Amino Acids Flashcards

1
Q

amino acid general formula

A

H
H2N-C-COOH
R

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2
Q

why can amino acids (except glycine) form optical isomers

A

they contain a chiral centre so atoms can be arranged in 2 different ways in space (2 enantiomers)
they are non-superimposable mirror images

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3
Q

glycine

A

H
H2N-C-COOH
H

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4
Q

serine

A

H
H2N-C-COOH
CH2OH

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5
Q

alamine

A

H
H2N-C-COOH
CH3

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6
Q

glycine at low pH

A

H
H3N+-C-COOH
H

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7
Q

glycine at high pH

A

H
H2N-C-COO-
​H

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8
Q

zwitterion

A

species containing a positive and a negative charge

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9
Q

why can glycine act as a zwitterion

A

an internal transfer of a proton from the carboxylic acid end to the amine end allows for two opposing charges on the same species

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10
Q

why amino acids are solid at room temp.

A

when they act as zwitterions they are held together by strong electrostatic attractions between oppositely charged ends of the species

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11
Q

why amino acids dissolve readily in water

A

due to strong attractions between polar water molecules and zwitterions

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12
Q

peptide link

A

O
||
C-N
|
H

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13
Q

primary structure of amino acids

A

sequence of a chain of amino acids held together by covalent bonds

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14
Q

secondary structure of amino acids

A

alpha helix / beta pleated structure held by hydrogen bonding

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15
Q

tertiary structure of amino acids

A

arrangement of secondary structures in space held by hydrogen bonding

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16
Q

conditions and product from hydrolysis of proteins

A

adding 6M HCl and leaving for 24h
forms a solution of amino acids

17
Q

hydrolysis of proteins equation

A

H O H H
H2N-C-C-N-C-COOH + H2O + 2H+ > 2 H3N+-C-COOH
R1 H R2 R(1/2)

18
Q

how can individual amino acids be separated and identified

A
sepaprated through (thin layer or paper) chromatography after hydrolysis of proteins
sprayed with ninhydride to expose spots
19
Q

equation for reaction between glycine and bromomethane

A

H2N-CH2-COOH + CH3Br > CH3NHCH2COOH + HBr

20
Q

equation for reaction between glycine and excess bromomethane

A

H2N-CH2-COOH + CH3Br > (CH3)3N+-CH2-COOH + HBr

21
Q

equation for reaction between glycine and ethanoyl chloride

A

H2N-CH2-COOH + CH3C(=O)Cl > CH3C(=O)NH-CH2-COOH + HCl