H-D-Thr-OH - ≥99% , CAS No.632-20-2

CAS: 632-20-2 Cat. No.: T100459 Molecular Weight: 119.12 Beilstein Registry Number: 1721643 EC Number: 211-171-8

GRADE & PURITY ≥99%

Synonyms

D-(+)-Threonine

Storage

Room temperature

Shipped In

Normal

Overview

A steroisomer of the proteinogenic amino acid L-threonine.

product description：
D-Threonine is sweet and toxic in nature.It acts as an inhibitor of L-threonine dehydratase.

application：
D-Threonine has been used as a constituent of standard mix in Ultra-high performance liquid chromatography (UHPLC) system for quantification of amino acid racemization.

Specifications

Synonyms

D-(+)-Threonine

Specifications & Purity

≥99%

Storage

Room temperature

Shipped In

Normal

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 488184324
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184324
• Canonical Smiles: C[C@H](O)[C@@H](N)C(O)=O
• IUPAC Name: (2R,3S)-2-amino-3-hydroxybutanoic acid
• InChIKey: AYFVYJQAPQTCCC-STHAYSLISA-N
• INCHI: 1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m0/s1
• Isomeric SMILES: C[C@@H]([C@H](C(=O)O)N)O
• WGK Germany: 1
• RTECS: XO8580000
• Molecular Weight: 119.12
• Beilstein: 1721643
• Reaxy-Rn: 1721643
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1721643&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
              • Level8 D-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 - Alpha amino acids
• Direct Parent: D-alpha-amino acids
• Alternative Parents: Short-chain hydroxy acids and derivatives Beta hydroxy acids and derivatives Fatty acids and conjugates Secondary alcohols Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: D-alpha-amino acid - Beta-hydroxy acid - Short-chain hydroxy acid - Hydroxy acid - Fatty acid - Amino acid - Secondary alcohol - Carboxylic acid - Monocarboxylic acid or derivatives - Alcohol - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as d-alpha-amino acids. These are alpha amino acids which have the D-configuration of the alpha-carbon atom.
• External Descriptors: Other amino acids

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

• Solubility: Soluble in water (50 mg/ml).
• Specific Rotation[α]: 28 ° (C=3, H2O)
• Melt Point(°C): 274°C
• Molecular Weight: 119.120 g/mol
• XLogP3: -2.900
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 119.058 Da
• Monoisotopic Mass: 119.058 Da
• Topological Polar Surface Area: 83.600 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 93.300
• 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: 1

References

1. Zhiyang Xu, Yinzhou Yan, Xingyuan Wang, Xiaolei Wang, Zhixiang Zhou, Xi Yang, Tianrui Zhai.  (2023)  Determination of Enantiomeric Excess by Optofluidic Microlaser near Exceptional Point.  Advanced Science,      [PMID:38072636] [10.1002/advs.202308362]

2. Zhen Lin, Chuangui Cai, Wei Chen, Qian Deng, Jialin Yang, Kaiyuan Huang, Haohua Deng, Xinhua Lin, Wei Chen, Wensong Yao.  (2023)  Micelle-mediated chemiluminescence of 6-aza-2-thiothymine-protected gold nanoclusters for carbazochrome sodium sulfonate detection.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:38086230] [10.1016/j.saa.2023.123738]

3. Zhen Lin, Qi Zeng, Wensong Yao, Wei Chen, Chuangui Cai, Jialin Yang, Xinhua Lin, Wei Chen.  (2023)  A fluorescence “turn-on” sensor for ascorbic acid in fruit juice and beverage based on ascorbate oxidase-like activity of citric acid-derived carbon dots.  FOOD CHEMISTRY,      [PMID:37976784] [10.1016/j.foodchem.2023.137928]

4. Li Gao, Piao Xu, Jiaoyan Ren.  (2023)  A sensitive and economical method for simultaneous determination of D/L- amino acids profile in foods by HPLC-UV: Application in fermented and unfermented foods discrimination.  FOOD CHEMISTRY,      [PMID:36628920] [10.1016/j.foodchem.2022.135382]

5. Zhang Jing-Jing, Wang Si-Ying, Dai Hai-Tao, Li Hai-Chao, Wang Yong.  (2022)  Construction of cellulose-based highly sensitive extended-gate field effect chiral sensor.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  415  (18): (4245-4254).  [PMID:36102972] [10.1007/s00216-022-04306-x]

6. Shutong Yang, Liancheng Gu, Fangling Wu, Xinhua Dai, Fuxing Xu, Qiaoyu Li, Xiang Fang, Shaoning Yu, Chuan-Fan Ding.  (2022)  The chirality determination of amino acids by forming complexes with cyclodextrins and metal ions using ion mobility spectrometry, and a DFT calculation.  TALANTA,      [PMID:35272154] [10.1016/j.talanta.2022.123363]

7. Jinglei Liu, Wenbo Yuan, Caifeng Li, Mengmeng Cheng, Yan Su, Lijian Xu, Tianfei Chu, Shifeng Hou.  (2021)  l-Cysteine-Modified Graphene Oxide-Based Membrane for Chiral Selective Separation.  ACS Applied Materials & Interfaces,      [PMID:34628847] [10.1021/acsami.1c14900]

8. Zhang Hanzhi, Li Feng, Dun Junling, Sun Ning, Liu Hao, Chen Guiliang.  (2021)  Combination of Derivatization–HPLC–MS and Enzymatic Hydrolysis–Edman Degradation for Amino Acid Sequence and Configuration of Polymyxin B Components.  CHROMATOGRAPHIA,  84  (11): (1057-1064).  [PMID:] [10.1007/s10337-021-04091-2]

9. Huali Liu, Zhen Li, Yan Yan, Jiaqi Zhao, Yu Wang.  (2019)  Chiroptical study of the bimetal–cysteine hybrid composite: interaction between cysteine and Au/Ag alloyed nanotubes.  Nanoscale,  11  (45): (21990-21998).  [PMID:31710078] [10.1039/C9NR07421J]

10. Wenrong Cai, Yanjing Shi, Ning Liu, Zheng-Zhi Yin, Junyao Li, Laidi Xu, Datong Wu, Yong Kong.  (2024)  A photothermal effect-based chiral sensor for chiral discrimination and sensitive detection.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:38788508] [10.1016/j.saa.2024.124494]

11. Boying Yang, Zhao Zhang, Yuxia Luo, Xinping Li, Hui Chang.  (2025)  Chiral carbon quantum dots for optical power limiting application.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:39952065] [10.1016/j.saa.2025.125887]

12. Dongbo Wang, Jingting Sang, Mingyang Wang, Dawei Luo, Dandan Han, Bowen Zhang, Jingtao Wang, Junbo Gong.  (2024)  Direct crystallization resolution of chiral compounds assisted by chiral ionic liquids through conformational matching.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.130912]

13. Hui Liu, Huiting Xu, Zhaofeng Song, Zhengwen Li, Saiwei Zhang, Yili Zhang, Jixiang Wang, Xiaoyong Qian.  (2025)  Effects of alkaline pretreatment on the distribution of amino acid enantiomers and their biofunctions during the anaerobic digestion of waste activated sludge.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.159334]

14. Yu-Qi Gao, Shuang-Tian Du, Jian Xiao, Da-Cheng Wang, Wen-Bo Han, Qiang Zhang, Jin-Ming Gao.  (2020)  Isolation and Characterization of Antifungal Metabolites from the Melia azedarach-Associated Fungus Diaporthe eucalyptorum.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:32011876] [10.1021/acs.jafc.9b07825]

15. Simin Zhang, Xiangfeng Chen, Yaping Shi, Xiangyu Zhu, Zongwei Cai.  (2026)  Soft-Chain-Induced Ultrahigh-Resolution Chiral Separation of Amino Acids via Bimetallic Immobilization in MALDI-TIMS-MS.  ANALYTICAL CHEMISTRY,      [PMID:41701523] [10.1021/acs.analchem.5c07869]