116130-11-1

Basic information

• Product Name: (+/-)-(Z)-9-methylchorismic acid
• Synonyms: (+/-)-(Z)-9-methylchorismic acid
• CAS NO: 116130-11-1
• Molecular Weight: 240.213
• Mol File: 116130-11-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+/-)-(Z)-9-methylchorismic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(Z)-9-methylchorismic acid(116130-11-1)
• EPA Substance Registry System: (+/-)-(Z)-9-methylchorismic acid(116130-11-1)

Safety Data

• Hazardous Substances Data: 116130-11-1(Hazardous Substances Data)

Upstream product

• 116130-11-1 (-)-9-methylchorismic acid 
• 116130-16-6 (+/-)-(Z)-(3β,4α,5β)-3-<(1-carboxypropenyl)oxy>-4-hydroxy-5-(phenylseleno)-1-cyclohexene-1-carboxylic acid 

Downstream Products

• 116130-11-1 (-)-(E)-9-methylchorismic acid 
• 116257-37-5 (-)-(Z)-9-methylchorismic acid 
• 116130-27-9 1-((S)-2-Carboxy-1-methyl-2-oxo-ethyl)-4-hydroxy-cyclohexa-2,5-dienecarboxylic acid 
• 600-18-0 2-Oxobutyric acid 
• 4658-69-9 α-keto-β-phenylbutyric acid 
• 116130-27-9 1-(2-Carboxy-1-methyl-2-oxo-ethyl)-4-hydroxy-cyclohexa-2,5-dienecarboxylic acid 
• 99-96-7 4-hydroxy-benzoic acid 

Relevant articles and documents

Uncatalyzed and Chorismate Mutase Catalyzed Claisen Rearrangement of (Z)-9-Methylchorismic Acid

A synthesis of (-)- and (+/-)-(Z)-9-methylchorismic acid (3) is reported.The half-life for the uncatalyzed Claisen rearrangement of (+/-)-3 in H2O (pH 7.5, 30 deg C) is 5.7 h.Chorismate analogue (-)-3 was a modest substrate for chorismate mutase (chorismate mutase-prephenate dehydrogenase from E. coli): Km = 4.0 mM, kcat./kuncat. = 4.2*104.It was established that the enzyme-catalyzed Claisen rearrangement of (-)-3 proceeds through a chairlike transition state in similar fashion to the chorismate mutase catalyzed rearrangement of (-)-chorismic acid (1).