Pyridoxal 5-Phosphate Monohydrate - 10mM in DMSO , CAS No.41468-25-1

CAS: 41468-25-1 Cat. No.: P423880 Molecular Weight: 265.16 Beilstein Registry Number: 234749 EC Number: 609-929-1

GRADE & PURITY 10mM in DMSO

Synonyms

PLP | (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate;hydrate | Pyridoxal 5'-phosphate monohydrate | Pyridoxal 5-phosphate monohydrate | (4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate hydrate(1:x) | Tardoxal | 3-

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Pyridoxal-5’-phosphate monohydrate is a vitamin B6 metabolite that can modify lysyl and valyl residues in proteins. It has the ability to inhibit purinergic receptors and intracellular influx of Ca2+. Pyridoxal-5’-phosphate monohydrate can modify peptides and suppress their precursor ionization efficiency. Research shows that pyridoxal-5'-phosphate-dependent enzymes can be inhibited by cycloserine.
A vitamin B6 metabolite that can modify lysyl and valyl residues in proteins.

Specifications

Synonyms

PLP | (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate;hydrate | Pyridoxal 5'-phosphate monohydrate | Pyridoxal 5-phosphate monohydrate | (4-Formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate hydrate(1:x) | Tardoxal | 3-

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Vitamin B6 metabolite that acts as a coenzyme in transamination reactions by forming a Schiff-base linkage with lysine groups on aminotransferase. Also serves as a coenzyme in some decarboxylation and deamination reactions. Can modify lysyl and valyl resi

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Names and Identifiers

• Canonical Smiles: CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O.O
• IUPAC Name: (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate;hydrate
• InChIKey: CEEQUQSGVRRXQI-UHFFFAOYSA-N
• 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
• Isomeric SMILES: CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O.O
• WGK Germany: 2
• RTECS: UV1208000
• Molecular Weight: 265.16
• Beilstein: 234749
• Reaxy-Rn: 11305661
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11305661&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyridines and derivatives
      • Subclass Pyridine carboxaldehydes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyridines and derivatives
• Subclass: Pyridine carboxaldehydes
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyridoxals and derivatives
• Alternative Parents: Monoalkyl phosphates Methylpyridines Hydroxypyridines Aryl-aldehydes Vinylogous acids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyridoxal - Aryl-aldehyde - Monoalkyl phosphate - Hydroxypyridine - Methylpyridine - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Vinylogous acid - Heteroaromatic compound - Azacycle - Organopnictogen compound - Aldehyde - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyridoxals and derivatives. These are compounds containing a pyridoxal moiety, which consists of a pyridine ring substituted at positions 2,3,4, and 5 by a methyl group, a hydroxyl group, a carbaldehyde group, and a hydroxymethyl group, respectively.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light & Air Sensitive.
• Melt Point(°C): 143 °C
• Molecular Weight: 265.160 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 265.035 Da
• Monoisotopic Mass: 265.035 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 292.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Liu Jianming, Zhang Han, Xu Yingying, Meng Hao, Zeng An-Ping.  (2023)  Turn air-captured CO2 with methanol into amino acid and pyruvate in an ATP/NAD(P)H-free chemoenzymatic system.  Nature Communications,  14  (1): (1-12).  [PMID:37188719] [10.1038/s41467-023-38490-w]

2. Junli Guo, Lingling Yang, Huijie Xu, Chenxi Zhao, Zhenqing Dai, Zhida Gao, Yanyan Song.  (2019)  Biomineralization-Driven Ion Gate in TiO2 Nanochannel Arrays for Cell H2S Sensing.  ANALYTICAL CHEMISTRY,      [PMID:31559823] [10.1021/acs.analchem.9b03119]

3. Chaoqiang Wu, Xin Zhang, Wei Liu, Chengyong Wang, Qianqian Jiang, Feifei Chen, Quanzhen Liu, Fei Cao, Gaowei Zheng, Alei Zhang, Kequan Chen.  (2024)  Biocatalytic Synthesis of Two Furan-Based Amino Compounds 2-Acetyl-4-aminofuran and 3-Acetylamino-5-(α-aminoethyl)-furan from Chitin Resources.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c01435]

4. Wang Minyu, Chu Weihua.  (2024)  Dencichine attenuates the virulence of Fusobacterium nucleatum by targeting hydrogen sulfide-producing enzyme.  INTERNATIONAL MICROBIOLOGY,      [PMID:38789725] [10.1007/s10123-024-00539-1]

5. Kuirong Feng, Lingxin Meng, Jingmei Xu, Pengyun Zhao, Na Li, Jinxuan Lei.  (2024)  Introduction of Bifunctionalized UIO-66-NH2 for Highly Conductive and Long-Term Stable Fluorene-Based Sulfonated Poly(aryl ether ketone sulfone) PEMs.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.4c02104]

6. Zhong Shao, Ke Li, Hao Guo, Yangyang Cheng, Shiyong Zhang.  (2025)  An oral H2S nanotherapeutics for hypertensive chronic kidney disease via synergistic antihypertensive and renoprotective activities.  JOURNAL OF CONTROLLED RELEASE,      [PMID:41260269] [10.1016/j.jconrel.2025.114419]