Enzymic preparation of specifically 14C and 3H labelled shikimic acids

✍ Scribed by K.-H. Scharf; M. H. Zenk

• Publisher: John Wiley and Sons
• Year: 1971
• Tongue: French
• Weight: 344 KB
• Volume: 7
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2590070419

✦ Synopsis

D-Shikimic acids

I-I4C, 6-14C and 7-(carboxyl)

14C have been biosyntheticaily prepared with specific activities of about 25 mCi/ mmole and with overall yields of 45% based on pyruvate 3,2 or I-1% as the respective starting materials. A crude cellfree homogenate of E. coli 83-24 was used to catalyze the condensation of pho~phoenolpyruvate-~~C with unlabelled erythrose-4-phosphate to give shikimic acid. Pho~phoenolpyruvate-~4C was synthesized from pyruvate-IZC and ATP by the action of phosphoenolpyruvatesynthase. Erythrose-4-phosphate I,2,3,4-l4C and erythrose-4-phosphate-4-T was prepared from glucose-U -I W and glucose-6-T via enzymatic phosphorylation to labelled glucose-6-phosphate and subsequent lead tetraacetate oxidation. Condensation of labelled E-4-P with unlabelled PEP gave rise to shikimic acid-2,3,4,5-14C and 2-T.

INTRODUCTION.

Shikimic acid is a precursor of a large number of aromatic compounds in microorganisms and plants and a number of metabolic pathways involving shikimate have been revealed ( l , 2 s 3, mainly by use of the labelled cyclite.