4.5.2 · Chemistry › Biomolecules
Ek amino acid mein ek saath do opposite personalities hoti hain: ek acidic group (–COOH, jo ek proton dena chahta hai) aur ek basic group (–NH₂, jo ek proton lena chahta hai). Toh neutral rehne ki bajay, molecule khud ko hi proton donate kar deta hai , aur ek internal salt ban jaata hai jisme ek hi molecule par + aur – dono hote hain. Yahi internal-salt form zwitterion hai. Baaki sab kuch — high melting points, water solubility, electric field mein behaviour, pI — yeh sab isi ek idea se aata hai.
Ek aisi molecule jisme ek hi carbon (α-carbon) par ek carboxyl group (–COOH) aur ek amino group (–NH₂) dono attached hon, saath mein ek H aur ek side chain R bhi ho.
H 2 N − R ∣ C H − COOH
20 standard amino acids hote hain, jo sirf R mein alag hote hain.
α-carbon (glycine ko chhodkar, jisme R = H hota hai) par 4 alag-alag groups hote hain → yeh ek chiral centre hai, isliye amino acids optically active hote hain aur naturally L-form mein paaye jaate hain.
Intuition Proton kyun jump karta hai
–COOH ek moderately strong acid hai (pKa ≈ 2). –NH₂ ek achha base hai (iska conjugate acid –NH₃⁺ ka pKa ≈ 9–10 hota hai). Jab ek strong acid aur ek strong base ek hi molecule ke andar milte hain, toh acidic proton seedha amine par kood jaata hai. Iska result lower energy mein hota hai → yeh solid state mein aur neutral water mein dominant form hota hai.
Amino acid ka dipolar ion : carboxyl deprotonated ho jaata hai (–COO⁻) aur amino protonated ho jaata hai (–NH₃⁺), jisse net charge zero hota hai lekin do formal charges hote hain.
H 3 N + − CHR − COO −
Internal salt hone ke consequences:
High melting points (ionic lattice) — yeh saaf melt hone ki bajay char ho jaate hain.
Water mein soluble, non-polar solvents mein poorly soluble.
Yeh amphoteric hote hain (acids aur bases dono se react karte hain).
Worked example Acid ya base se react karna
H⁺ add karo (low pH): –COO⁻ proton grab kar leta hai → molecule cation ban jaata hai H 3 N + − CHR − COOH (net +1).
Yeh step kyun? Excess acid mein kaafi protons hote hain; sabse weak base (carboxylate) protonated ho jaata hai.
OH⁻ add karo (high pH): –NH₃⁺ apna proton kho deta hai → molecule anion ban jaata hai H 2 N − CHR − COO − (net –1).
Yeh step kyun? Base mein, sabse acidic proton (–NH₃⁺ wala) khich jaata hai.
Toh jaise-jaise pH badhta hai, charge cation → zwitterion → anion hota jaata hai: +1 se 0 se –1.
Definition Isoelectric point (pI)
Woh pH jis par amino acid predominantly zwitterion form mein hota hai, iska average net charge = 0 hota hai aur yeh electric field mein migrate nahi karta .
Ek simple amino acid mein do acidic ionisations hote hain. Inhe lost proton ke hisaab se number karo:
net + 1 H 3 N + − CHR − COOH p K a 1 ( ≈ 2 ) zwitterion, net 0 H 3 N + − CHR − COO − p K a 2 ( ≈ 9 ) net − 1 H 2 N − CHR − COO −
Hum woh pH chahte hain jahan net charge = 0 ho, yani jahan zwitterion bilkul cation aur anion ki equal amounts ke beech mein ho.
Har equilibrium ke liye Henderson–Hasselbalch use karo:
pH = p K a + log [ acid form ] [ base form ]
pI par cation (+1) aur anion (–1) equal concentration mein hote hain (woh cancel hote hain), aur zwitterion maximum hota hai. Mathematically, set up karo:
pH = p K a 1 + log [ cation ] [ zwit ] aur pH = p K a 2 + log [ zwit ] [ anion ]
Dono equations add karo:
2 pH = p K a 1 + p K a 2 + log [ cation ] [ zwit ] ⋅ [ zwit ] [ anion ]
2 pH = p K a 1 + p K a 2 + log [ cation ] [ anion ]
pI par, [ anion ] = [ cation ] toh log term = log 1 = 0 ho jaata hai:
Intuition "Do flanking pKa average kyun karo"
Zwitterion do ionisations ke beech mein baith ta hai. Exactly utna hi cation aur anion banana ho toh us pH ke midpoint par rehna padega jahan yeh do reactions woh charges create karti hain. Isliye arithmetic mean.
Agar R khud ionise karta ho (jaise Asp/Glu mein extra –COOH hota hai; Lys/Arg mein extra basic N hota hai), toh teen pKa values hote hain. Rule:
Worked example Glycine, pKa₁ = 2.34, pKa₂ = 9.60
pI = 2 2.34 + 9.60 = 5.97
Yeh step kyun? Glycine mein koi ionisable R nahi hai, toh bas apne do pKa's average karo. pH 5.97 par yeh electrophoresis mein still rehta hai.
Worked example Aspartic acid, pKa(α-COOH)=2.0, pKa(side-COOH)=3.9, pKa(NH₃⁺)=9.9
Neutral species tab banti hai jab pehle do protons (dono COOH) lose ho jaate hain. Toh:
pI = 2 2.0 + 3.9 = 2.95
Yeh step kyun? Net-zero charge tak pahunchne ke liye dono acidic groups deprotonated hone chahiye; hum do sabse kam pKa's average karte hain. Acidic side chain pI ko neeche kheenchti hai.
Worked example Lysine, pKa(α-COOH)=2.2, pKa(α-NH₃⁺)=9.0, pKa(side-NH₃⁺)=10.5
Do basic groups → do sabse zyada average karo:
pI = 2 9.0 + 10.5 = 9.75
Yeh step kyun? Molecule neutral ho sake iske liye protons hata ne padte hain; basic side chain pI ko upar uthata hai.
Electrophoresis link (Forecast-then-verify): Forecast — pH 7 par, kya glycine, aspartate, lysine + ya – electrode ki taraf move karenge? Verify: pH 7 > pI(Gly 5.97) → net –, anode (+) ki taraf jaayega. pH 7 > pI(Asp 2.95) → strongly –, anode. pH 7 < pI(Lys 9.75) → net +, cathode (–) ki taraf jaayega. ✔
Definition Nutrition ke hisaab se
Essential amino acids : body inhe synthesise nahi kar sakta ; diet se lene padte hain. (jaise Valine, Leucine, Isoleucine, Lysine, Methionine, Phenylalanine, Threonine, Tryptophan — Histidine, Arginine bacchon ke liye essential.)
Non-essential amino acids : body inhe khud bana sakta hai (jaise Glycine, Alanine, Glutamic acid, Aspartic acid, Serine, Proline).
Definition Side-chain nature ke hisaab se
Acidic (extra –COOH): Asp, Glu → low pI.
Basic (extra –NH₂/N): Lys, Arg, His → high pI.
Neutral : baaki sab → pI ≈ 6 ke aas-paas.
Mnemonic Essentials aur pI rule yaad karo
Essentials: "PVT TIM HaLL" → P henylalanine, V aline, T hreonine, T ryptophan, I soleucine, M ethionine, H istidine, L eucine, L ysine.
pI rule: "Zwitterion ko hug karne wale do pKa's average karo." Acidic = low wale average karo (pI low); Basic = high wale average karo (pI high).
Common mistake Galat ideas ko steel-man karna
Galat 1: "pI = saare pKa's ka average."
Kyun sahi lagta hai: averaging symmetric lagti hai. Fix: sirf neutral form ko flank karne wale do pKa's matter karte hain; baaki us pH par spectator hain.
Galat 2: "Zwitterion mein net charge hota hai kyunki usme + aur – dono dikhte hain."
Kyun sahi lagta hai: literally do charges dikh rahe hain. Fix: woh cancel hote hain → net charge zero ; isliye yeh pI par field mein move nahi karta.
Galat 3: "pH, pI se neeche ho toh amino acid negative hota hai."
Kyun sahi lagta hai: low pH "acidic lagta hai = bahut O⁻." Fix: low pH = excess H⁺ → groups protonated ho jaate hain → molecule positive (cation) hota hai, cathode ki taraf move karta hai.
Galat 4: "Essential = sabse important amino acids."
Fix: "essential" purely diet ke baare mein hai — tumhara body inhe nahi bana sakta, isliye inhe khaana zaroori hai, yeh chemically superior nahi hote.
Recall Feynman: ek 12-saal ke bachche ko explain karo
Socho ek chota magnet-person hai jiske paas ek "grabby hand" (–NH₂) hai aur ek "give-away hand" (–COOH) hai. Give-away hand ek choti ball (proton) usi person ki grabby hand ko pass kar deti hai. Ab ek hand + hai aur ek – hai, lekin poora person balanced hai — yahi zwitterion hai. Agar tum uspar bahut balls phenko (acid), dono hands balls pakad leti hain → yeh + ho jaata hai. Agar balls chhin lo (base) → yeh – ho jaata hai. Woh special "balance pH" jahan yeh do magnets ke beech bhi bilkul still rehta hai, woh isoelectric point hai, aur tum use un do pH levels ko average karke nikalte ho jahan yeh flip karta hai.
Zwitterion kya hota hai? Amino acid ka dipolar internal-salt form jisme –COO⁻ aur –NH₃⁺ ek hi molecule par hote hain aur net charge zero hota hai.
Amino acids ke high melting points kyun hote hain? Kyunki zwitterion hone ki wajah se yeh ek ionic lattice banate hain jo strong electrostatic forces se held hoti hai.
Isoelectric point pI define karo. Woh pH jis par amino acid mainly zwitterion hota hai, average net charge zero hota hai, aur electric field mein move nahi karta.
Simple amino acid ke pI ka formula kya hai? pI = (pKa1 + pKa2)/2.
Acidic amino acid (jaise Asp) ka pI kaise nikaalte hain? Do LOWEST pKa values average karo (jo do protons neutral tak pahunchne ke liye lose hone chahiye).
Basic amino acid (jaise Lys) ka pI kaise nikaalte hain? Do HIGHEST pKa values average karo.
Agar pH, pI se neeche ho toh amino acid ka net charge kya hoga? Positive (cation); yeh cathode ki taraf migrate karta hai.
Agar pH, pI se upar ho toh net charge kya hoga? Negative (anion); yeh anode ki taraf migrate karta hai.
α-carbon chiral kyun hota hai (glycine chhodkar)? Isme chaar alag groups hote hain: H, COOH, NH2, aur R (glycine mein R = H hota hai, isliye achiral).
Essential amino acid define karo. Woh jise body synthesise nahi kar sakti; diet se supply karna padta hai.
Glycine ka pI aur calculation batao. (2.34 + 9.60)/2 = 5.97.
Acidic side chain pI ko kyun lower karti hai? Extra –COOH ek low pKa add karta hai, toh average kiye jaane wale do flanking pKa's dono chhote hote hain.
Kya amino acids amphoteric hote hain? Kyun? Haan — zwitterion acid se react kar sakta hai (–COO⁻ ke zariye) aur base se bhi (–NH₃⁺ ke zariye).
Alpha-amino acid COOH plus NH2
High mp water soluble amphoteric