Manual construction and mathematics- and computer-aided counting of stereoisomers. The example of oligoinositols
Publikation: Beiträge in Zeitschriften › Zeitschriftenaufsätze › Forschung › begutachtet
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in: Journal of Chemical Information and Computer Sciences, Jahrgang 44, Nr. 5, 28.09.2004, S. 1654-1665.
Publikation: Beiträge in Zeitschriften › Zeitschriftenaufsätze › Forschung › begutachtet
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TY - JOUR
T1 - Manual construction and mathematics- and computer-aided counting of stereoisomers. The example of oligoinositols
AU - Rücker, Christoph
AU - Gugisch, Ralf
AU - Kerber, A.
N1 - Copyright 2004 American Chemical Society
PY - 2004/9/28
Y1 - 2004/9/28
N2 - Two methods to obtain numbers of stereoisomers and of achiral stereoisomers of a given molecular structure are detailed on the example of di- and triinositols. The first method is manual exhaustive construction free of redundance of all stereoisomers, which is rendered feasible by symmetry considerations despite the large number of isomeric triinositols (82176). The second method is counting without constructing, made possible by use of a mathematical tool, the Cauchy-Frobenius lemma, which actually is a formalized manner of considering symmetry. The results are compared to those obtained by computer-aided stereoisomer generation using the program MOLGEN 3.5. It is demonstrated that in their results all three methods agree.
AB - Two methods to obtain numbers of stereoisomers and of achiral stereoisomers of a given molecular structure are detailed on the example of di- and triinositols. The first method is manual exhaustive construction free of redundance of all stereoisomers, which is rendered feasible by symmetry considerations despite the large number of isomeric triinositols (82176). The second method is counting without constructing, made possible by use of a mathematical tool, the Cauchy-Frobenius lemma, which actually is a formalized manner of considering symmetry. The results are compared to those obtained by computer-aided stereoisomer generation using the program MOLGEN 3.5. It is demonstrated that in their results all three methods agree.
KW - Chemistry
UR - http://www.scopus.com/inward/record.url?scp=5444242143&partnerID=8YFLogxK
U2 - 10.1021/ci040102z
DO - 10.1021/ci040102z
M3 - Journal articles
C2 - 15446823
VL - 44
SP - 1654
EP - 1665
JO - Journal of Chemical Information and Computer Sciences
JF - Journal of Chemical Information and Computer Sciences
SN - 0095-2338
IS - 5
ER -