Determination of the stereochemistry of 2-succinyl-5-enolpyruvyl-6-hydroxy-3- cyclohexene-1-carboxylate, a key intermediate in menaquinone biosynthesis.
The turnover product of the committed step of menaquinone biosynthesis was isolated and determined to be (1R,2S,5S,6S)-2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylate. Structural determination of this key intermediate represents a critical step to complete elucidation of the biosynthetic pathway.
Jiang
Ming
M
Department of Chemistry, Center for Cancer Research, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong SAR, China.
Chen
Minjiao
M
Cao
Yang
Y
Yang
Yinhua
Y
Sze
Kong Hung
KH
Chen
Xiaolei
X
Guo
Zhihong
Z
D002827:Chorismic Acid / Q000737:chemistry; D003509:Cyclohexanecarboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D053138:Cyclohexenes / Q000737:chemistry; D007651:Keto Acids / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D015394:Molecular Structure; D011522:Protons; D013237:Stereoisomerism; D024482:Vitamin K 2 / Q000737:chemistry* / Q000378:metabolism*
C524466:2-succinyl-5-enolpyruvyl-6-hydroxy-3-cyclohexene-1-carboxylic acid; D003509:Cyclohexanecarboxylic Acids; D053138:Cyclohexenes; D007651:Keto Acids; D011522:Protons; D024482:Vitamin K 2; C052985:isochorismic acid; D002827:Chorismic Acid