Theoretical study of mutarotation of glucose

Journal of Organic Chemistry

Volumn 64, Issue 12, 1999, Pages 4519-4524

  Yamabe, Shinichi ^a   Ishikawa, Taikei ^b  

^a NARA UNIVERSITY OF EDUCATION   (Japan)

^b Sekisui Plastics Co Ltd   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; GLUCOSE;

AQUEOUS SOLUTION; ARTICLE; CALCULATION; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; HYDROGEN BOND; ISOMERISM; PROTON TRANSPORT; STRUCTURE ANALYSIS; THEORETICAL STUDY; VIBRATION;

EID: 0033546110     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9815453     Document Type: Article

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42. 2O species, the following geometry has been obtained. equation presented The above structure is by 0.2 kcal/mol more stable than that in Figure 2. The energy difference is very small, which indicates that inter- and intramolecular hydrogen bonds are formed and cleaved instantaneously under the thermal condition.
43. Participations of water trimer (n = 3) and tetramer (n = 4) were tested by means of PM3 calculations. The n = 3 precursor geometry of PM3 was found to be similar to that of B3-LYP(SCRF)/6-31G* in Figure 4. The PM3 calculation is, at least, applicable to precursor geometries. The n = 4 geometry involves four hydrogen bonds, and their linearities become worse than those in n = 3. Thus, the n = 4 geometry is unfavorable, and the water tetramer would not cause the mutarotation. equation presented