Manual construction and mathematics- and computer-aided counting of stereoisomers. The example of oligoinositols

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Manual construction and mathematics- and computer-aided counting of stereoisomers. The example of oligoinositols. / Rücker, Christoph; Gugisch, Ralf ; Kerber, A.
In: Journal of Chemical Information and Computer Sciences, Vol. 44, No. 5, 28.09.2004, p. 1654-1665.

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@article{c826e8ee174041a49fd2aeffd757be9a,
title = "Manual construction and mathematics- and computer-aided counting of stereoisomers. The example of oligoinositols",
abstract = "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. ",
keywords = "Chemistry",
author = "Christoph R{\"u}cker and Ralf Gugisch and A. Kerber",
note = "Copyright 2004 American Chemical Society",
year = "2004",
month = sep,
day = "28",
doi = "10.1021/ci040102z",
language = "English",
volume = "44",
pages = "1654--1665",
journal = "Journal of Chemical Information and Computer Sciences",
issn = "0095-2338",
publisher = "American Chemical Society",
number = "5",

}

RIS

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 -

DOI