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. 2024 Oct 24;9(44):44749–44759. doi: 10.1021/acsomega.4c07459

Table 1. 1H (600 MHz) and 13C (150 MHz) NMR Spectroscopic Data for Orfamide N (1) in d3-MeOH.

unit position δC, type δH, mult. [J (Hz)] unit position δC, type δH, mult. [J (Hz)]
l-Leu1 1 175.80, C   l-Leu7 1 172.29, C  
  2 54.29, CH 4.00, m   2 53.69, CH 4.47, m
  3 40.69, CH2 1.67, m   3 41.86, CH2 1.80, m; 1.47, m
  4 25.87, CH 1.69, m   4 25.60, CH 1.74, m
  5 22.50, CH3 0.95, m   5 21.59, CH3 0.90, m
  6 23.23, CH3a 0.98, ma   6 23.82, CH3 0.96, m
  NH   8.66, brs   NH   7.94, m
d-Glu2 1 176.20, C   l-Leu8 1 174.95, C  
  2 177.06, C     2 54.34, CH 4.29, m
  3 56.55, CH 4.01, m   3 41.46, CH2 1.72, m
  4 27.32, CH2 2.10, m; 2.01, m   4 25.92, CH 1.67, m
  5 34.57, CH2b 2.35, m   5 22.06, CH3 0.91, m
  NH   9.41, brs   6 23.37, CH3a 0.97, ma
          NH   7.90, m
d-allo- 1 173.11, C          
Thr3 2 60.85, CH 4.30, m d-Ser9 1 172.29, C  
  3 70.66, CH 5.38, m   2 57.89, CH 4.28, m
  4 18.68, CH3 1.39, d (5.9)   3 62.62, CH2 3.89, m; 3.81, dd (11.3; 4.2)
  NH   8.20, d (7.2)   NH   8.04, brs
d-allo- 1 175.19, C   l-Val10 1 170.94, C  
Ile4 2 62.62, CH 3.87, m   2 59.69, CH 4.33, m
  3 37.06, CH 2.05, m   3 31.46, CH 2.16, m
  4 27.01, CH2 1.46, m; 1.18, m   4 19.83, CH3 0.87, m
  5 11.77, CH3 0.91, m   5 18.95, CH3 0.82, d (6.7)
  6 16.40, CH3 0.98, m   NH   7.68, m
  NH   7.58, brs        
        3′R–OH-hexadec-9-enoic acid 1′ 175.02, C  
d-Leu5 1 175.50, C     2′ 44.52, CH2 2.43, m; 2.40, m
  2 54.97, CH 4.17, m   3′ 69.89, CH 4.08, m
  3 40.89, CH2 1.79, m; 1.56, m   4′ 38.55, CH2 1.50, m
  4 25.83, CH 1.79, m   5′ 26.62, CH2 1.50, m
  5 21.14, CH3 0.87, m   6′ 30.46, CH2a 1.28, ma
  6 23.69, CH3a 0.93, ma   7′ 30.06, CH2a 1.36, ma
  NH   7.80, brs   8′ 28.17, CH2 2.04, m
          9′ 130.92, CH 5.35, m
d-Ser6 1 172.98, C     10′ 130.79, CH 5.35, m
  2 58.33, CH 4.37, m   11′ 28.17, CH2 2.04, m
  3 62.85, CH2 3.95, dd (11.6; 5.7);   12′ 30.91, CH2a 1.28, ma
      3.89, m   13′ 30.85, CH2a 1.28, ma
  NH   7.71, brs   14′ 32.95, CH2aa 1.28, ma
          15′ 23.73, CH2 1.31, m
          16′ 14.46, CH3 0.89, m
a

These four sets of chemical shifts are interchangeable.

b

Shift acquired via analysis of HSQC data.