Sandbox Reserved 1068: Difference between revisions

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Isochorismate is converted to salicylate and pyruvate through abstraction of the C2 hydrogen followed by protonation of C9 atom and the breakage of the C3-O7 bond. Histidine residue (His334) was proposed to act as a base, abstracting the C2 proton of isochorismate through a second order elimination mechanism. However, recent studies have shown that this residue lies more than 13 A away from C2 atom and no other water molecules appear close enough to the C2 atom to act as a base. IPL reaction has been proposed to proceed through an intramolecular pericyclic mechanisms, involving a concerted hydrogen transfer from C2 to C9 and breakage of the C3-O7 bond.

[[Image:IPL2.png|500 px|center|thumb|Figure 3: Isochorismate pyruvate activity <ref~~>PMID:22307014<~~/~~ref~~>.]]

[[Image:IPL2.png|500 px|center|thumb|Figure 3: Isochorismate pyruvate activity <ref name= "8a"/>.]]

Sandbox Reserved 1068: Difference between revisions

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Revision as of 21:36, 26 April 2015 view source Robin C. Gagnon (talk \| contribs) 87 edits No edit summary ← Older edit		Revision as of 21:40, 26 April 2015 view source Robin C. Gagnon (talk \| contribs) 87 edits No edit summary Newer edit →
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	Isochorismate is converted to salicylate and pyruvate through abstraction of the C2 hydrogen followed by protonation of C9 atom and the breakage of the C3-O7 bond. Histidine residue (His334) was proposed to act as a base, abstracting the C2 proton of isochorismate through a second order elimination mechanism. However, recent studies have shown that this residue lies more than 13 A away from C2 atom and no other water molecules appear close enough to the C2 atom to act as a base. IPL reaction has been proposed to proceed through an intramolecular pericyclic mechanisms, involving a concerted hydrogen transfer from C2 to C9 and breakage of the C3-O7 bond.		Isochorismate is converted to salicylate and pyruvate through abstraction of the C2 hydrogen followed by protonation of C9 atom and the breakage of the C3-O7 bond. Histidine residue (His334) was proposed to act as a base, abstracting the C2 proton of isochorismate through a second order elimination mechanism. However, recent studies have shown that this residue lies more than 13 A away from C2 atom and no other water molecules appear close enough to the C2 atom to act as a base. IPL reaction has been proposed to proceed through an intramolecular pericyclic mechanisms, involving a concerted hydrogen transfer from C2 to C9 and breakage of the C3-O7 bond.

	[[Image:IPL2.png\|500 px\|center\|thumb\|Figure 3: Isochorismate pyruvate activity <ref~~>PMID:22307014<~~/~~ref~~>.]]		[[Image:IPL2.png\|500 px\|center\|thumb\|Figure 3: Isochorismate pyruvate activity <ref name= "8a"/>.]]