ChemicalBook > CAS DataBase List > Pyridoxal phosphate

Pyridoxal phosphate

Product Name
Pyridoxal phosphate
CAS No.
54-47-7
Chemical Name
Pyridoxal phosphate
Synonyms
Pyridoxal-5-phosphat;PYRIDOXINEPHOSPHATE;PYRIDOXAL 5'-MONOPHOSPHATE;pal-p;P-5-P;piodel;Pydoxa;Aderol;pydoxal;Navisal
CBNumber
CB0257385
Molecular Formula
C8H10NO6P
Formula Weight
247.14
MOL File
54-47-7.mol
More
Less

Pyridoxal phosphate Property

Melting point:
140-143 °C
Boiling point:
565.7±60.0 °C(Predicted)
Density 
1.638±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly)
pka
1.56±0.10(Predicted)
form 
powder
color 
Off-white to yellow
Stability:
Hygroscopic
InChI
InChI=1S/C8H10NO6P/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)
InChIKey
NGVDGCNFYWLIFO-UHFFFAOYSA-N
SMILES
C1(C)=NC=C(COP(O)(O)=O)C(C=O)=C1O
LogP
-1.921 (est)
CAS DataBase Reference
54-47-7(CAS DataBase Reference)
EPA Substance Registry System
4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]- (54-47-7)
More
Less

Safety

Safety Statements 
22-24/25
WGK Germany 
3
8-10-23
HS Code 
29362500
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

TRC
Product number
P991715
Product name
Pyridoxal5''-Phosphate
Packaging
1g
Price
$65
Updated
2021/12/16
AK Scientific
Product number
0135CA
Product name
Pyridoxalphosphate
Packaging
250mg
Price
$68
Updated
2021/12/16
ChemScene
Product number
CS-7767
Product name
Pyridoxalphosphate
Purity
≥98.0%
Packaging
1g
Price
$84
Updated
2021/12/16
Ark Pharm
Product number
P000723830
Product name
(4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate
Purity
98%
Packaging
100g
Price
$132
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0003990
Product name
PYRIDOXALE-5-PHOSPHATE
Purity
95.00%
Packaging
1G
Price
$132.3
Updated
2021/12/16
More
Less

Pyridoxal phosphate Chemical Properties,Usage,Production

Description

Pyridoxal phosphate is an organic compound formed by the combination of vitamin B6 and phosphoric acid, including pyridoxal, pyridoxamine, and pyridoxine, which exist in the form of phosphate esters in the body. Among them, pyridoxal phosphate and pyridoxamine phosphate can be converted into each other, and they are all active types. Pyridoxal phosphate is the active form of vitamin B6. Several reactions catalyzed by pyridoxal phosphate are: transamination, α-decarboxylation, β-decarboxylation, β-elimination, γ-elimination, racemization and aldol reaction.

Chemical Properties

Light yellow crystalline

Uses

Vitamin (enzyme co-factor).

Definition

Pyridoxal Phosphate also known as PLP, pyridoxal 5'-phosphate or P5P, is the active form of vitamin B6 and a coenzyme for many pyridoxal phosphate (PLP)-dependent enzymes. PLP is involved in numerous enzymatic transamination, decarboxylation and deamination reactions; it is necessary for the synthesis of amino acids and amino acid metabolites, and for the synthesis and/or catabolism of certain neurotransmitters, including the conversion of glutamate into gamma-aminobutyric acid (GABA) and levodopa into dopamine. PLP can be used as a dietary supplement in cases of vitamin B6 deficiency. Reduced levels of PLP in the brain can cause neurological dysfunction.

Biological Functions

Pyridoxal phosphate is the coenzyme form of vitamin B6. In the catalytic reaction, the intramolecular aldehyde group of pyridoxal phosphate is combined with the amino group of α-amino acid to form an aldimine, also known as Schiffbase, and then the amino acid undergoes transamination, decarboxylation or racemization according to the characteristics of different enzymes and proteins. . As a coenzyme of amino acid transaminase, decarboxylase and racemase, it plays a very important role in amino acid metabolism.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 4693, 1951 DOI: 10.1021/ja01154a062

Mechanism of action

Pyridoxal phosphate(PLP) acts as a coenzyme in all transamination reactions, and in certain decarboxylation, deamination, and racemization reactions of amino acids. The aldehyde group of PLP forms a Schiff-base linkage (internal aldimine) with the ε-amino group of a specific lysine group of the aminotransferase enzyme. The α-amino group of the amino acid substrate displaces the ε-amino group of the active-site lysine residue in a process known as transaldimination. The resulting external aldimine can lose a proton, carbon dioxide, or an amino acid sidechain to become a quinoid intermediate, which in turn can act as a nucleophile in several reaction pathways.

Purification Methods

PLP has been purified by dissolving 2g in H2O (10-15mL, in a dialysis bag a third full) and dialysing with gentle stirring against 1L of H2O (+ two drops of toluene) for 15hours in a cold room. The dialysate is evaporated to 80-100mL, then lyophilised. Lemon yellow microscopic needles of the monohydrate remain when all the ice crystals have been removed. The purity is checked by paper chromatography (in EtOH or n-PrOH/NH3) and the spot(s) visualised under UV light after reaction with a spray of p-phenylene diamine, NH3 and molybdate. Solutions stored in a freezer are 2-3% hydrolysed in 3weeks. At 25o, only 4-6% hydrolysis occurs even in N NaOH or HCl, and 2% is hydrolysed at 37o in 1day-but is complete at 100o in 4hours. It is best stored as a dry solid at -20o. In aqueous acid the solution is colourless but is yellow in alkaline solutions. It has UV max at 305nm ( 1100) and 380nm ( 6550) in 0.1 N NaOH; 330nm ( 2450) and 388nm ( 4,900) in 0.05M phosphate buffer pH 7.0 and 295nm ( 6700) in 0.1N HCl. [Peterson et al. Biochemical Preparations 3 34, 119 1953.] The oxime decomposes at 229-230o and is practically insoluble in H2O, EtOH and Et2O. The O-methyloxime decomposes at 212-213o. [Heyl et al. J Am Chem Soc 73 3430 1951.] It has also been purified by column chromatography through Amberlite IRC-50 (H+) [Peterson & Sober J Am Chem Soc 76 169 1954]. [Beilstein 21/13 V 46.]

Pyridoxal phosphate Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Pyridoxal phosphate Suppliers

BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4861
Advantage
58
Alfa Chemistry
Tel
1-516-6625404
Fax
1-516-927-0118
Email
support@alfa-chemistry.com
Country
United States
ProdList
9171
Advantage
60
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
Creative Enzymes
Tel
1-516-855-7709
Fax
1-631-938-8127
Email
info@creative-enzymes.com
Country
United States
ProdList
8748
Advantage
58
Creative Enzymes
Tel
--
Fax
--
Email
info@creative-enzymes.com
Country
United States
ProdList
6057
Advantage
58
American International Chemical, Inc.
Tel
--
Fax
--
Email
info@aicma.com
Country
United States
ProdList
531
Advantage
58
Charkit Chemical Corporation
Tel
--
Fax
--
Email
sales@charkit.com
Country
United States
ProdList
2993
Advantage
65
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
AppliChem, LLC
Tel
--
Fax
--
Email
sales@applichem.com
Country
United States
ProdList
169
Advantage
50
Bosgen Chemical Inc.
Tel
--
Fax
--
Email
sale@chemapi.com
Country
United States
ProdList
609
Advantage
30
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
Aceto Corporation
Tel
--
Fax
--
Email
contact@aceto.com
Country
United States
ProdList
2619
Advantage
75
ChromaDex
Tel
--
Fax
--
Email
sales@chromadex.com
Country
United States
ProdList
2501
Advantage
76
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
Research Plus, Inc.
Tel
--
Fax
--
Email
respls@aol.com
Country
United States
ProdList
3674
Advantage
51
Research Organics Inc.
Tel
--
Fax
--
Email
info@resorg.com
Country
United States
ProdList
1324
Advantage
72
City Chemicals Corporation
Tel
--
Fax
--
Country
United States
ProdList
6460
Advantage
72
Scandinavian Formulas, Inc.
Tel
--
Fax
--
Email
info@scandinavianformulas.com
Country
United States
ProdList
1447
Advantage
55
EMD Biosciences, Inc.
Tel
--
Fax
--
Email
technical@calbiochem.com
Country
United States
ProdList
6529
Advantage
66
Spectrum Chemicals & Laboratory Products
Tel
--
Fax
--
Email
sales@spectrumchemical.com
Country
United States
ProdList
6699
Advantage
77
MP Biomedicals, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6561
Advantage
81
More
Less

View Lastest Price from Pyridoxal phosphate manufacturers

Sinoway Industrial co., ltd.
Product
Pyridoxal phosphate 54-47-7
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
98.5% up / EP
Supply Ability
20 tons
Release date
2024-06-27
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Pyridoxal phosphate 54-47-7
Price
US $500.00-300.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000
Release date
2024-08-23
Wuhan Haorong Biotechnology Co.,Ltd
Product
Pyridoxal phosphate 54-47-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000
Release date
2023-08-11

54-47-7, Pyridoxal phosphateRelated Search:


  • PYRIDOXAL-5-PHOSPHORIC ACID
  • PYRIDOXAL 5'-MONOPHOSPHATE
  • CODECARBOXYLASE
  • 3-hydroxy-2-methyl-5-((phosphonooxy)methyl)-4-pyridinecarboxaldehyd
  • 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyd
  • apolonb(sub6)
  • apolonb6
  • biosechs
  • hairoxal
  • hexerminp
  • hiadelon
  • hi-pyridoxin
  • pal-p
  • phosphopyridoxal
  • phosphoridoxalcoenzyme
  • piodel
  • pydoxal
  • pyridoxaldehydephosphate
  • pyridoxalmonophosphate
  • pyridoxalp
  • pyridoxylphosphate
  • pyromijin
  • sechvitan
  • vitahexinp
  • vitazechs
  • Pyridoxal-5-phosphat
  • PYRIDOXAL-5-PHOSPHATE(P)
  • (3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)methyl phosphate
  • Pyridoxal-5'-Phosphate~99%
  • Pyridoxal-5-Phosphate99.0%Min.
  • VitaminB6phosphate
  • Pyridoxal 5'-(dihydrogen phosphate)
  • Pyridoxal phosphate
  • Codecarboxylase PLP
  • 2-Methyl-3-hydroxy-4-formyl-5-pyridylmethylphosphoric acid
  • 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde 5-phosphate
  • 4-Pyridinecarboxaldehyde, 3-hydroxy-2-methyl-5-[(phosphonooxy)methyl]-
  • Coenzyme B6
  • Pydoxa
  • Aderol
  • Navisal
  • Neoaderol
  • Pyridoxal-5-phosphate(P5P)
  • 3-Hydroxy-2-methyl-5-[(phosphonooxy)methyl]-4-pyridinecarboxaldehyde
  • P-5-P
  • (4-formyl-5-hydroxy-6-methyl-pyridin-3-yl)methoxyphosphonic acid
  • PYRIDOXINEPHOSPHATE
  • Pyridoxal 5-phosphate (methyl-D3)
  • Pyridoxal phosphate(PLP)
  • 5-Pyridoxal phosphate
  • Pyridoxal phosphate USP/EP/BP
  • Pyridoxal phosphate/P5P
  • Pyridoxal phosphate API
  • Pyridoxal5′-phosphate 5
  • Pyridoxal 5'-phosphate(P5P)
  • Cymoxanil Impurity 1
  • Pyridoxal 5-Phosphate in Water:Acetonitrile=8:2
  • 54-47-7