Name | Pyridoxal 5-phosphate monohydrate |
Synonyms | 5-Phosphate Monohydrate phosphopyridoxalmonohydrate PYRIDOXAL-5-PHOSPHATEextrapure Pyridoxal 5-phosphate monohydrate pyridoxal,5-(dihydrogenphosphate),monohydrate (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl phosphate monohydrate 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehydmonoh 3-hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde5-phosphatemonohydrat 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehydemonohydr Codecarboxylase, PLP, Pyridoxal 5-phosphate, 3-Hydroxy-2-methyl-5-([phosphonooxy]methyl)-4-pyridinecarboxaldehyde |
CAS | 41468-25-1 |
EINECS | 609-929-1 |
InChI | InChI:1S/C8H10NO6P.H2O/c1-5-8(11)7(3-10)6(2-9-5)4-15-16(12,13)14;/h2-3,11H,4H2,1H3,(H2,12,13,14);1H2 |
InChIKey | CEEQUQSGVRRXQI-UHFFFAOYSA-N |
Molecular Formula | C8H12NO7P |
Molar Mass | 265.16 |
Melting Point | 140-143°C(lit.) |
Boling Point | 565.7°C at 760 mmHg |
Flash Point | 296°C |
Water Solubility | 5 g/L (20 ºC) |
Solubility | alkaline solutions; sparingly soluble in water |
Vapor Presure | 1.23E-13mmHg at 25°C |
Appearance | Powder |
Color | Pale yellow |
Merck | 14,7979 |
BRN | 234749 |
Storage Condition | 2-8°C |
Stability | Air Sensitive, Moisture Sensitive |
Sensitive | Light Sensitive |
MDL | MFCD00149414 |
Use | Enzyme cofactor. Coenzyme form of vitamin B6. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 2 |
RTECS | UV1208000 |
FLUKA BRAND F CODES | 8-10-23 |
TSCA | Yes |
HS Code | 29333990 |
Reference Show more | 1. [IF=5.645] Hao Gong et al."Comparison study of 4′-O-methylpyridoxine analogues in Ginkgo biloba seeds from different regions of China."Ind Crop Prod. 2019 Mar;129:45 |
introduction | pyridoxal phosphate (PLP, the main metabolically active form of vitamin B6) is a multifunctional coenzyme involved in the metabolism of amino compounds. enzymes with it as coenzyme factors are called PLP-dependent enzymes (PLP-dependent enzymes, PLP-DEs), which play an important role in the metabolism of sugars, lipids and amino acids. It is mainly the biosynthesis of amino acids and biomolecules, such as neurotransmitters serotonin, dopamine, epinephrine, norepinephrine, gamma-aminobutyric acid (GABA) and histamine. |
Function | PLP is very important. It participates in the activities of more than 140 PLP-dependent enzymes, accounting for about 4% of all classification activities. The versatility of PLP comes from its electrophilicity: PLP covalently binds to the substrate by forming an external aldimine at the beginning of the reaction, and then different types of carbanion reaction intermediates can be stabilized by PLP through resonance effect. This function of PLP is also called "electron trap". In addition to the electron absorption effect, since almost all PLP-dependent reactions generate cationic and anionic intermediates, acidic and basic groups that assist in proton transfer are equally important. |
application | pyridoxal 5-phosphate is an organic synthesis intermediate and a pharmaceutical intermediate, which can be used as a biochemical reagent in the laboratory organic synthesis process and chemical medicine research and development process. |
synthesis method | a synthesis method of pyridoxal phosphate, at least comprising the following steps: step 1, using active manganese dioxide as a catalyst, pyridoxine hydrochloride is oxidized to pyridoxal hydrochloride; step 2, the pyridoxal hydrochloride and N,N-dimethylethylenediamine are condensed to obtain pyridoxal condensate; step 3, the pyridoxal condensate and polyphosphoric acid phosphorylation reaction to prepare pyridoxal phosphate crude. |
biological activity | Pyridoxal 5-phosphate monohydrate is an active vitamin B6 metabolite and a cofactor in many amino acid metabolic reactions. |
use | enzyme cofactor; Vitamin normal coenzyme form of B6 |