PMID: 8948466Jun 15, 1995Paper

Cofactor role for 10-formyldihydrofolic acid

The Biochemical Journal
J E BaggottW H Vaughn

Abstract

10-Formyl-7,8-dihydrofolic acid (10-HCO-H2folate) was prepared by controlled air oxidation of 10-formyl-5,6,7,8-tetrahydrofolic acid (10-HCO-H4folate). The UV spectra of the 10-HCO-H2folate preparation has lambda max. 234, 333 nm and lambda min. 301 nm at pH 7.4, and lambda max. 257, 328 nm and lambda min. 229, 307 nm at pH 1. 1H-NMR spectroscopy of 10-HCO-H2folate (in 2H2O; 300 MHz) suggested a pure compound and gave resonances for one formyl group proton, two protons on C-7 and C-9, and no evidence for a C-6 proton, which is consistent with the structure proposed. The spectral properties indicated that the 10-HCO-H2folate preparation is not appreciably contaminated with 10-HCO-H4folate, 5,10-methenyltetrahydrofolic acid (5,10-CH = H4folate) or 10-formylfolic acid (10-HCO-folate). The above data establish that the 10-HCO-H2folate prepared here is authentic. In contrast, a folate with a UV spectrum having lambda max. 272 nm and lambda min. 256 nm at pH 7, which was prepared by 2,6-dichloro-indophenol oxidation of 10-HCO-H4folate and reported to be 97% pure [Baram, Chabner, Drake, Fitzhugh, Sholar and Allegra (1988) J. Biol. Chem. 263, 7105-7111], is apparently not 10-HCO-H2folate. 10-HCO-H2folate is utilized by Jurkat-cell (hum...Continue Reading

Citations

Jun 4, 2011·Nature Protocols·Yuki GotoHiroaki Suga
Jul 8, 1999·The Journal of Nutrition·J E Baggott, G L Johanning
Sep 17, 2015·Advances in Nutrition·Joseph E Baggott, Tsunenobu Tamura
Dec 28, 2018·The Journal of Experimental Medicine·Yuxiang Zheng, Lewis C Cantley
May 13, 2005·The Journal of Biological Chemistry·Aymeric GoyerAndrew D Hanson
Jun 3, 1999·Biochimica Et Biophysica Acta·T TamuraC L Keen
Apr 1, 2000·The Journal of Nutritional Biochemistry·K H HongT Tamura
Jul 24, 2007·Biochemical and Biophysical Research Communications·Joseph E BaggottTsunenobu Tamura
Mar 20, 2013·Journal of the American Chemical Society·Takahiro IshizawaHiroshi Murakami
Sep 4, 2020·ACS Synthetic Biology·Tomoshige FujinoHiroshi Murakami

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