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[[File:Diphenylsulfimide-from-xtal-2002-3D-balls.png|thumb|right|[[Ball-and-stick model]] of the diphenylsulfimide molecule, Ph<sub>2</sub>S=NH <ref>''The preparation and structure of novel sulfimide systems; X-ray crystal structures of 1,4-(PhS{NH})2C6H4(and dihydrate), 1,2-(PhS{NH})(PhS)C6H4·H2O and of [Ph2SNH] and its hydrate'' Mark R. J. Elsegood, Kathryn E. Holmes, Paul F. Kelly, Jonathan Parr and Julia M. Stonehouse New J. Chem., 2002, 26, 202 - 206, {{DOI|10.1039/b103502a}}</ref> ]] |
[[File:Diphenylsulfimide-from-xtal-2002-3D-balls.png|thumb|right|[[Ball-and-stick model]] of the diphenylsulfimide molecule, Ph<sub>2</sub>S=NH <ref>''The preparation and structure of novel sulfimide systems; X-ray crystal structures of 1,4-(PhS{NH})2C6H4(and dihydrate), 1,2-(PhS{NH})(PhS)C6H4·H2O and of [Ph2SNH] and its hydrate'' Mark R. J. Elsegood, Kathryn E. Holmes, Paul F. Kelly, Jonathan Parr and Julia M. Stonehouse New J. Chem., 2002, 26, 202 - 206, {{DOI|10.1039/b103502a}}</ref> ]] |
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A '''sulfilimine''' ('''sulfimide''') is a type of [[chemical compound]] containing a [[sulfur]] to [[nitrogen]] [[double bond]]. The parent compound is sulfilimine H<sub>2</sub>S=NH. Examples are methylphenylsulfoximine <ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?lang=en&N4=68916|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC sigmaaldrich.com/catalog methyl-phenylsulfoximine]</ref> and ''S'',''S''-diphenylsulfilimine:<ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?lang=en&N4=232173|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC sigmaaldrich.com/catalog S,S-diphenylsulfilimine ]</ref> |
A '''sulfilimine''' ('''sulfimide''') is a type of [[chemical compound]] containing a [[sulfur]] to [[nitrogen]] [[double bond]]. They are a subclass of the [[neonicotinoid]]s. The parent compound is sulfilimine H<sub>2</sub>S=NH. Examples are methylphenylsulfoximine <ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?lang=en&N4=68916|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC sigmaaldrich.com/catalog methyl-phenylsulfoximine]</ref> and ''S'',''S''-diphenylsulfilimine:<ref>[http://www.sigmaaldrich.com/catalog/ProductDetail.do?lang=en&N4=232173|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC sigmaaldrich.com/catalog S,S-diphenylsulfilimine ]</ref> |
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:[[Image:Sulfilimines.svg|Sulfilimines: methyl-phenylsulfoximine and S,S-diphenylsulfilimine]] |
:[[Image:Sulfilimines.svg|Sulfilimines: methyl-phenylsulfoximine and S,S-diphenylsulfilimine]] |
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Revision as of 02:59, 11 September 2015
A sulfilimine (sulfimide) is a type of chemical compound containing a sulfur to nitrogen double bond. They are a subclass of the neonicotinoids. The parent compound is sulfilimine H2S=NH. Examples are methylphenylsulfoximine [2] and S,S-diphenylsulfilimine:[3]
Sulfilimine bonds in proteins
Sulfilimine bonds stabilize collagen IV strands found in the extracellular matrix.[4] These bonds covalently connect hydroxylysine and methionine residues of adjacent polypeptide strands to form a larger collagen trimer.
References
- ^ The preparation and structure of novel sulfimide systems; X-ray crystal structures of 1,4-(PhS{NH})2C6H4(and dihydrate), 1,2-(PhS{NH})(PhS)C6H4·H2O and of [Ph2SNH] and its hydrate Mark R. J. Elsegood, Kathryn E. Holmes, Paul F. Kelly, Jonathan Parr and Julia M. Stonehouse New J. Chem., 2002, 26, 202 - 206, doi:10.1039/b103502a
- ^ sigmaaldrich.com/catalog methyl-phenylsulfoximine
- ^ sigmaaldrich.com/catalog S,S-diphenylsulfilimine
- ^ Vanacore R, Ham AL, Voehler M, Sanders CR, Conrads TP, Veenstra TD, Sharpless KB, Dawson PE, Hudson BG (September 4, 2009). "A sulfilimine bond identified in collagen IV". Science. 325 (5945): 1230–1234. Bibcode:2009Sci...325.1230V. doi:10.1126/science.1176811. PMC 2876822. PMID 19729652.
{{cite journal}}: CS1 maint: multiple names: authors list (link)