Pyridoxal 5’-Phosphate

Pyridoxal 5’-Phosphate
  • CAS No.:853645-22-4
Other grades of this product :
Pyridoxal 5’-Phosphate Basic information
Product Name:Pyridoxal 5’-Phosphate
Synonyms:Phosphoric acid 2-methyl-3-hydroxy-4-formylpyridine-5-yl ester;Pyridoxaol-5-phosphate;3-Hydroxy-2-methyl-5;(4-formyl-5-hydroxy-6-methyl-3-pyridinyl)methyl dihydrogen phosphate;(4-ForMyl-5-hydroxy-6-Methylpyridin-3-yl)Methyl dihydrogen phosphate;PYRIDOXAL 5'-PHOSPHATE HYDRATE POWDE;PYRIDOXAL 5'-PHOSPHATE HYDRATE, >=98;(4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate hydrate(1:x)
CAS:853645-22-4
MF:C8H10NO6P
MW:247.14
EINECS:200-208-3
Product Categories:Other Cofactors;Vitamin B;Vitamin B6;Aldehydes;and Substrates;Biochemicals and Reagents;Building Blocks;C8;Carbonyl Compounds;Chemical Synthesis;Cofactors;Enzymes;Inhibitors;Nutrition Research;Organic Building Blocks;Vitamins
Mol File:853645-22-4.mol
Pyridoxal 5’-Phosphate Chemical Properties
Melting point 140-143 ºC
storage temp. -20°C
solubility DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly)
pkapKa 8.69(H2O t = 25 I = 0.15)(Approximate)
form powder
color White to Pale Yellow
BRN 234749
Stability:Hygroscopic
Safety Information
WGK Germany 3
MSDS Information
Pyridoxal 5’-Phosphate Usage And Synthesis
UsesEnzyme cofactor.Normal coenzyme form of Vitamin B6
Uses Pyridoxal 5′-phosphate hydrate has also been used:
  • as a reference standard to quantify vitamin B6 in feed and digesta samples using high performance liquid chromatography (HPLC)
  • in D-amino acid transaminase reaction(10)
  • as a cofactor for L-glutamic acid decarboxylase
General DescriptionPyridoxal 5′-phosphate (PLP) is synthesized in a multiple-step process. The two pathways inlcude pyridoxal phosphate biosynthetic protein (PdxA)- pyridoxine-5′-phosphate synthase (PdxJ) pathway and the pyridoxal 5′-phosphate synthase subunit PDX1/PDX2 pathway. It is the active form of pyridoxine.
Biochem/physiol ActionsPyridoxal 5′-phosphate (PLP) aids in carbohydrate and fat metabolism by serving as a cofactor. It is majorly responsible for catalyzing the enzymatic reactions involved in sphingolipid synthesis and neurotransmitter (dopamine and serotonin) synthesis. PLP is used in the studies of PLP-dependent enzyme active sites. PLP is also a cofactor for a wide range of enzymes including mitochondrial 5-Aminolevulinic acid synthase (ALAS) cysteine desulfurase, cystathionine γ-synthase (CGS), ornithine 4,5-aminomutase (OAM), and D-serine dehydratase.
Biotechnological ApplicationsPyridoxal 5’-Phosphate(PLP) is also often employed as an inhibitor and site-directed, conformationally sensitive reporter group for studying the environment of reactive amino groups within proteins. PLP forms aldimine adducts that can be reduced with nucleophilic reducing reagents such as sodium borohydride or sodium cyanoborohydride. Solid PLP is light-sensitive, and solutions should be prepared fresh. There are four pKa values associated with this coenzyme: a pKa < 2.5 and another at 6.20 for the phosphate group, a pKa of 4.14 for the hydroxyl group, and a pKa of 8.69 for the pyridinium group.
Enzyme inhibitor This vitamin B6-derived coenzyme, often abbreviated PLP, plays a central role in metabolism.In addition to facilitating aminotransfer reactions, PLP is a coenzyme in reactions involving: (a) loss of the a-proton, resulting in racemization, cyclization, or b-elimination/replacement (e.g., alanine racemase, 1- aminocyclopropane-1-carboxylate synthase, and serine dehydratase, respectively); (b) loss of the a-carboxylate as carbon dioxide (e.g., glutamate decarboxylase); (c) removal/replacement of a group by aldol cleavage (e.g., threonine aldolase); (d) catalysis via ketimine intermediates (e.g., selenocysteine lyase).
Pyridoxal 5’-Phosphate Preparation Products And Raw materials

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