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Original Articles

6-N-(N-Methylanthranylamido)-4-Oxo-Hexanoic Acid: A New Fluorescent Protecting Group Applicable To A New Dna Sequencing Method

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Pages 2021-2025 | Published online: 22 Aug 2006

REFERENCES

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  • 1H NMR (CDC13) δH: 1.91 (s, 3H, CH3-T); 2.26 (m, 2H, H-2′×H-2′), 2.67(m, 2H, OCOCH2), 2.80 (s, 3H, NHCH3); 2.96 (m, 4H, 2xCOCH2); 3.60 (m, 2H, NHCH2), 4.18 (m, 2H, H-5′×H-5′); 4.32 (m, 1H, H-4′); 5.40 (m, 1H, H-3′); 6.08 (t, 1H, J1′,2′=J1,2′ 8.14 Hz, H-1′); 6.68 (t, 1H, H-Ant); 6.74 (d, 1H, H-ant); 7.32 (t, 1H, H-Ant); 7.34 (d, 1H, H-Ant); 7.62 (s, 1H, H-6); 13C NMR (H2O) δc : 12.44 (CH3-T); 29.09 (OCOCH2CH2); 30.42 (NCH3); 35.02 (CH2C=O); 36.98 (CH2C=O); 37.98 (C-2′); 41.95 (NHCH2); 66.61 (d, JC, P = 4.9 Hz, C-5′); 76.95 (C-3′); 83.51 (d, JC, P= 10.4 Hz, C-4′); 85.46 (C-1′); 112.59 (C-5); 112–79–117.21–118.19–129.04–133.57–172.21 C-aromatics); 137.89 (C-5); 152.16 ((C-2); 167.25 (C-4); 175.01 (NHCO);181.99 (OCO); 213.25 (C=O); 31P NMR (D2O) δP -22,52 (1P, t, JPγ, Pa=JPγ Pβ 16.68 Hz, Pγ), -11.22 (IP, d, JPα Pγ 16.01 Hz, Pα), -10.11 (1P, d, JPβ Pγ 16.01 Hz, Pβ)
  • Hoard , D. E. and Ott , G. 1965 . J. Am. Chem. Soc. , 87 : 1141
  • Leikauf , E. and Köster , H. 1995 . Tetrahedron Lett. , 51 : 5557
  • Wang , J. and Scott , A. I. 1997 . Tetrahedron Lett. , 38 : 739
  • Nakamura , E. , Aoki , S. , Sekiya , K. , Oshino , H. and Kuwajima , I. 1987 . J. Am. Chem. Soc. , 109 : 8056
  • 1H NMR (CDCI3) δH: 2.55 (m, 2H, CH2COOH); 2.61 (m, 2H, CH2CH2COOH); 2.69 (m, 2H, NHCH2CH2); 3.55 (q, 2H, NHCH2); 6.45 (t, 1H, H-Ant); 6.53 (d, 1H, H-Ant); 6.63 (bt, 1H, NHCH2); 7.16 (m, 2H, H-Ant); 7.96 (bs, 2H, NHCH3 × COOH); 13C NMR (CDCI3) δC : 208.8 (CO); 177.10 (COOH); 169.75 (CONH); 150.29–132.95–; 127.49–114.81–114.73–111.19 (C aromatics); 42.18 (NHCH2); 29.75 (CH3); 37.13 (NHCH2CH2); 34.37 [C(O)CH2]; 27.81 (CH2COOH)
  • 1H NMR (CDCI3) δH: 2.40 (m, 4H, NHCOCH2 + NHCOCH2CH2); 2.49 (t, 2H, CONHCH2CH2)); 2.75 (s, 3H, CH3); 3.61 (q, 2H, CONHCH2); 6.43 (t, 1H, H-Ant); 6.53 (d, 1H, H-Ant); 6.61 (bt, 1H, NHCH2); 6.59 (m, 3H, H-Ant + NHCH3); 8.8 (s, 1H, N=NH); 13C NMR (CDCI3) δC : 170.05 (CONH); 167.55 (CONH); 154.07 (C=N); 150.58–135.45–132.94–115.21–114.60–111.13 (C aromatics); 36.26 (NHCH2); 35.65 ((NHCH2CH2); 29.77 (CH3); 25.95 (COCH2CH2); 26.15 (COCH2)

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