Moenomycin A: New chemistry that allows to attach the antibiotic to reporter groups, solid supports, and proteins

Tetrahedron

Volumn 53, Issue 52, 1997, Pages 17669-17690

  Kempin, Uwe ^a   Hennig, Lothar ^a   Knoll, Dietmar ^a   Welzel, Peter ^a   Müller, Dietrich ^b   Markus, Astrid ^c   Van Heijenoort, Jean ^d  

^a UNIVERSITY OF LEIPZIG   (Germany)

^b RUHR UNIVERSITY BOCHUM   (Germany)

^c SANOFI   (France)

^d UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BAMBERMYCIN; DIAZONIUM COMPOUND; MOENOMYCIN A; PEPTIDOGLYCAN; THIOL DERIVATIVE;

ANTIBIOTIC BIOSYNTHESIS; ARTICLE; CHEMISTRY; CONTROLLED STUDY; DRUG PURIFICATION; GLYCOSYLATION; HYDROGENATION; NONHUMAN; PRIORITY JOURNAL; ULTRAFILTRATION;

EID: 0030710997     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(97)10234-4     Document Type: Article

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42. 13C NMR spectrum.
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45. Assignments in analogy to 4.
46. Ar).
47. 35
48. A′).
49. max = 259 nm. Addition of a small amount of the diazonium salt solution (≈ 0.02 ml) caused the absorption at λ = 259 nm to increase (formation of the azo compound). Within 5 min the absorption at 259 nm decreased and a slow increase of the amidrazone band at λ ≈ 320 nm was observed.
50. Signals at 14.1, 14.7, 20.8, 20.9, 21.2, 27.1, 30.5, 30.7, 31.0, 71.6 could not be assigned.
51. Release of thiopyridone was indicated by the increase of the UV absorptions at λ = 271 nm und λ = 350 nm.
52. Assignment of the dansyl signals follows Ikeda, H.; Nakamura, M.; Ise, N.; Oguma, N.; Nakamura, A.; Ikeda, T.; Toda, F.; Ueno, A. J. Am. Chem. Soc. 1996, 118, 10980-10988.
53. Assignment of the signals of the biotin part follows Liu, F. Z.; Leonard, N. J. J. Am. Chem. Soc. 1979, 101, 996-1005.