The dalbaheptide antibiotic INA 9301 was isolated from a culture of Amycolatopsis orientalis. By using a combination of mass spectrometry and NMR spectroscopy, INA 9301 was assessed as N,N-dimethylvancomycin. Detailed 13C NMR characteristics of INA9301 in D2O and DMSO-d6 are presented, together with 2D 1H-1H ROESY and 1H-13C gHMBC data, which confirmed the configurations of the asymmetric centers and spatial conformational shape of the molecule in aqueous solution.
ParentiF, CavalleriB. (1989) Proposal to name the vancomycin-ristocetin like glycopeptides as dalbaheptides. Journal of Antibiotics, 42, 1882–1883.
2.
NicasTJ, CooperRDG. (1997) Vancomycin and other glycopeptides. In Biotechnology of Antibiotics.StrohlWR (Ed). Marcel Dekker, New York, USA. 363–395.
3.
NagarajanR. (1997) Glycopeptide Antibiotics. Marcel Dekker, New York, USA.
4.
HigginsHM, McCormickMH, MerkelKE, MichelKH. (1985) Improvements in and relating to antibiotics M43A, M43B, M43C and M43D. EP 0159180.
5.
NagarajanR, MerkelKE, MichelKH, HigginsHMJr., HoehnMM, HuntAH, JonesND, OccolowitzJL, SchabelAA, SwartzendruberJK. (1988) M43 Antibiotics: Methylated vancomycins and unrearranged CPD-I analogues. Journal of the American Chemical Society, 110, 7896–7897.
6.
BattaG, SztaricskaiF, KöverKE, RüdelC, BerdnikovaTF. (1991) An NMR study of eremomycin and its derivatives. Full 1H and 13C assignment, motional behavior, dimerization and complexation with AC-D-Ala-D-Ala. Journal of Antibiotics, 44, 1208–1221.
7.
BonginiA, FeeneyJ, WilliamsonMP, WilliamsDH. (1981) Assignment of the carbon-13 spectrum of vancomycin and its derivatives. Journal of the Chemical Society, Perkin Transactions II, 201–206.
8.
BrazhnikovaMG, LaikoAV, FedorovaGB, PreobrazhenskaiaTP, SveshnikovaMA, LapchinskaiaOA, SaburovaTP, PogozhevaVV, LomakinaNN, BerdnikovaTF, KatrukhaGS, TolstykhIV, GolovaTP, ArkhangelskaiaNM, GladkikhEG, MakarovaMO, ShapovalovaSP, ShepelevzevaNG, FilipposiansST. (1999) Amycolatopsis orientalis subsp. eremomycini VKPM-S892 culture producing eremomycin and method of preparation of antibiotic. RU 2110578.
9.
Forlay-FrickP, NagyZB, FeketeJ, KettrupA, GebefugiI. (2001) Reverse phase hplc method for determination of vancomycin in influenza vaccine. Journal of Liquid Chromatography & Related Technologies, 24, 497–507.
10.
KononikhinA, NikolaevE, FrankevichV, ZenobiR. (2005) Multiple charged ions in matrix-assisted laser desorption/ionization mass spectrometry generated from electrosprayed sample layers. European Journal of Mass Spectrometry, 11, 257–260.