (steroids, sex hormones), thyroxine (iodinated amino acid, metabolism).

The key problem-solving concept is recognizing structural features (reducing vs non-reducing sugars, anomeric carbon, glycosidic linkage type) and applying Chargaff's rules for nucleic acid calculations.


Key Testable Concept

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Comparison Tables

A) Monosaccharide Properties

SugarTypeSMILES (open-chain)Ring FormAnomeric CKey Test Results
GlucoseAldohexosePyranose (6)C1Tollens +, Fehling +, Osazone yes
FructoseKetohexoseFuranose (5)C2Tollens +, Fehling + (enediol), Seliwanoff + fast
GalactoseAldohexosePyranose (6)C1Tollens +, Fehling +, C4 epimer of glucose
RiboseAldopentoseFuranose (5)C1RNA sugar, has 2'-OH
DeoxyriboseAldopentoseFuranose (5)C1DNA sugar, lacks 2'-OH

B) Disaccharide Comparison

DisaccharideComponentsGlycosidic BondReducing?Key Fact
SucroseGlucose + Fructoseα\alpha-1,2NoBoth anomeric C locked; invert sugar on hydrolysis
MaltoseGlucose + Glucoseα\alpha-1,4YesFrom starch hydrolysis; free C1 on second glucose
LactoseGalactose + Glucoseβ\beta-1,4YesMilk sugar; galactose differs from glucose at C4
CellobioseGlucose + Glucoseβ\beta-1,4YesFrom cellulose hydrolysis

C) DNA vs RNA

FeatureDNARNA
Sugar2'-DeoxyriboseRibose (2'-OH present)
BasesA, T, G, CA, U, G, C
StructureDouble helixUsually single strand
Base pairingA=T, G triple-bond CA=U (when paired)
LocationNucleusNucleus + cytoplasm
FunctionGenetic information storageProtein synthesis
StabilityMore stable (no 2'-OH)Less stable

D) Vitamin Deficiency Diseases

VitaminChemical NameDeficiency Disease
ARetinolNight blindness (Xerophthalmia)
B1ThiamineBeriberi
B2RiboflavinCheilosis (cracked lips)
B12CobalaminPernicious anemia
CAscorbic acidScurvy
DCalciferolRickets (children), Osteomalacia (adults)
ETocopherolReproductive issues
KPhylloquinoneSlow blood clotting
Niacin (B3)Nicotinic acidPellagra
Folic acidPteroylglutamic acidMegaloblastic anemia

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