Coenzymatic activity of pyridoxal 5'-sulfate and related analogues of pyridoxal 5'-phosphate. 1972

E Groman, and Y Z Huang, and T Watanabe, and E E Snell

The effect of changes in the substituent at the 5'-position of pyridoxal 5'-phosphate on the coenzymatic activity of six analogues of this coenzyme was determined for three bacterial enzymes. Pyridoxal 5'-sulfate showed substantial coenzymatic activity for arginine decarboxylase and tryptophanase, but not for D-serine dehydratase; alpha(5)-pyridoxalmethylphosphonate showed substantial activity for D-serine dehydratase, but not for the other two enzymes. These results demonstrate that neither the dianionic phosphate group nor the ester oxygen of pyridoxal 5'-phosphate is a general requirement for coenzymatic activity. Minor variations in orientation and charge of the group at position 5 exert major effects on the capacity for complex formation between analogue and apoenzyme, and on the catalytic efficiency of the resulting complex, but have comparatively little effect on the substrate affinity of the analogue-apoenzyme complexes. These effects show no general pattern from enzyme to enzyme, and do not correlate with the affinity of analogue for apoenzyme under the conditions tested.

UI MeSH Term Description Entries
D007700 Kinetics The rate dynamics in chemical or physical systems.
D010847 Picolines A group of compounds that are monomethyl derivatives of pyridines. (From Dorland, 28th ed) Picoline
D011730 Pyridoxal The 4-carboxyaldehyde form of VITAMIN B 6 which is converted to PYRIDOXAL PHOSPHATE which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid.
D011732 Pyridoxal Phosphate This is the active form of VITAMIN B 6 serving as a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. During transamination of amino acids, pyridoxal phosphate is transiently converted into pyridoxamine phosphate (PYRIDOXAMINE). Pyridoxal 5-Phosphate,Pyridoxal-P,Phosphate, Pyridoxal,Pyridoxal 5 Phosphate,Pyridoxal P
D011736 Pyridoxine The 4-methanol form of VITAMIN B 6 which is converted to PYRIDOXAL PHOSPHATE which is a coenzyme for synthesis of amino acids, neurotransmitters (serotonin, norepinephrine), sphingolipids, aminolevulinic acid. Although pyridoxine and Vitamin B 6 are still frequently used as synonyms, especially by medical researchers, this practice is erroneous and sometimes misleading (EE Snell; Ann NY Acad Sci, vol 585 pg 1, 1990). Pyridoxin,Pyridoxine Hydrochloride,Pyridoxol,Pyridoxol Hydrochloride,Rodex
D002262 Carboxy-Lyases Enzymes that catalyze the addition of a carboxyl group to a compound (carboxylases) or the removal of a carboxyl group from a compound (decarboxylases). EC 4.1.1. Carboxy-Lyase,Decarboxylase,Decarboxylases,Carboxy Lyase,Carboxy Lyases
D003067 Coenzymes Small molecules that are required for the catalytic function of ENZYMES. Many VITAMINS are coenzymes. Coenzyme,Enzyme Cofactor,Cofactors, Enzyme,Enzyme Cofactors,Cofactor, Enzyme
D001059 Apoproteins The protein components of a number of complexes, such as enzymes (APOENZYMES), ferritin (APOFERRITINS), or lipoproteins (APOLIPOPROTEINS). Apoprotein
D001120 Arginine An essential amino acid that is physiologically active in the L-form. Arginine Hydrochloride,Arginine, L-Isomer,DL-Arginine Acetate, Monohydrate,L-Arginine,Arginine, L Isomer,DL Arginine Acetate, Monohydrate,Hydrochloride, Arginine,L Arginine,L-Isomer Arginine,Monohydrate DL-Arginine Acetate
D012695 L-Serine Dehydratase A PYRIDOXAL-phosphate containing enzyme that catalyzes the dehydration and deamination of L-serine to form pyruvate. This enzyme was formerly listed as EC 4.2.1.13. Serine Deaminase,Serine Dehydratase,L-Serine Ammonia-Lyase,Serine-Threonine Dehydratase,Ammonia-Lyase, L-Serine,Deaminase, Serine,Dehydratase, L-Serine,Dehydratase, Serine,Dehydratase, Serine-Threonine,L Serine Ammonia Lyase,L Serine Dehydratase,Serine Threonine Dehydratase

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