Conformational nomenclature - Revision history

Spencer Williams at 10:56, 30 October 2024

2024-10-30T10:56:19Z

Spencer Williams at 22:17, 17 April 2017

2017-04-17T22:17:59Z

Harry Brumer: Added 1980 IUPAC Nomenclature ref.

2013-08-04T14:22:50Z

Added 1980 IUPAC Nomenclature ref.

Harry Brumer at 14:20, 4 August 2013

2013-08-04T14:20:44Z

Harry Brumer: /* References */ added DOI link

2013-08-04T14:20:27Z

References: added DOI link

Spencer Williams at 10:37, 4 August 2013

2013-08-04T10:37:43Z

Spencer Williams at 12:00, 30 April 2013

2013-04-30T12:00:54Z

Spencer Williams at 12:00, 30 April 2013

2013-04-30T12:00:41Z

Harry Brumer at 14:14, 17 January 2010

2010-01-17T14:14:26Z

Spencer Williams: /* References */

2009-08-31T12:10:52Z

References

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 The particular conformation is then denoted by assigning the letter corresponding to the shape (''C'', ''B'', ''H'', ''S'', ''E''); determining the four (or five) atoms that define the plane; assigning a 'top' and 'bottom' face through the use of a left-hand rule counting in the order of increasing ring carbon; and then indicating the identities and relative positions (top face = superscript and prefix; bottom face = subscript and suffix) of the remaining two atoms on that capital letter. In the case of the envelope conformation, only a single atom is located outside of the plane. For a more detailed discussion see the excellent book by J. Fraser Stoddard <cite>Stoddart1971</cite>.
-It should be noted that the conformational symbols for enantiomers are different. This is because the reference plane is the same, yet application of the left-hand rule results in a different 'top' and 'bottom' face. Thus the mirror image of &alpha;~D-glucose-<sup>4</sup>''C<sub>1</sub> is &alpha;-L-g1ucose-<sup>1</sup>''C<sub>4</sub>. It is therefore important to state whether the D or L form is under consideration.
+It should be noted that the conformational symbols for enantiomers are different. This is because the reference plane is the same, yet application of the left-hand rule results in a different 'top' and 'bottom' face. Thus the mirror image of &alpha;-D-glucose-<sup>4</sup>''C<sub>1</sub> is &alpha;-L-glucose-<sup>1</sup>''C<sub>4</sub>. It is therefore important to state whether the D or L form is under consideration.
 [[Image:Conformations.png|centre|800px]]

← Older revision		Revision as of 22:17, 17 April 2017
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	The particular conformation is then denoted by assigning the letter corresponding to the shape (''C'', ''B'', ''H'', ''S'', ''E''); determining the four (or five) atoms that define the plane; assigning a 'top' and 'bottom' face through the use of a left-hand rule counting in the order of increasing ring carbon; and then indicating the identities and relative positions (top face = superscript and prefix; bottom face = subscript and suffix) of the remaining two atoms on that capital letter. In the case of the envelope conformation, only a single atom is located outside of the plane. For a more detailed discussion see the excellent book by J. Fraser Stoddard <cite>Stoddart1971</cite>.		The particular conformation is then denoted by assigning the letter corresponding to the shape (''C'', ''B'', ''H'', ''S'', ''E''); determining the four (or five) atoms that define the plane; assigning a 'top' and 'bottom' face through the use of a left-hand rule counting in the order of increasing ring carbon; and then indicating the identities and relative positions (top face = superscript and prefix; bottom face = subscript and suffix) of the remaining two atoms on that capital letter. In the case of the envelope conformation, only a single atom is located outside of the plane. For a more detailed discussion see the excellent book by J. Fraser Stoddard <cite>Stoddart1971</cite>.
		+
		+	It should be noted that the conformational symbols for enantiomers are different. This is because the reference plane is the same, yet application of the left-hand rule results in a different 'top' and 'bottom' face. Thus the mirror image of α~D-glucose-<sup>4</sup>''C<sub>1</sub> is α-L-g1ucose-<sup>1</sup>''C<sub>4</sub>. It is therefore important to state whether the D or L form is under consideration.

	[[Image:Conformations.png\|centre\|800px]]		[[Image:Conformations.png\|centre\|800px]]

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 * [[Responsible Curator]]:  [[User:SpencerWilliams|Spencer Williams]]
 ----
-The conformations adopted by a pyranose or furanose ring are denoted by a system in which a capital letter indicates the overall shape, ''C'' = chair, ''B'' = boat, ''H'' = half chair, ''S'' = skew boat, ''E'' = envelope <cite>IUPACNomenclature1981</cite>.  The first four of these conformations has four atoms in a plane; the envelope conformation has five.
+The conformations adopted by a pyranose or furanose ring are denoted by a system in which a capital letter indicates the overall shape, ''C'' = chair, ''B'' = boat, ''H'' = half chair, ''S'' = skew boat, ''E'' = envelope <cite>IUPACNomenclature1981 IUPACNomenclature1980</cite>.  The first four of these conformations has four atoms in a plane; the envelope conformation has five.
 The particular conformation is then denoted by assigning the letter corresponding to the shape (''C'', ''B'', ''H'', ''S'', ''E''); determining the four (or five) atoms that define the plane; assigning a 'top' and 'bottom' face through the use of a left-hand rule counting in the order of increasing ring carbon; and then indicating the identities and relative positions (top face = superscript and prefix; bottom face = subscript and suffix) of the remaining two atoms on that capital letter. In the case of the envelope conformation, only a single atom is located outside of the plane. For a more detailed discussion see the excellent book by J. Fraser Stoddard <cite>Stoddart1971</cite>.
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 <biblio>
 #IUPACNomenclature1981 Conformational nomenclature for five- and six-membered ring forms of monosaccharides and their derivatives, Pure and Appl. Chem., 1981, ''53'', 1901—1905.  [http://dx.doi.org/10.1351/pac198153101901 DOI: 10.1351/pac198153101901]
 #Stoddart1971 Stereochemistry of Carbohydrates, J. Fraser Stoddart, John Wiley & Sons Inc, 1971, 264 pages.
 </biblio>
 [[Category:Definitions and explanations]]

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 * [[Responsible Curator]]:  [[User:SpencerWilliams|Spencer Williams]]
 ----
-The conformations adopted by a pyranose or furanose ring are denoted by a system in which a capital letter indicates the overall shape, ''C'' = chair, ''B'' = boat, ''H'' = half chair, ''S'' = skew boat, ''E'' = envelope <cite>IUPACNomenclature</cite>.  The first four of these conformations has four atoms in a plane; the envelope conformation has five.
+The conformations adopted by a pyranose or furanose ring are denoted by a system in which a capital letter indicates the overall shape, ''C'' = chair, ''B'' = boat, ''H'' = half chair, ''S'' = skew boat, ''E'' = envelope <cite>IUPACNomenclature1981</cite>.  The first four of these conformations has four atoms in a plane; the envelope conformation has five.
 The particular conformation is then denoted by assigning the letter corresponding to the shape (''C'', ''B'', ''H'', ''S'', ''E''); determining the four (or five) atoms that define the plane; assigning a 'top' and 'bottom' face through the use of a left-hand rule counting in the order of increasing ring carbon; and then indicating the identities and relative positions (top face = superscript and prefix; bottom face = subscript and suffix) of the remaining two atoms on that capital letter. In the case of the envelope conformation, only a single atom is located outside of the plane. For a more detailed discussion see the excellent book by J. Fraser Stoddard <cite>Stoddart1971</cite>.

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 ==References==
 <biblio>
-#IUPACNomenclature Conformational nomenclature for five- and six-membered ring forms of monosaccharides and their derivatives, Pure and Appl. Chem., 1981, ''53'', 1901—1905.
+#IUPACNomenclature1981 Conformational nomenclature for five- and six-membered ring forms of monosaccharides and their derivatives, Pure and Appl. Chem., 1981, ''53'', 1901—1905.  [http://dx.doi.org/10.1351/pac198153101901 DOI: 10.1351/pac198153101901]
 #Stoddart1971 Stereochemistry of Carbohydrates, J. Fraser Stoddart, John Wiley & Sons Inc, 1971, 264 pages.
 </biblio>
 [[Category:Definitions and explanations]]

← Older revision		Revision as of 14:14, 17 January 2010
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		+	{{CuratorApproved}}
	* [[Author]]: [[User:Withers\|Stephen Withers]]		* [[Author]]: [[User:Withers\|Stephen Withers]]
	* [[Responsible Curator]]: [[User:SpencerWilliams\|Spencer Williams]]		* [[Responsible Curator]]: [[User:SpencerWilliams\|Spencer Williams]]