DL-Phosphinotricin - EnzymoPure™, ≥95% , CAS No.51276-47-2

CAS: 51276-47-2 Cat. No.: D332475 Molecular Weight: 181.13 EC Number: 257-102-5

GRADE & PURITY EnzymoPure™, ≥95%

Synonyms

DTXSID0043973 | AS-15138 | Q302204 | SCHEMBL14826101 | SCHEMBL17697 | CHEBI:52136 | GLUFOSINATE AMMONIUM | 2-Amino-4-(hydroxymethylphosphinyl)butyric acid | Glufosinate-P [ISO] | phosphinothricin | (S)-Glufosinate | AKOS016344180 | UNII-72P470U27C | 2-ami

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

DTXSID0043973 | AS-15138 | Q302204 | SCHEMBL14826101 | SCHEMBL17697 | CHEBI:52136 | GLUFOSINATE AMMONIUM | 2-Amino-4-(hydroxymethylphosphinyl)butyric acid | Glufosinate-P [ISO] | phosphinothricin | (S)-Glufosinate | AKOS016344180 | UNII-72P470U27C | 2-ami

Specifications & Purity

EnzymoPure™, ≥95%

Storage

Room temperature

Shipped In

Normal

Grade

EnzymoPure™

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CP(=O)(CCC(C(=O)O)N)O
• IUPAC Name: 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid
• InChIKey: IAJOBQBIJHVGMQ-UHFFFAOYSA-N
• INCHI: 1S/C5H12NO4P/c1-11(9,10)3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)(H,9,10)
• Isomeric SMILES: CP(=O)(CCC(C(=O)O)N)O
• Molecular Weight: 181.13
• Reaxy-Rn: 2209267
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2209267&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acids
• Alternative Parents: Fatty acids and conjugates Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-amino acid - Fatty acid - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxygen compound - Primary amine - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Primary aliphatic amine - Carbonyl group - Amine - Organopnictogen compound - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
• External Descriptors: Organophosphorus herbicides

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

Associated Targets(Human)

GLUL Tchem Glutamine synthetase (118 Activities)

Discover Target: GLUL

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 250-257° C
• Molecular Weight: 181.130 g/mol
• XLogP3: -5.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 181.05 Da
• Monoisotopic Mass: 181.05 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 193.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Huadong Tan, Qiao Xing, Ling Mo, Chunyuan Wu, Xiaoying Zhang, Xiaoyu He, Yuefu Liang, Rong Hao.  (2023)  Occurrence, multiphase partitioning, drivers, and ecological risks of current-use herbicides in a river basin dominated by rice–vegetable rotations in tropical China.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:37918751] [10.1016/j.scitotenv.2023.168270]

2. Xu Chen, Yanxia Mao, Anguan Wang, Linchuan Lu, Qi Shao, Chunhui Jiang, Hongfei Lu.  (2023)  Synthesis and application of purine-based fluorescence probe for continuous recognition of Cu2+ and glyphosate.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:37639808] [10.1016/j.saa.2023.123291]

3. Jianping Guan, Qing He, Qi Liu, Xiaoqing Chen.  (2022)  Cu2+ assisted carnation-like fluorescent metal–organic framework for triple-mode detection of glyphosate in food samples.  FOOD CHEMISTRY,      [PMID:36563622] [10.1016/j.foodchem.2022.135237]

4. Feng Cheng, Jia-Min Zhang, Zhen-Tao Jiang, Xiao-Hu Wu, Ya-Ping Xue, Yu-Guo Zheng.  (2022)  Development of an NAD(H)-Driven Biocatalytic System for Asymmetric Synthesis of Chiral Amino Acids.  ADVANCED SYNTHESIS & CATALYSIS,  364  (8): (1450-1459).  [PMID:] [10.1002/adsc.202101441]

5. Xinjian Yin, Yayun Liu, Lijun Meng, Haisheng Zhou, Jianping Wu, Lirong Yang.  (2020)  Semi-rational hinge engineering: modulating the conformational transformation of glutamate dehydrogenase for enhanced reductive amination activity towards non-natural substrates.  Catalysis Science & Technology,  10  (10): (3376-3386).  [PMID:] [10.1039/C9CY02576F]

6. Mei He, Shu Huawei, Lv Mengyu, Liu Wei, Wang Xuedong.  (2020)  Fluorescent assay based on phenyl-modified g-C3N4 nanosheets for determination of thiram.  MICROCHIMICA ACTA,  187  (3): (1-8).  [PMID:32036451] [10.1007/s00604-020-4135-9]

7. Xinjian Yin, Yayun Liu, Lijun Meng, Haisheng Zhou, Jianping Wu, Lirong Yang.  (2018)  Rational Molecular Engineering of Glutamate Dehydrogenases for Enhancing Asymmetric Reductive Amination of Bulky α-Keto Acids.  ADVANCED SYNTHESIS & CATALYSIS,  361  (4): (803-812).  [PMID:] [10.1002/adsc.201801251]

8. Yin Xinjian, Wu Jianping, Yang Lirong.  (2018)  Efficient reductive amination process for enantioselective synthesis of L-phosphinothricin applying engineered glutamate dehydrogenase.  APPLIED MICROBIOLOGY AND BIOTECHNOLOGY,  102  (10): (4425-4433).  [PMID:29549447] [10.1007/s00253-018-8910-z]

9. Xu Jinmeng, Zhang Yan, Wu Kaiqing, Zhang Lina, Ge Shenguang, Yu Jinghua.  (2017)  A molecularly imprinted polypyrrole for ultrasensitive voltammetric determination of glyphosate.  MICROCHIMICA ACTA,  184  (7): (1959-1967).  [PMID:] [10.1007/s00604-017-2200-9]

10. Yuan-Zhen Wang, Liu Yang, Jia-Jia Kou, Yu-Qing Zhan, Yi-Lin Niu, Yu-Long Liu.  (2025)  High-temperature calcined Mn-MOF derivative for electrochemical detection of flumioxazin in environmental and food samples.  POLYHEDRON,      [PMID:] [10.1016/j.poly.2025.117525]

11. Liqian Niu, Xian Wang, Xinxin Liu, Xin Liu, Shiyue Niu, Bin Yang, Jia Liu, Shuyun Bi.  (2026)  Construction of the SERS substrate of AgNPs modified with N-Acetyl-L-cysteine and ZnO for sensitive detection of acephate.  JOURNAL OF LUMINESCENCE,      [PMID:] [10.1016/j.jlumin.2026.121796]