L-(-)-Glucose - Moligand™, 10mM in DMSO , CAS No.921-60-8

CAS: 921-60-8 Cat. No.: L426933 Molecular Weight: 180.16

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

HY-W010042 | 4-01-00-04327 (Beilstein Handbook Reference) | GTPL4719 | AKOS024438167 | GZCGUPFRVQAUEE-VANKVMQKSA-N | Levoglucose | L-(-)-Glucose, >=99% | AKOS001013611 | UNII-02833ISA66 | Q3266724 | L-(-)-Glucose, anhydrous | s3131 | VS-03721 | LEVOGLUCOS

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

L-(-)-Glucose is an enantiomer of the more common D-glucose. L-Glucose cannot be used by cells as an energy source because it cannot be phosphorylated by hexokinase.
An enantiomer of the more common D-glucose.

Specifications

Synonyms

HY-W010042 | 4-01-00-04327 (Beilstein Handbook Reference) | GTPL4719 | AKOS024438167 | GZCGUPFRVQAUEE-VANKVMQKSA-N | Levoglucose | L-(-)-Glucose, >=99% | AKOS001013611 | UNII-02833ISA66 | Q3266724 | L-(-)-Glucose, anhydrous | s3131 | VS-03721 | LEVOGLUCOS

Specifications & Purity

Moligand™, 10mM in DMSO

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.

Grade

Moligand™

Names and Identifiers

• Canonical Smiles: C(C(C(C(C(C=O)O)O)O)O)O
• IUPAC Name: (2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal
• InChIKey: GZCGUPFRVQAUEE-VANKVMQKSA-N
• INCHI: 1S/C6H12O6/c7-1-3(9)5(11)6(12)4(10)2-8/h1,3-6,8-12H,2H2/t3-,4+,5+,6+/m1/s1
• Isomeric SMILES: C([C@@H]([C@@H]([C@H]([C@@H](C=O)O)O)O)O)O
• WGK Germany: 3
• RTECS: LZ6610000
• Molecular Weight: 180.16
• Reaxy-Rn: 1908976
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1908976&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Hexoses

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides
• Direct Parent: Hexoses
• Alternative Parents: Medium-chain aldehydes Beta-hydroxy aldehydes Alpha-hydroxyaldehydes Secondary alcohols Polyols Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Hexose monosaccharide - Medium-chain aldehyde - Beta-hydroxy aldehyde - Alpha-hydroxyaldehyde - Secondary alcohol - Polyol - Organic oxide - Hydrocarbon derivative - Primary alcohol - Carbonyl group - Aldehyde - Alcohol - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.
• External Descriptors: L-glucose - aldehydo-glucose

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

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Specific Rotation[α]: -52° (C=5,H2O)
• Melt Point(°C): 153-156°C
• Molecular Weight: 180.160 g/mol
• XLogP3: -2.900
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.063 Da
• Monoisotopic Mass: 180.063 Da
• Topological Polar Surface Area: 118.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 138.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• 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. Kaixin Li, Lizhen Huang, Yao Zhang, Ziteng Zhu, Jun Zhao, Guang-Jie Xia, Yonggang Min.  (2023)  Ionic Liquid/Polyoxometalate Hybrid Catalyst with Tunable Functionalities for Boosting the Selectively Oxidative Transformation of Biobased Carbohydrates.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.3c02496]

3. Bin Han, Wenbin Li, Yang Shen, Ruifang Li, Mengyi Wang, Zhijia Zhuang, Yikai Zhou, Tao Jing.  (2022)  Improving the sensitivity and selectivity of sulfonamides electrochemical detection with double-system imprinted polymers.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:36572315] [10.1016/j.scitotenv.2022.161173]

4. Arabi Maryam, Ostovan Abbas, Wang Yunqing, Mei Rongchao, Fu Longwen, Li Jinhua, Wang Xiaoyan, Chen Lingxin.  (2022)  Chiral molecular imprinting-based SERS detection strategy for absolute enantiomeric discrimination.  Nature Communications,  13  (1): (1-14).  [PMID:36180485] [10.1038/s41467-022-33448-w]

5. Rui Wang, Huasong Xu, Sang Cheng, Jiajie Liang, Bin Gou, Jiangang Zhou, Jing Fu, Congzhen Xie, Jinliang He, Qi Li.  (2022)  Ultrahigh-energy-density dielectric materials from ferroelectric polymer/glucose all-organic composites with a cross-linking network of hydrogen bonds.  Energy Storage Materials,      [PMID:] [10.1016/j.ensm.2022.04.028]

6. Jie Feng, Fengming He, Yuhui Huang, Mi Zhou, Xiangzhong Liu, Xiansheng Ye, Renjing Yang, Wenjing Tian, Haifeng Chen.  (2022)  Inhibitory effects of phenolic glycosides from Trollius chinensis Bunge on α-glucosidase: inhibition kinetics and mechanisms.  Food & Function,  13  (5): (2857-2864).  [PMID:35179535] [10.1039/D1FO03347F]

7. Yan Xu, Xiao-Sheng Yan, Si-Bo Zhang, Shao-Wei Li, Ning-Shao Xia, Tao Jiang, Zhao Li, Yun-Bao Jiang.  (2021)  Nanospheres from coordination polymers of Ag+ with a highly hydrophilic thiol ligand formed in situ from dynamic covalent binding and a hydrophobic thiol.  NEW JOURNAL OF CHEMISTRY,  45  (42): (19957-19962).  [PMID:] [10.1039/D1NJ03609B]

8. Junjie Hao, Yiwen Li, Xiaoqian Xu, Fenghuan Zhao, Ruikun Pan, Junzi Li, Haochen Liu, Kai Wang, Jiagen Li, Xi Zhu, Marie-Hélène Delville, Ming Zhang, Tingchao He, Jiaji Cheng.  (2020)  Metal-to-Ligand Charge Transfer Chirality Sensing of d-Glucose Assisted with GOX-Based Enzymatic Reaction.  Advanced Materials Technologies,  5  (7): (2000138).  [PMID:] [10.1002/admt.202000138]

9. Xuchao Jia, Dan Yang, Yue Yang, Haihui Xie.  (2019)  Carotenoid-Derived Flavor Precursors from Averrhoa carambola Fresh Fruit.  MOLECULES,  24  (2): (256).  [PMID:30641936] [10.3390/molecules24020256]

10. Yangyang Xiao, Ling Lv, Ping Gou, Haihui Xie.  (2018)  Acyl atractyligenin and carboxyatractyligenin glycosides from Antennaria rosea subsp. confinis.  PHYTOCHEMISTRY,      [PMID:30408728] [10.1016/j.phytochem.2018.10.018]

11. Xuchao Jia, Haihui Xie, Yueming Jiang, Xiaoyi Wei.  (2018)  Flavonoids isolated from the fresh sweet fruit of Averrhoa carambola, commonly known as star fruit.  PHYTOCHEMISTRY,      [PMID:29980108] [10.1016/j.phytochem.2018.06.007]

12. Xiangying Yu, Man-Chu Chau, Wai Kit Tang, Chi-Kit Siu, Zhong-Ping Yao.  (2018)  Self-Assembled Binuclear Cu(II)–Histidine Complex for Absolute Configuration and Enantiomeric Excess Determination of Naproxen by Tandem Mass Spectrometry.  ANALYTICAL CHEMISTRY,      [PMID:29455521] [10.1021/acs.analchem.7b05407]

13. Xuchao Jia, Dan Yang, Haihui Xie, Yueming Jiang, Xiaoyi Wei.  (2017)  Non-flavonoid phenolics from Averrhoa carambola fresh fruit.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2017.03.025]

14. Yangyang Xiao, Haihui Xie, Li Zhao, Ping Gou.  (2016)  Acyl flavone and lignan glucosides from Leontopodium leontopodioides.  Phytochemistry Letters,      [PMID:] [10.1016/j.phytol.2016.08.006]

15. Jin-Jin Liu, Shi-Kang Chen, Xin Wang, Wei-Wei He, Xiao-Xiao Song, Xiao-Jun Huang, Jun-Yi Yin, Shao-Ping Nie.  (2024)  Changes of the Physicochemical Properties and Structural Characteristics of Alkali-Extracted Polysaccharides from Agrocybe cylindracea Across the Growth Process.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38778434] [10.1021/acs.jafc.4c02218]

16. Qing Li, Congnan Wu, Jiaxing Zhang, Rongxin Su, Yuefei Wang, Wei Qi.  (2024)  Construction of chiral nanozymes with high enantioselectivity for visual detection via smartphone-based paper sensors.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.153326]

17. Meihong Liu, Yongxia Jia, Haihui Xie.  (2024)  Flavonoid glycosides from the leaves of Michelia champaca.  FITOTERAPIA,      [PMID:38471573] [10.1016/j.fitote.2024.105900]

18. Jin-Jin Liu, Shi-Kang Chen, Hui Luo, Yan Wang, Xiao-Xiao Song, Wei-Wei He, Xiao-Jun Huang, Jun-Yi Yin, Shao-Ping Nie.  (2024)  Insights into dynamic evolution of glucuronofucogalactoglucan from water extract of Agrocybe cylindracea during maturation.  CARBOHYDRATE POLYMERS,      [PMID:38823906] [10.1016/j.carbpol.2024.122235]

19. Meihong Liu, Haibo Tan, Haihui Xie.  (2024)  Phenylethanoid glycosides from Michelia champaca leaves.  PHYTOCHEMISTRY,      [PMID:38692344] [10.1016/j.phytochem.2024.114118]

20. Hai Sun, Tiandong Zhang, Chao Yin, Hongzhan Sun, Changhai Zhang, Yue Zhang, Yongquan Zhang, Chao Tang, Qingguo Chi.  (2024)  Significantly enhanced high-temperature energy storage performance for polymer composite films with gradient distribution of organic fillers.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.154546]

21. Yongchun Huang, Jie Bai, Jinman Shui, Zhanhai Su, Chengzhu Cao, Haiyan Wang, Qiong Wu, Shoude Zhang.  (2025)  Simultaneous determination of the monosaccharide types and their absolute configurations in polysaccharides based on UPLC-MS/MS.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39788268] [10.1016/j.ijbiomac.2025.139647]

22. Aumber Abbas, Qian Zhang, Jamal Kazmi, Ying Li, Wenbo Li, Waqas Ahmad, Chao Zou, Qijie Liang.  (2025)  Label-Free SERS Fingerprinting for Chiral Discrimination Using Chiral Two-Dimensional Superlattice.  NANO LETTERS,      [PMID:40763186] [10.1021/acs.nanolett.5c03047]

23. Sisheng Guo, Yuqi Zheng, Xinyue Zhang, Xinying Lei, Hongfei Sun, Tao Wen.  (2023)  Carbon nanoplating stabilization of hierarchical MXene@C@MnO2 catalyst for effective Fenton-like reaction.  APPLIED CATALYSIS A-GENERAL,      [PMID:] [10.1016/j.apcata.2023.119543]

24. Yuhong Xia, Tian Lu, Liping Wang, Jinling Mo, Yang Jin, Liying Zhang, Shuhu Du.  (2021)  Intrinsic Raman signal amplification for rapid identification and detection of methylglyoxal in manuka honey.  ANALYTICA CHIMICA ACTA,      [PMID:34556229] [10.1016/j.aca.2021.338902]

25. Zhaoxuan Liu, Xuan Kuang, Xu Sun, Yong Zhang, Qin Wei.  (2019)  Electrochemical enantioselective recognition penicillamine isomers based on chiral C-dots/MOF hybrid arrays.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2019.05.033]

26. Jie Bai, Yongchun Huang, Yuling Zhao, Lirong Zhang, Fuli Zhu, Yixizhuoma, Yuxin Weng, Shoude Zhang.  (2026)  Determination of the monosaccharide types and absolute configurations in polysaccharides with (S)-(-)-1-phenylethylamine based on UPLC-MS/MS.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:41638272] [10.1016/j.ijbiomac.2026.150674]