Chitin Chemistry by George A. F. Roberts (auth.)

By George A. F. Roberts (auth.)

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II 0 II 0···· CH"" ........ 9 OH II HO, CH, 6 6' ........ Q FIGURE OH .... CH, N I H .. 0 I 0(1') System used to identify atoms in the different chains in a-chitin. The chain directly below chain 1, that is the adjacent chain along the a axis, is designated chain 3. Interchain bonding is indicated by the appropriate subscripts on the atom numbers, thus the hydrogen bond depicted is described as 0(62 )H ... 10 The structure of a-chitin proposed by Carlstrom87 showing the three main projections of the unit cell.

8) rather than on a 'straight' chain. Carlstrom pointed out87 that the 'straight' chain structure for cellulose, and by analogy for chitin, is unlikely owing to steric hindrance factors. Furthermore the 'bent' chain gives a C(3') -OH ... 28 A which agrees with the X-ray diffraction results. A second difference between earlier models and that of Carlstrom is that the side groups are taken into consideration in the latter. CH3 groups are assumed to be planar and, from polarised IR spectroscopic results,87.

15 STRUCTURE OF CHITIN AND CHITOSAN H OCH 3 i, i i . 9) + H H OCH 3 .. 12) FIGURE '"C=O / i = NH 3 -CH 3 0H ii = Ac,O-CH 3 0H iii = Ag,O-CH 3 1 Synthesis of methyl 3, 4, 6-tri-O-methyl-2-acetamido-2-deoxy-j)-Dglucopyranoside from methyl, 4, 6-di-O-methyl-2, 3-anhydroj)-D-mannopyranoside36 production both during acid hydrolysis19, 41 and in the preparation of chitosan by KOH fusion of chitin. 6) clearly demonstrates the relationship between chitin and chitosan but neither this cycle, nor the results of the other workers,19, 41, 42 established whether chitin contains N-acetyl or O-acetyl groups.

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