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Basicity of some amines Amine Kb pKb Ammonia NH 3 1.80E-05 4.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-04 3.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-04 3.47 Methylamine CH 3 NH 2 4.40E-04 3.36 Dimethylamine (CH 3 ) 2 NH 5.40E-04 3.27 Trimethylamine (CH 3 ) 3 N 5.90E-05 4.23 Aniline C 6 H 5 NH 2 3.80E-10 9.42 4-Methylaniline 4-CH 3 C 6 H 4 NH 2 1.20E-09 8.92 2-Nitroaniline 1.50E-15 14.82 3-Nitroaniline 2.80E-13 12.55 4-Nitroaniline 9.50E-14 13.02 2 B + H 2 O HB + + OH - K b = a(HB + ) x a((OH - )/[a(B) x a(H 2 O)]

Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

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Page 1: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Basicity of some amines

Amine Kb pKbAmmonia NH3 1.80E-05 4.74

Propylamine CH3CH2CH2NH2 4.70E-04 3.33

2-Propylamine (CH3) 2CHNH2 3.40E-04 3.47

Methylamine CH3NH2 4.40E-04 3.36

Dimethylamine (CH3) 2NH 5.40E-04 3.27

Trimethylamine (CH3) 3N 5.90E-05 4.23

Aniline C6H5NH2 3.80E-10 9.42

4-Methylaniline 4-CH3C6H4NH2 1.20E-09 8.92

2-Nitroaniline 1.50E-15 14.82

3-Nitroaniline 2.80E-13 12.55

4-Nitroaniline 9.50E-14 13.02

2

B + H2O HB+ + OH- Kb = a(HB+) x a((OH-)/[a(B) x a(H2O)]

Page 2: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

The 21 amino acids found in eukaryotes.

(Grouped according to their side-chains' pKa values and charge at physiological pH 7.4)

Page 3: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

The peptide bond

Page 4: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Polymerisation of ε-caprolactam to a polyamide (Nylon-6)

O

H2O

-Aminocapronsäure

Page 5: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

CH

CHN

O

N

CH2

SH

O

CH

CH2

CHN

O

N

OCH2

OH

H

H H

H

Page 6: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

a-helix

Page 7: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Primary structure: Amino acid sequence in a polypeptide (protein)

amino acids

CH

CHNH

O

NH

CH2

SH

O

OHCH

CH2

CHNH

O

NH

OCH2

OH

Page 8: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Hemoglobin (English pronunciation: /hiːməˈgloʊbɪn/; also spelled haemoglobin and abbreviated Hb or Hgb) is the iron-containing oxygen-transport metalloprotein in the red blood cells of all vertebrates.

Page 9: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

3D structure of the protein myoglobin showing colored alpha helices.

hemeprosthetic group, co-factor

Page 10: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Beta-meander motifPortion of outer surface Protein A of Borrelia burgdorferi complexed with a murine monoclonal antibody.

Psi-loop motifPortion of Carboxypeptidase A.

Page 11: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Die vier Ebenen der Proteinstruktur, von links nach rechts: Primärstruktur, Sekundärstruktur (β-Faltblatt unten, α-Helix oben), Tertiär- und Quartärstruktur.

a-helix-sheet

primary secondary tertiary quaternary

structure

Page 12: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

The crystal structure of the chaperonin. Chaperonins assist protein folding.

Page 13: Basicity of some amines AmineKbpKb Ammonia NH 3 1.80E-054.74 Propylamine CH 3 CH 2 CH 2 NH 2 4.70E-043.33 2-Propylamine (CH 3 ) 2 CHNH 2 3.40E-043.47 Methylamine

Three possible representations of the three-dimensional structure of the protein triose phosphate isomerase. Left: all-atom representation colored by atom type. Middle: Simplified representation illustrating the backbone conformation, colored by secondary structure. Right: Solvent-accessible surface representation colored by residue type (acidic residues red, basic residues blue, polar residues green, nonpolar residues white)