2-Phospho-L-ascorbic acid trisodium salt - ≥96% , CAS No.66170-10-3

CAS: 66170-10-3 Cat. No.: S304311 Peso molecular: 322.05 (anhydrous basis) Número EC: 613-904-0

GRADE & PURITY ≥96%

Synonyms

2-phospho-l-ascorbic acid trisodium salt | CCG-267723 | Sodium ascorbyl monophosphate;Sodium ascorbyl phosphate | trisodium;[(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-oxido-5-oxo-2H-furan-4-yl] phosphate | L-Ascorbic acid 2-phosphate trisodium | SCHEMBL47301 | S

Storage

Room temperature,Argon charged,Desiccated

Shipped In

Normal

Descripción general

L-ascorbic acid-2-phosphate trisodium salt has been used as a supplement to Dulbecco's modified Eagle medium (DMEM) for the culture of adipose derived stem cells, human mesenchymal stem cells and osteoblasts.

Specifications

Sinónimos

2-phospho-l-ascorbic acid trisodium salt | CCG-267723 | Sodium ascorbyl monophosphate;Sodium ascorbyl phosphate | trisodium;[(2R)-2-[(1S)-1, 2-dihydroxyethyl]-3-oxido-5-oxo-2H-furan-4-yl] phosphate | L-Ascorbic acid 2-phosphate trisodium | SCHEMBL47301 | S

Especificaciones y pureza

≥96%

Mecanismos bioquímicos y fisiológicos

Stable ascorbic acid derivative used in cell culture; in combination with FGF-2, maintains differentiation potential in bone marrow-derived mesenchymal stem cells (MSC) through increased expression of HGF. Also exhibits synergistic protection of hMSCs und

Condiciones de almacenamiento de almacenamiento

Room temperature, Argon charged, Desiccated

Enviado en

Normal

Pureza

≥96%

Nombres e identificadores

• Pubchem Sid: 488197030
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488197030
• Sonrisas canónicas: C(C(C1C(=C(C(=O)O1)OP(=O)([O-])[O-])[O-])O)O.[Na+].[Na+].[Na+]
• IUPAC Name: trisodium;[(2R)-2-[(1S)-1,2-dihydroxyethyl]-3-oxido-5-oxo-2H-furan-4-yl] phosphate
• InChIKey: YRWWOAFMPXPHEJ-OFBPEYICSA-K
• INCHI: 1S/C6H9O9P.3Na/c7-1-2(8)4-3(9)5(6(10)14-4)15-16(11,12)13;;;/h2,4,7-9H,1H2,(H2,11,12,13);;;/q;3*+1/p-3/t2-,4+;;;/m0.../s1
• Isómeros SMILES: C([C@@H]([C@@H]1C(=C(C(=O)O1)OP(=O)([O-])[O-])[O-])O)O.[Na+].[Na+].[Na+]
• Peso molecular: 322.05 (anhydrous basis)

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Dihydrofurans
      • Subclass Furanones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Dihydrofurans
• Subclass: Furanones
• Intermediate Tree Nodes: Not available
• Direct Parent: Butenolides
• Alternative Parents: Phosphate esters Vinylogous acids Enoate esters Secondary alcohols Lactones 1,2-diols Oxacyclic compounds Monocarboxylic acids and derivatives Primary alcohols Organic sodium salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic cations
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: 2-furanone - Organic phosphoric acid derivative - Phosphoric acid ester - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Vinylogous acid - 1,2-diol - Carboxylic acid ester - Lactone - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Organic alkali metal salt - Organic oxygen compound - Primary alcohol - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Alcohol - Carbonyl group - Organic salt - Organic sodium salt - Organic cation - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.
• 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

Propiedades químicas y físicas

• Solubilidad: Solvent:water, Max Conc. mg/mL: 32.2, Max Conc. mM: 100
• Sensibilidad: Moisture sensitive
• Punto de fusión (°C): 260℃
• Peso molecular: 322.050 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 321.944 Da
• Monoisotopic Mass: 321.944 Da
• Topological Polar Surface Area: 162.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 357.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• 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: 4

XLogP3

Referencias

1. Yu Liu, Fangfang Wang, Yawen Liu, Zhigang Zhang, Haiming Hu, Yiqing Wang, Lei Xiong, Junping Zheng, Hongtao Liu.  (2023)  A label-free AuNPs-based ultrasensitive plasmonic ELISA by alkaline phosphatase and ferrous ion-initiated cascade amplification.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.135049]

2. Jiansen Lie, Feili Luo, Yafang Liu, Yixuan Yang, Qingling Nie, Xiaochuan Chen, Ruiyun You, Yunzhen Liu, Xiufeng Xiao, Yudong Lu.  (2023)  Recyclable magnetic nanoparticles combined with TiO2 enrichment and “Off” to “On” SERS assay for sensitive detection of alkaline phosphatase.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147241]

3. Meijie Ren, Yongzhen Dong, Jianlong Wang, Jianhan Lin, Lijie Qu, Yang Zhou, Yiping Chen.  (2023)  Computer vision-assisted smartphone microscope imaging digital immunosensor based on click chemistry-mediated microsphere counting technology for the detection of aflatoxin B1 in peanuts.  ANALYTICA CHIMICA ACTA,      [PMID:37709427] [10.1016/j.aca.2023.341687]

4. Xinyue Yuwen, Yingzhao Zeng, Shilong Ruan, Xin Li, Guosong Lai.  (2023)  Dual cascade nucleic acid recycling-amplified assembly of hyperbranched DNA nanostructures to construct a novel plasmonic colorimetric biosensing method.  ANALYST,  148  (15): (3632-3640).  [PMID:37409607] [10.1039/D3AN00689A]

5. Shi-Qi Lin, Bao-Zhu Jia, Wei Luo, Hong Wang, Hong-Tao Lei, Wen-Feng Zhang, Zhen-Lin Xu, Lin Luo.  (2023)  Controllable formation of polydopamine on carbon dots for ultrasensitive detection of alkaline phosphatase and ratiometric fluorescence immunoassay of benzocaine.  FOOD CHEMISTRY,      [PMID:37321117] [10.1016/j.foodchem.2023.136582]

6. Yanwen Chen, Liu Zhao, Baoshuai Zhang, Yuqing Guan, Cheng Yao, Xuan Xu.  (2023)  Fe–N hollow mesoporous carbon spheres with high oxidase-like activity for sensitive detection of alkaline phosphatase.  ANALYST,  148  (12): (2825-2833).  [PMID:37227369] [10.1039/D3AN00475A]

7. Kanglin Pei, Di Li, Wenjing Qi, Di Wu.  (2023)  Ultrarapid Microwave-Assisted Synthesis of Fluorescent Silver Coordination Polymer Nanoparticles and Its Application in Detecting Alkaline Phosphatase Activity.  MOLECULES,  28  (4): (1892).  [PMID:36838879] [10.3390/molecules28041892]

8. Li-Jing Peng, Shi-Jun Yin, Li Chen, Tao Tian, Wei-Yi Zhang, Hang-Yu Zhou, Feng-Qing Yang.  (2022)  Investigating the oxidase-like activity of a Co–Fe Prussian blue analogue nanocube prepared in situ and its applications in the colorimetric detection of ascorbic acid, alkaline phosphatase, α-glucosidase, and ascorbic acid oxidase.  NEW JOURNAL OF CHEMISTRY,  47  (3): (1156-1164).  [PMID:] [10.1039/D2NJ05460D]

9. Luyu Wei, Zhilong Wang, Yiping Chen.  (2022)  Optical Biosensor for Ochratoxin A Detection in Grains Using an Enzyme-Mediated Click Reaction and Polystyrene Nanoparticles.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:36372964] [10.1021/acs.jafc.2c05137]

10. Chengpei Du, Lin Qi, Yi Wang, Kanglin Pei, Renwen Zhang, Di Wu, Wenjing Qi.  (2022)  Fluorescence dual “turn-on” detection of acid phosphatase via fluorescence resonance energy transfer and dual quenching strategy to improve sensitivity.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2022.110554]

11. Xiao-Xue Jiang, Pan Li, Meng-Ya Zhao, Rui-Cong Chen, Zhen-Guang Wang, Jia-Xiu Xie, Yun-Kai Lv.  (2022)  In situ encapsulation of SQDs by zinc ion-induced ZIF-8 growth strategy for fluorescent and colorimetric dual-signal detection of alkaline phosphatase.  ANALYTICA CHIMICA ACTA,      [PMID:35934395] [10.1016/j.aca.2022.340103]

12. Wentao Shi, Xuan Zhang, Lu Bian, Yao Dai, Zhe Wang, Yanjun Zhou, Shuang Yu, Zhijian Zhang, Peng Zhao, Hong Tang, Qing Wang, Xiaojie Lu.  (2022)  Alendronate crosslinked chitosan/polycaprolactone scaffold for bone defects repairing.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:35151707] [10.1016/j.ijbiomac.2022.02.007]

13. Dan Zhao, Juan Li, Chuanyun Peng, Shuyun Zhu, Jian Sun, Xiurong Yang.  (2019)  Fluorescence Immunoassay Based on the Alkaline Phosphatase Triggered in Situ Fluorogenic Reaction of o-Phenylenediamine and Ascorbic Acid.  ANALYTICAL CHEMISTRY,      [PMID:30688059] [10.1021/acs.analchem.8b05203]

14. Ruiying Li, Qiang Liu, Yan Jin, Baoxin Li.  (2018)  Fluorescent enzyme-linked immunoassay strategy based on enzyme-triggered in-situ synthesis of fluorescent copper nanoclusters.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2018.09.128]

15. Ting Xiao, Jian Sun, Jiahui Zhao, Shuang Wang, Guoyong Liu, Xiurong Yang.  (2018)  FRET Effect between Fluorescent Polydopamine Nanoparticles and MnO2 Nanosheets and Its Application for Sensitive Sensing of Alkaline Phosphatase.  ACS Applied Materials & Interfaces,      [PMID:29384352] [10.1021/acsami.7b18816]

16. Jian Sun, Tao Hu, Chuanxia Chen, Dan Zhao, Fan Yang, Xiurong Yang.  (2016)  Fluorescence Immunoassay System via Enzyme-Enabled in Situ Synthesis of Fluorescent Silicon Nanoparticles.  ANALYTICAL CHEMISTRY,      [PMID:27657654] [10.1021/acs.analchem.6b02847]

17. Xiaolong Zheng, Linlin Sun, Yanan Zhao, Hualin Yang, Yuanhua Zhu, Junxiang Zhang, Die Xu, Xingping Zhang, Yu Zhou.  (2024)  A fluorescence and colorimetric dual-mode immunoassay for detection of ochratoxin A based on cerium nanoparticles.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.110419]

18. Dan Li, Yutao Shen, Na Li, Xiaolong Li, Mao Li, Zijia Huang, Yong Zhao.  (2025)  A fluorescent optical fiber sensor for real-time, portable detection of alkaline phosphatase activity.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2025.137568]

19. Yu Liu, Yawen Liu, Fangfang Wang, Zhigang Zhang, Haiming Hu, Lei Xiong, Junping Zheng, Hongtao Liu.  (2024)  A silver auto-catalyzed plasmonic enzyme-linked immunosorbent assay for colorimetric and fluorescent detection of neutrophil gelatinase associated lipocalin (NGAL).  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.111551]

20. Zhang Wei, Chen Yequan, Ji Kaixiang, Dong Zhiyong, Abdussalam Abubakar, Zholudov Yuriy T., Gao Wenyue, Tian Yu, Xu Guobao.  (2025)  Aerobic oxidation catalyst vanadyl acetylacetonate boosts luminol chemiluminescence for sensitive detection of alkaline phosphatase and ascorbic acid.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,      [PMID:40097685] [10.1007/s00216-025-05827-x]

21. Shao-Hua Wen, Ning Wang, Ziqi Yuan, Hao Wu, Gege Yan, Hengyuan Zhang, Sha Yu, Junping Ma, Yuanzhen Zhou.  (2025)  Detection of arsenate in colored grains using an interference-free dual-signal ratiometric HEC sensor.  FOOD CHEMISTRY,      [PMID:39938269] [10.1016/j.foodchem.2025.143290]

22. Huayue Sun, Huining Chai, Zhishuang Yuan, Kun Yu, Lijun Qu, Xueji Zhang, Guangyao Zhang.  (2025)  Dual-mode visual fluorescent/colorimetric ratio sensing of alkaline phosphatase in milk based on porphyrinic MOF photonanozyme fibers.  FOOD CHEMISTRY,      [PMID:39938265] [10.1016/j.foodchem.2025.143289]

23. Yufeng Liu, Jing Zhang, Yuxin Wan, Cong Li, Shuai Cui, Xuejiao J. Gao, Hui Wei, Dongzhi Yang.  (2025)  Engineering Perovskite Hydroxide as a Cold-Adapted Oxidase Mimic for Construction of the Robust Low-Temperature Adaptive Biosensors.  ACS Sensors,      [PMID:40073385] [10.1021/acssensors.4c02848]

24. Jie Liu, Hao Deng, Bao-Zhu Jia, Ze-Shan Lin, Yu Wang, Hong Wang, Zhen-Lin Xu, Lin Luo.  (2024)  Ratiometric fluorescence and photothermal dual-mode immunosensor based on MnO2 nanosheets for the detection of isocarbophos.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.157951]

25. Li Jiawei, Sun Ziying, Lv Zhongyang, Jiang Huiming, Liu Anlong, Wang Maochun, Tan Guihua, Guo Hu, Sun Heng, Wu Rui, Xu Xingquan, Yan Wenjin, Jiang Qing, Ikegawa Shiro, Shi Dongquan.  (2021)  Microtubule Stabilization Enhances the Chondrogenesis of Synovial Mesenchymal Stem Cells.  Frontiers in Cell and Developmental Biology,      [PMID:34746145] [10.3389/fcell.2021.748804]

26. Zhen Wu, Jinlong Wang, Xing Cheng, Yue Tang, Lian Xia, Xiaojuan Niu, Yuangen Wu.  (2025)  A novel fluorescent sensor for highly sensitive detection of ascorbic acid in food based on inhibiting phosphatase-like activity of Zr-based MOF.  FOOD CHEMISTRY,      [PMID:39808980] [10.1016/j.foodchem.2025.142837]

27. Ying Zhu, Tongkai Ji, Xingwei Cai, Jing Wang.  (2024)  A novel NiO/CeO2-mSiO2 nanocages with peroxidase-mimetic activity for ultra-sensitive biosensing.  SOLID STATE SCIENCES,      [PMID:] [10.1016/j.solidstatesciences.2024.107531]

28. Lin-Ge Chen, Jiajun Li, Lu Sun, Hai-Bo Wang.  (2024)  Ratiometric fluorometric assay triggered by alkaline phosphatase: Proof-of-concept toward a split-type biosensing strategy for DNA detection.  TALANTA,      [PMID:38271841] [10.1016/j.talanta.2024.125703]

29. Jie Liu, Hao Deng, Qing-Chun Yin, Min-Fu Wu, Lin Luo, Hong Wang, Zhen-Lin Xu, Bao-Zhu Jia.  (2025)  Chitosan-platinum nanozyme-mediated ratiometric fluorescent immunosensor with dual catalytic cascades for sensitive detection of fenitrothion.  TALANTA,      [PMID:40249984] [10.1016/j.talanta.2025.128162]

30. Xin Yan, Xiaobing Chen, Rao Fu, Haihui Li, Huina Tang, Yuhan Qu, Zhiyuan Yin, Tonglei Cheng, Xue Zhou.  (2025)  U-shaped SPR Optical Fiber Sensor for the Detection of Acid Phosphatase.  IEEE SENSORS JOURNAL,      [PMID:] [10.1109/JSEN.2025.3619101]

31. Guanghao Chen, Lin Zhou, Tingting Cai, Jiale Song, Jintong Liu, Hong Yang.  (2025)  Target-tunable colorimetric sensor array based with mixed-valence cerium-centered metal-organic framework nanozyme for on-site sensitive detection of pyridaphenthion bioaccumulation in crops.  Environmental Chemistry and Ecotoxicology,      [PMID:] [10.1016/j.enceco.2025.11.016]

32. Yeru Liu, Mengxue Zhang, Xiaolei Zhao, Yifan Zhou, Hongna Yin, Li Zhou, Zhicheng Liu, Qiyong Cai.  (2026)  In situ biosynthetic-driven fluorescence sensor combined with a smartphone platform for portable detection of glyphosate.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.117118]

33. Juan Wang, Yujia Ren, Baojian Huang, Chuanping Li, Shuai Qin, Shaojun Dong, Daoqing Fan.  (2026)  DNA-Encoded Bimetallic PtAg Nanocluster-zyme with Programmable POD-mimicking Activity for Accurate Trimodal Biosensing and Cascade Logic Circuit-Empowered Target Recognition.  ANALYTICAL CHEMISTRY,      [PMID:41622789] [10.1021/acs.analchem.5c08080]

34. Hu Jiale, Li Wei, Luo Pei, Nan Yihong, Liu Yimin, Yang Yashi, Zou Jianmei, He Huijun, Zhang Yun.  (2026)  Tyndall-effect-based colorimetric enzyme-linked aptamer assay for instrument-free thrombin detection via enzyme-triggered degradation of MnO2 nanosheets.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,      [PMID:41729241] [10.1007/s00216-026-06395-4]

35. Xiaoyu Wang, Sijie Li, Si Zhang, Qi Sun, Qing Cheng, Ke Bao, Bing Xia, Hui Wei.  (2026)  AIE Fluorescent Nanozyme-Enabled Ratiometric Sensing Platform for Selective Detection of Ascorbic Acid and Alkaline Phosphatase.  ANALYTICAL CHEMISTRY,      [PMID:41679978] [10.1021/acs.analchem.5c07377]