Table 1 1H and 13C NMR Data for Sansanmycin F and G in D2Oa (pD=8.0, δ in p.p.m.)

From: Two novel nucleosidyl–peptide antibiotics: Sansanmycin F and G produced by Streptomyces sp SS

   Sansanmycin F Sansanmycin G
     Extra signals due to conformers    Extra signals due to conformers
Position b Mult. δC δH δC δH δC δH δC δH
Uracil-2 N-CO-N 155.0     161.1   161.0  
Uracil-4 CO-N 170.0   170.5   178.4    
Uracil-5 CH 105.1 5.43   5.82 105.7 5.36 105.6 5.79
Uracil-6 CH 142.5 7.13   7.35 141.4 6.98   7.24
Sugar-1 O-CH-N 96.3 6.07 96.4 6.00 96.0 6.13   
Sugar-2 O-CH 75.5 4.44 75.6 4.47 75.3 4.50 75.4  
Sugar-3 CH2 35.8 2.91    35.9 2.68   
    2.94     3.00   
Sugar-4 >C= 147.1     147.3    
Sugar-5 -CH= 99.9 6.02 99.1 5.99 99.4 6.00   
AMBA-1 CO-N 170.5     170.3   170.1  
AMBA-2 CH 58.3 4.60    58.5 4.58   
AMBA-3 CH 53.3 4.96 59.2 4.35 53.2 4.96   4.81
AMBA-4 CH3 16.0 1.18 17.0 1.21 15.9 1.18   1.12
AMBA-N-CH3 N-CH3 32.6 2.95 31.2 2.82 32.6 2.94   
Trp-1 -COOH 182.1     182.2    
Trp-2 CH 59.2 4.38    59.1 4.37   
Trp-3 CH2 31.2 3.25    31.2 3.26   
    3.08     3.04   
Trp-2′ CH 126.9 7.18    127.0 7.19   
Trp-3′ ArC 113.3     113.3    
Trp-3a′ ArC 130.2     130.2    
Trp-4′ ArCH 121.5 7.62    121.6 7.66   
Trp-5′ ArCH 121.9 7.10    121.9 7.14   
Trp-6′ ArCH 124.4 7.17    124.5 7.41   
Trp-7′ ArCH 114.4 7.39    114.5 7.43   
Trp-7a′ ArC 138.9     138.9    
Ureido N-CO-N 161.3     161.4    
TIC-carbonyl CO-N 176.8     177.6    
TIC-1 C 56.5     56.1    
TIC-3 CH 51.9 4.01   4.35 51.8 3.92   
TIC-4 CH2 34.7 2.75    35.1 2.68   
    2.67     2.53   
TIC-5 ArCH 117.6 6.49   6.62 118.8 6.42   6.52
TIC-6 Ar-C-O 156.7     160.8    
TIC-7 ArCH 117.3 6.75    118.7 6.68   
TIC-8 ArCH 130.1 7.18 130.2   130.2 7.14   
TIC-9 ArC 137.1     135.4    
TIC-10 ArC 136.1     136.4    
TIC-1-methyl CH3 32.7 1.46   1.50 33.2 1.43   
TIC-1-methyl CH3 32.1 1.35   1.41 32.2 1.33   
Met-1/Leu-1c CO-N 177.5     178.7    
Met-2/Leu-2c CH 55.9 4.26    55.6 4.15   4.08
Met-3/Leu-3c CH2 33.8 1.90    43.2 1.43   
    1.82       
Met-4/Leu-4c CH 32.2 2.44    27.1 1.46   
    2.42       
Leu-5 CH3      23.9 0.83   
Met-6/Leu-6c CH3 17.0 2.02   1.95 23.8 0.82   
  1. aNMR data were recorded at 600 HZ for proton and at 150 HZ for carbon.
  2. bAbbreviations for the structure units are as follows: AMBA, 2-amino-3-methylaminobutyric acid; Leu, leucine; Met, methionine; TIC, 1,1-dimethyl-6-hydroxy-1,2,3,4-tetradhydro-3-isoquinoline carboxylic acid; Trp, tryptophan.
  3. cMet was for Sansanmycin F and Leu was for Sansanmycin G.