Aminocyclitol Antibiotics - download pdf or read online

Biophysics

By Kenneth L. Rinehart, Jr. and Tetsuo Suami (Eds.)

ISBN-10: 084120554X

ISBN-13: 9780841205543

ISBN-10: 0841206929

ISBN-13: 9780841206922

content material: Aminocyclitol antibiotics : an creation / Kenneth L. Rinehart, Jr. and Lois S. safeguard --
Synthesis of aminocyclitol antibiotics / S. Umezawa --
amendment of aminocyclitol antibiotics / Tetsuo Suami --
Syntheses of some branched-chain aminocyclitol antibiotics / Juji Yoshimura, Masuo Funabashi, and Chung-Gi Shin --
a brand new synthesis of branched-chain epi-configuration deoxyhalogeno- and deoxyaminocyclitols / Donald E. Kiely and James M. Riordan --
The stereospecific synthesis of spectinomycin / D.R. White, R.D. Birkenmeyer, R.C. Thomas, S.A. Mizsak, and V.H. Wiley --
Synthesis of spectinomycin analogs / R.C. Thomas, D.R. White, V.H. Wiley, and D.A. Forster --
Spectinomycin amendment / W. Rosenbrook, Jr. and Ronald E. Carney --
The constructions of diastereomers of dihydrospectinomycins / Louise Foley and Manfred Weigele --
Chemical amendment of aminoglycosides : a singular synthesis of 6-deoxyaminoglycosides / Barney J. Magerlein --
The impact of O-methylation at the job of aminoglycosides / J.B. McAlpine, R.E. Carney, R.L. Devault, A.C. Sinclair, R.S. Egan, M. Cirovic, R. Stanaszek, and S. Mueller --
The synthesis and organic houses of 3'- and 4'-thiodeoxyneamines and 4'-thiodeoxykanamycin B / Thomas W. Ku, Robert D. Sitrin, David J. Cooper, John R.E. Hoover, and Jerry A. Weisbach --
Synthesis of analogs of kanamycin B / J.P.H. Verheyden, D.B. Repke, T.C. Tompkins, and J.G. Moffatt --
The selective N-acylation of kanamycin A / M.J. Cron, J.G. Keil, J.S. Lin, M.V. Ruggeri, and D. Walker --
Carbon-13 NMR spectra of aminoglycoside antibiotics / Takayuki Naito, Soichiro Toda, Susumu Nakagawa, and Hiroshi Kawaguchi --
The constructions of sweet sixteen parts of the fortimicin complicated / J.B. McAlpine, R.S. Egan, R.S. Stanaszek, M. Cirovic, S.L. Mueller, R.E. Carney, P. Collum, E.E. Fager, A.W. Goldstein, D.J. Grampovnik, P. Kurath, J.R. Martin, G.G. put up, J.H. Seely, and J. Tadanier --
The buildings of recent fortimicins having double bonds of their purpurosamine moieties / Kunikatsu Shirahata, Gen Shimura, Seigo Takasawa, Takao Iida, and Keiichi Takahashi --
Enzymes enhancing aminocyclitol antibiotics and their roles in resistance choice and biosynthesis / Julian Davies --
Biosynthesis and mutasynthesis of aminocyclitol antibiotics / Kenneth L. Rinehart, Jr. --
Chemical and organic amendment of antibiotics of the gentamicin workforce --
P.J.L. Daniels, D.F. Rane, S.W. McCombie, R.T. Testa, J.J. Wright, and T.L. Nagabhushan --
Synthesis and mutasynthesis of pseudosaccharides on the topic of aminocyclitol-glycoside antibiotics / J. Cléophax, A. Roland, C. Colas, L. Castellanos, S.D. Géro, A.M. Sepulchre, and B. Quiclet --
a number of interactions of aminoglycoside antibiotics with ribosomes / Bernard D. Davis and Phang-C. Tai.

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Extra resources for Aminocyclitol Antibiotics

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Tokyo), (1971), 24, 274. ch002 2. UMEZAWA Synthesis of Aminocyclitol Antibiotics 41 32. , Nishimura, Y . , Hineno, H . , Tsuchiya, T. , Bull. Chem. Soc. , (1972), 45, 2847. 33. Umezawa, H . , Tsuchiya, T . , Muto, R. , Bull. Chem. Soc. , (1972), 45, 2842. 34. , Okazaki, Y. and Tsuchiya, T . , Bull. Chem. Soc. , (1972), 45, 3619. 35. Tipson, R. S. , Carbohyd. , (1965), 1, 338. 36. , Horton, D. and Tsuchiya, T . , Carbohyd. , (1966), 2, 349. 37. Jikihara, T . , Tsuchiya, T . , Umezawa, S. , Bull.

This bioconversion is now called "mutasynthesis" and is used widely as a powerful tool for a preparation of new antibiotics. The investigations on hybrimycins stimulated us to initiate a study on a preparation of modified antibiotics that have other aminocyclitols rather than 2-deoxystreptamine in a 2-deoxystreptamine containing antibiotics. Besides mutasynthesis, there are two other approaches to establish the relationship between a variation in the structure of aminocyclitol and antimicrobial activity of the corresponding aminocyclitol antibiotic.

2. UMEZAWA 31 Synthesis of Aminocyclitol Antibiotics of z i n c dust. The s y n t h e s i s began w i t h the p r o t e c t i o n of the amino groups of kanamycin Β w i t h t o s y l groups. Treatment of the penta-N-tosyl kanamycin Β (NN) w i t h cyclohexanone dimethyl k e t a l by the ketal-exchange procedure gave a mixture of 4",6"-0- and 3 ,4',4",6"-di-0-cyclohexylidene d e r i v a t i v e s , however, a d d i t i o n of about one h a l f e q u i v a l e n t of water as a 10% s o l u t i o n i n DMF to the r e a c t i o n mixture s e l e c t i v e l y removed the 3 ^ - c y c l o h e x y ­ l i d e n e group to give the 4 ,6 -0-cyclohexylidene d e r i v a t i v e (00) i n 99% y i e l d .

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Aminocyclitol Antibiotics by Kenneth L. Rinehart, Jr. and Tetsuo Suami (Eds.)


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