C8953
NMR structural analysis
seminar
1H-1H correlations
Jan Novotný
176003@mail.muni.cz
March 30, 2016
Overview of basic homonuclear 2D experiments
COSY, DQF-COSY
TOCSY
NOESY
ROESY
Eserine 1D-1
H
Eserine - DQF-COSY
7
7
6
6
5
5
4
4
3
3
2
2
1
1
δ2 - 1H (ppm)
7 7
6 6
5 5
4 4
3 3
2 2
δ1-1
H(ppm)
Eserine - NOESY
6
6
4
4
2
2
δ2 - 1H (ppm)
7 7
6 6
5 5
4 4
3 3
2 2
δ1-1
H(ppm)
Eserine - NOESY
6
6
4
4
2
2
δ2 - 1H (ppm)
7 7
6 6
5 5
4 4
3 3
2 2
δ1-1
H(ppm)
H15-H16
H12-H19
H11-H12
H9-H17
Eserine - NOESY
4.0
4.0
3.5
3.5
3.0
3.0
2.5
2.5
2.0
2.0
1.5
1.5
δ2 - 1H (ppm)
4.0 4.0
3.5 3.5
3.0 3.0
2.5 2.5
2.0 2.0
1.5 1.5
δ1-1H(ppm)
Eserine - NOESY
4.0
4.0
3.5
3.5
3.0
3.0
2.5
2.5
2.0
2.0
1.5
1.5
δ2 - 1H (ppm)
4.0 4.0
3.5 3.5
3.0 3.0
2.5 2.5
2.0 2.0
1.5 1.5
δ1-1H(ppm) H5-H17
H2'-H3''
H2''-H3'
H2''-H2'
H3''-H3'
H3'-H17
H19-H18
H5-H19
H5-H18
H5-H3''
H5-H2''
Colchicine 1D-1
H
Colchicine - DQF-COSY
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1
H(ppm) 54
6
3
1
2
11
10 16
14
15
7
8
9 NH
17
18CH3
19
O
O
O O
CH3
22
CH3
21
CH3
20
O
CH3 23
O
12
13
Colchicine - DQF-COSY
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1
H(ppm) 54
6
3
1
2
11
10 16
14
15
7
8
9 NH
17
18CH3
19
O
O
O O
CH3
22
CH3
21
CH3
20
O
CH3 23
O
12
13
H17-H9
H9-H8'
H7''-H7'
H7'-H8''
H17-H9
H12-H3
Colchicine - NOESY
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1
H(ppm)
54
6
3
1
2
11
10 16
14
15
7
8
9 NH
17
18CH3
19
O
O
O O
CH3
22
CH3
21
CH3
20
O
CH3 23
O
12
13
Colchicine - NOESY
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1
H(ppm)
54
6
3
1
2
11
10 16
14
15
7
8
9 NH
17
18CH3
19
O
O
O O
CH3
22
CH3
21
CH3
20
O
CH3 23
O
12
13
H17-H16
H17-H19
H1-H20
H1-H7''
H13-H23
H12-H22
H21
H9-H8''
Chinin - COSY
10
10
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1H(ppm)
5
10
6
9
7
8
3
2
4
N
1
O
CH3
22
11
12
OH
17
16
N
13
15
14
18
19
20
21
Chinin - COSY10 8 6 4 2
8 8
6 6
4 4
2 2
δ1-1H(ppm)
5
10
6
9
7
8
3
2
4
N
1
O
CH3
22
11
12
OH
17
16
N
13
15
14
18
19
20
21
Chinin - COSY
10
10
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1H(ppm)
5
10
6
9
7
8
3
2
4
N
1
O
CH3
22
11
12
OH
17
16
N
13
15
14
18
19
20
21
21
15,17
14,18
Chinin - COSY
10
10
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1H(ppm)
5
10
6
9
7
8
3
2
4
N
1
O
CH3
22
11
12
OH
17
16
N
13
15
14
18
19
20
21
21
15,17
14,18
H20-H21'/H21''
H20-H19
H19-H18'/18''
H14'/''-H15'/''
Chinin - COSY
10
10
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1H(ppm)
5
10
6
9
7
8
3
2
4
N
1
O
CH3
22
11
12
OH
17
16
N
13
15
14
18
19
20
21
15,17
H12-H17'/''
H11-H12
H3-H11
H2-H3
Chinin - COSY
10
10
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1H(ppm)
5
10
6
9
7
8
3
2
4
N
1
O
CH3
22
11
12
OH
17
16
N
13
15
14
18
19
20
21
H8-H6
H9-H8
NOESY-600ms
H6-H11
H8-H22 H6-H22
H3-H17
H2
H3
H9
H8
H6
H11
H11
H12
H17''
H17'
H21
H20
H19
H18'
H18''
H14''
H15''
H15'
H22
H16-H17'
H19-H16
GSSG 1D-1
H
GSSG - ROESY(400ms)
8
8
6
6
4
4
2
2
δ2 - 1H (ppm)
8 8
6 6
4 4
2 2
δ1-1
H(ppm)
GSSG - ROESY(400ms)
8
8
6
6
4
4
2
2
δ2 - 1
H (ppm)
8 8
6 6
4 4
2 2
δ1-1
H(ppm)
CysHa-GlyNH
GlyHa-NH
CysHa-NH
CysHb’-NH
GluHc-CysNH
GluHc-Ha
GluHb-Ha GluHb-Hc
GluHc-Hb
GluHa-Hb
GluHa-Hc
CysHb’’-Hb’
CysHb’-Hb’’
CysHb’’-Ha
CysHb’-Ha
CysHa-Hb’
CysHa-Hb’’
CysNH-Hb’
CysNH-Ha
GlyNH-CysHa
GlyNH-Ha
CysNH-GluHc
GluHb
GluHc
CysHb’
CysHb’’
GluHa
GlyHa
CysHa
GlyNH
CysNH
GluHb
GluHc
CysHb’
CysHb’’
GluHa
GlyHa
CysHa
GlyNH
CysNH
Next topic:
Heteronuclear correlations