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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Description:
Pyridoxal 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.
Product Application:
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
| Canonical Smiles | CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O |
|---|---|
| IUPAC Name | (4-formyl-5-hydroxy-6-methylpyridin-3-yl)methyl dihydrogen phosphate |
| InChIKey | NGVDGCNFYWLIFO-UHFFFAOYSA-N |
| 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) |
| Isomeric SMILES | CC1=NC=C(C(=C1O)C=O)COP(=O)(O)O |
| WGK Germany | 3 |
| Molecular Weight | 247.14 (anhydrous basis) |
| Beilstein | 234749 |
| Reaxy-Rn | 234749 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=234749&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| 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 | monohydroxypyridine - pyridinecarbaldehyde - methylpyridines - vitamin B6 phosphate |
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| Melt Point(°C) | 140-143°C |
|---|---|
| Molecular Weight | 247.140 g/mol |
| XLogP3 | -1.100 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 4 |
| Exact Mass | 247.025 Da |
| Monoisotopic Mass | 247.025 Da |
| Topological Polar Surface Area | 117.000 Ų |
| Heavy Atom Count | 16 |
| 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 | 1 |
| 1. Hongpeng Wang, Mercy Vimbai Masuku, Yachen Tao, Jiayao Yang, Yi Kuang, Changjiang Lyu, Jun Huang, Shengxiang Yang. (2023) Improved Stability and Catalytic Efficiency of ω-Transaminase in Aqueous Mixture of Deep Eutectic Solvents. MOLECULES, 28 (9): (3895). [PMID:37175305] [10.3390/molecules28093895] |
| 2. Xingchang Cha, Juanjuan Ding, Wenyan Ba, Shengping You, Wei Qi, Rongxin Su. (2023) High Production of γ-Aminobutyric Acid by Activating the xyl Operon of Lactobacillus brevis. ACS Omega, [PMID:36873027] [10.1021/acsomega.2c08272] |
| 3. Lian Xu, Dan Nie, Bing-Mei Su, Xin-Qi Xu, Juan Lin. (2022) A chemoenzymatic strategy for the efficient synthesis of amphenicol antibiotic chloramphenicol mediated by an engineered L-threonine transaldolase with high activity and stereoselectivity. Catalysis Science & Technology, 13 (3): (684-693). [PMID:] [10.1039/D2CY01670B] |
| 4. Sai Fang, Haoran Yu, Lanxin Xiao, Zhe Wang, Yixuan Lei, Gang Xu, Lirong Yang, Wenlong Zheng, Jianping Wu. (2022) Counteracting the Activity-Diastereoselectivity Trade-Off of l-Threonine Aldolase by Regulating the Proton Transfer Microenvironment. ADVANCED SYNTHESIS & CATALYSIS, 364 (24): (4363-4370). [PMID:] [10.1002/adsc.202201006] |
| 5. Guozeng Wang, Zhihao Jiang, Qing Xiao, Chang Jiang, Xian'ai Shi. (2022) Visible spectrophotometric assay for characterization of ω-transaminases. ANALYTICAL BIOCHEMISTRY, [PMID:36208685] [10.1016/j.ab.2022.114933] |
| 6. Lichao Wang, Lian Xu, Bingmei Su, Wei Lin, Xinqi Xu, Juan Lin. (2021) Improving the Cβ Stereoselectivity of l-Threonine Aldolase for the Synthesis of l-threo-4-Methylsulfonylphenylserine by Modulating the Substrate-Binding Pocket To Control the Orientation of the Substrate Entrance. CHEMISTRY-A EUROPEAN JOURNAL, 27 (37): (9654-9660). [PMID:33843095] [10.1002/chem.202100752] |
| 7. Hongjie Hui, Yajun Bai, Tai-Ping Fan, Xiaohui Zheng, Yujie Cai. (2020) Biosynthesis of Putrescine from L-arginine Using Engineered Escherichia coli Whole Cells. Catalysts, 10 (9): (947). [PMID:] [10.3390/catal10090947] |
| 8. Li-Chao Wang, Lian Xu, Xin-Qi Xu, Bing-Mei Su, Juan Lin. (2020) An L-threonine aldolase for asymmetric synthesis of β-hydroxy-α-amino acids. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2020.115812] |
| 9. Lian Xu, Li-Chao Wang, Xin-Qi Xu, Juan Lin. (2019) Characteristics of L-threonine transaldolase for asymmetric synthesis of β-hydroxy-α-amino acids. Catalysis Science & Technology, 9 (21): (5943-5952). [PMID:] [10.1039/C9CY01608B] |
| 10. Xiao-Ling Tang, Nan-Nan Zhang, Guo-Yan Ye, Yu-Guo Zheng. (2019) Efficient biosynthesis of (R)-3-amino-1-butanol by a novel (R)-selective transaminase from Actinobacteria sp.. JOURNAL OF BIOTECHNOLOGY, [PMID:30853639] [10.1016/j.jbiotec.2019.02.008] |
| 11. Zhang Zhi-Jun, Cai Rui-Feng, Xu Jian-He. (2018) Characterization of a new nitrilase from Hoeflea phototrophica DFL-43 for a two-step one-pot synthesis of (S)-β-amino acids. APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 102 (14): (6047-6056). [PMID:29744634] [10.1007/s00253-018-9057-7] |
| 12. Ailin Xiao, Jing Li, Tianjian Liu, Zhuxi Liu, Chuanfei Wei, Xiaomeng Xu, Qin Li, Jingxin Li. (2016) l-Cysteine enhances nutrient absorption via a cystathionine-β-synthase-derived H2S pathway in rodent jejunum. CLINICAL AND EXPERIMENTAL PHARMACOLOGY AND PHYSIOLOGY, 43 (5): (562-568). [PMID:26901099] [10.1111/1440-1681.12562] |
| 13. S. Tang, D. Huang, N. An, D. Chen, D. Zhao. (2016) A novel pathway for the production of H2S by DAO in rat jejunum. NEUROGASTROENTEROLOGY AND MOTILITY, 28 (5): (687-692). [PMID:26813142] [10.1111/nmo.12765] |
| 14. Binbin Chen, Jiahui Huang, Yingchun Liu, Lirong Yang, Qi Wang, Haoran Yu. (2025) Computational Study on the Catalytic Mechanism of UstD Catalyzing the Synthesis of γ-Hydroxy-α-Amino Acids. Journal of Chemical Information and Modeling, [PMID:39913657] [10.1021/acs.jcim.4c01998] |
| 15. Ying-Ying Xu, Bin Zhang, Jie Bao. (2025) Production of γ-aminobutyric acid using corncob residue as carbohydrate feedstock by engineered Corynebacterium glutamicum. BIOCHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.bej.2025.109629] |
| 16. Li-Chao Wang, Lian Xu, Bing-Mei Su, Xin-Qi Xu, Juan Lin. (2022) An Effective Chemo-Enzymatic method with An Evolved L-Threonine Aldolase for Preparing L-threo-4-Methylsulfonylphenylserine Ethyl Ester of High Optical Purity. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2022.112355] |
| 17. Tang Xiao-Ling, Liu Xiao, Suo Hui, Wang Zhi-Chao, Zheng Ren-Chao, Zheng Yu-Guo. (2018) Process development for efficient biosynthesis of l-DOPA with recombinant Escherichia coli harboring tyrosine phenol lyase from Fusobacterium nucleatum. BIOPROCESS AND BIOSYSTEMS ENGINEERING, 41 (9): (1347-1354). [PMID:29869726] [10.1007/s00449-018-1962-8] |
| 18. Qian Wang, Xiao-Mei He, Xi Chen, Gang-Tian Zhu, Ren-Qi Wang, Yu-Qi Feng. (2017) Pyridoxal 5′-phosphate mediated preparation of immobilized metal affinity material for highly selective and sensitive enrichment of phosphopeptides. JOURNAL OF CHROMATOGRAPHY A, [PMID:28390667] [10.1016/j.chroma.2017.03.085] |