第十五章氨基酸、肽和蛋白质 - course.sdu.edu.cncourse.sdu.edu.cn/G2S/eWebEditor/uploadfile/20140403101714523.pdf · 1 1 Sichuan University 第十五章氨基酸、肽和蛋白质

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    11

    Sichuan University

    Amino Acids, Peptides and ProteinsAmino Acids, Peptides and Proteins

    2 15

    -

    - 20H+OH-

    3 15

    R-CH-CH2-COOH R-CH-COOH NH2 NH2

    - -

    R-CH-COOHNH 2

    --

    4 15

    -

    1.

    -

    2. R

    R-CH-COOHNH 2

    5 15

    Gly

    Ala

    Tyr

    -NH2-COOH

    NH2 NH2CH2-COOH CH3CHCOOH HO- -CH2CHCOOH

    NH2

    H2N-CH2CH2CH2CH2CH-COOHNH2

    Lys

    6 15

    --

    HOOC-CH2CH2CH-COOHNH2

    Glu

  • 2

    7 15

    (CH3)2CHCH(NH2)COOH

    (CH3)2CHCH2CH(NH2)COOH

    C2H5CHCH(NH2)COOH

    CH3

    C6H5CH2CH(NH2)COOH

    CH3CHCH(NH2)COOH

    OH

    CH3S(CH2)2CH(NH2)COOH

    H2N(CH2)4CH(NH2)COOH

    CH2CH(NH2)COOH

    NH

    8 15

    -

    -

    D/L

    L- L-L-

    COOH

    H2N H

    CH3

    COOH

    HHO

    CH3

    COOH

    H2N H

    R

    9 15

    L R/S

    S-R-

    L-R-

    L- L-

    COOH

    H2N H

    CH3

    COOH

    HHO

    CH2SH

    S- L-

    10 15

    1.1. (1)

    --COOH-NH2

    R-CH-COOH + HCl R-CH-COOHNH2 NH3Cl+

    -

    R-CH-COOH + NaOH R-CH-COO Na + H2ONH2 NH2

    +-

    11 15

    -NH2 -COOH

    200

    NH2 NH3R-CH-COOH R-CH-COO

    +

    -

    12 15

    III I II

    NH2R-CH-COOH

    H2O

    H2O +NH3R-CH-COO

    -

    NH3OH + R-CH-COOH

    +

    -

    NH2R-CH-COO + H3O

    - +

    -NH3 -COO -IIIIIpH7

    +

    (2) (2)

  • 3

    13 15

    IIIIIII

    III

    pHpI

    III I II

    NH2R-CH-COOH

    H2O

    H2O +NH3R-CH-COO

    -

    NH3OH + R-CH-COOH

    +

    -

    NH2R-CH-COO + H3O

    - +

    14 15

    pH

    15 15

    pH=5.5~6.3

    pH=2.8~3.2

    pH=7.6~10.6

    16 15

    -

    O

    O

    O

    O

    O

    OH

    OH

    O

    N=CNH2

    + R-CH-COOH

    O

    O

    OHOH2

    O

    O + CO2 + RCHO

    OH

    2. 2.

    17 15

    N----

    18 15

    O

    O

    N

    O

    O

    O

    O

    OHOH + H2N-CH-COOH

    RO

    O

    N CHR

    COOH-2H2O

    CH

    O

    O

    N CHR-CO2

    CH

    O

    O

    NH2

    H2O

    -RCHO

    O

    O

    OHOH

    O

    N

    O

    O

    OH

  • 4

    19 15

    R-CH-COOH + HNO2 R-CH-COOH + N2 + H2ONH2 OH

    RNH2 + HNO2 ROH + N2 + H2O

    Van Slyke

    3. 3.

    20 15

    R-CH-COOH + HCHO R-CH-COOH + H2ONH2 N=CH2

    4. 4.

    21 15

    -

    R-CH-COOH R-CH2-NH2 + CO2NH2

    Ba(OH)2

    NH2(CH2)4CHCOOH NH2(CH2)4CH2-NH2 + CO2NH2

    5. 5.

    22 15

    -

    (CH3)2CHCH2CHCOOH (CH3)2CHCH2CH2OH + NH3 + CO2NH2

    6. 6.

    23 15

    -

    CHC

    OH

    O

    R

    NH2

    + CHC

    HO

    O

    R

    NH2

    CHC

    HO

    O

    R

    NH2 H2O NH

    HN O

    R

    R

    O_

    7. 7.

    24 15

    C

    O

    N

    H

  • 5

    25 15

    , , , .

    -

    H+OH-

    26 15

    51

    8

    -

    27 15

    N-C-

    H2NN-COOHC-

    H2NCH2COOH + H2N-CHCOOH

    CH3

    H2NCH2-C-NH-CHCOOHCH3

    O

    H2NCH-C-NH-CH2COOHCH3

    O

    a

    b

    ....

    .......

    b

    a

    28 15

    O OH2NCHCNHCHCNHCH2 COOH

    CH2-CH2-COOH CH2SH

    29 15

    -

    C-N-

    30 15

    H2NABCDECOOH

    XNHABCDECOOH

    X

    N-C-

    XNHACOOH + NH2BCDECOOH

    11

  • 6

    31 15

    (a) 24-

    N-

    NO2- -F

    NO2HF

    O O+ H2N-CH-C-NH-CH-C-NH--COOH

    R R

    NO2-

    NO2-NH-CH-C-NH-CH-C-NH--COOH

    OO

    R R

    HCl

    R

    NO2-NO2

    -NH-CH-COOH + H2NCHCOOH +

    R

    (1) N(1) N--

    32 15

    ,

    SC

    C

    N

    CHR

    NH

    O

    C6H5

    + H2N-CH-C-NHCOOHO

    R/

    R R/C6H5-N=C=S + HNH-CH-C-NH-CH-C-NHCOOH

    O O

    pH=8~9

    OOS

    C6H5NH-C-NH-CH-C-NH-CH-C-NHCOOH

    R R/

    HCl()

    (b) (b) (())

    33 15

    (a)

    C-

    C-NH-CH-C-NH-CH-COOH

    R

    O

    R

    O

    H2O

    CNH-CH-C-OH + NH2-CH-COOH

    R

    O

    RC-

    ~~~~

    C-

    O

    (2) C(2) C--

    34 15

    (b) (b)

    35 15

    (50-55)6.7-7.3

    19-2413-19

    0-4

    36 15

    1

    2

    ()

  • 7

    37 15

    38 15

    3

    39 15

    40 15

    41 15

    11

    42 15

    -

    -

    H-N C=O H-NC=O

    ..- +

    C=O-NH

    22

  • 8

    -

    44 15

    -

    -

    47 15

    --

    48 15

    - -

    33

  • 9

    49 15

    50 15

    44

    51 15

    1, 2 ,1,2

    52 15

    53 15

    54 15

    pH

    NH3+P COOH

    PCOO-NH2

    PNH2

    COOH

    NH3+P COO-

    OH-OH-H+ H+

    11

  • 10

    55 15

    22

    56 15

    57 15

    58 15

    -OH

    H-OH

    -

    H-OHC -NH

    O

    H-OH

    C -NH

    O

    NH2

    H-OH

    1~100nm

    -NH2-COOH-OH

    33

    59 15

    1NaClNH4)2SO4Na2SO4

    2

    H2O

    3Hg2+Cu2+Pb2+Ag+

    Ag++NH3COO-

    P PNH3COOAg

    +

    60 15

    1

    CuSO4NaOH

    2

    HNO3

    ()HNO3

    4 4

  • 11

    61 15

    3

    6262

    Sichuan University

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