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L-(-)-Fucose - 10mM in DMSO, high purity , CAS No.2438-80-4

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Item Number
L422823
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L422823-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$182.90

Basic Description

Synonyms 2438-80-4 | L-(-)-Fucose | (2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal | L-Galactose, 6-deoxy- | aldehydo-L-fucose | L-(-)-Rhodeose | 3h-fucose | 28RYY2IV3F | L(-)-Fucose | MFCD00135607 | Elfucose | L-(-)-Flucose | L-(?)-Fucose | ELFUCOSE [USAN] | FUCOSE [INCI] | L-FUCOSE [MI] | L-FUCOSE
Specifications & Purity Moligand™, 10mM in DMSO
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Product Description

Usually used in studies of fucoidan polysaccharide containing glycans;studied as a glycan modifying carbohydrate that generates antigenic sites recognized by IgE antibodies;used as a substrate to identify, differentiate and characterize enzymes such as the fucosidase(s), l-fucose isomerase(s) and L-fucose dehydrogenase(s).

Taxonomic Classification

Taxonomy Tree

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  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 - 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 aldehydo-fucose - L-fucose

Names and Identifiers

IUPAC Name (2S,3R,4R,5S)-2,3,4,5-tetrahydroxyhexanal
INCHI InChI=1S/C6H12O5/c1-3(8)5(10)6(11)4(9)2-7/h2-6,8-11H,1H3/t3-,4+,5+,6-/m0/s1
InChIKey PNNNRSAQSRJVSB-KCDKBNATSA-N
Smiles C[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)C=O
Isomeric SMILES C[C@@H]([C@H]([C@H]([C@@H](C=O)O)O)O)O
WGK Germany 3
Alternate CAS 2438-80-4,87-96-7
MeSH Entry Terms alpha Fucose;alpha-Fucose;Deoxygalactose;Fucose
Molecular Weight 164.16
Beilstein 1723321
Reaxy-Rn 1723321
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1723321&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Hygroscopic.
Specific Rotation[α] -75.5 ° (C=10, H2O)
Melt Point(°C) 138.0-142.0°C
Molecular Weight 164.160 g/mol
XLogP3 -2.400
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 4
Exact Mass 164.068 Da
Monoisotopic Mass 164.068 Da
Topological Polar Surface Area 98.000 Ų
Heavy Atom Count 11
Formal Charge 0
Complexity 126.000
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

Citations of This Product

1. Yue Yao, Hao Tang, Haiqiong Ma, Zidong Liu, Jinwen Huang, Xiufen Yang, Longyan Zhao, Qingxia Yuan.  (2024)  Chondroitin Sulfate/Dermatan Sulfate Hybrid Chains from Swim Bladder: Isolation, Structural Analysis, and Anticoagulant Activity.  Marine Drugs,  22  (1): (9). 
2. Hao Tang, Jinwen Huang, Qingxia Yuan, Kunling Lv, Haiqiong Ma, Tingting Li, Yonghong Liu, Shunli Mi, Longyan Zhao.  (2023)  A regular Chlorella mannogalactan and its sulfated derivative as a promising anticoagulant: Structural characterization and anticoagulant activity.  CARBOHYDRATE POLYMERS,  314  (120956). 
3. Shuhui Wang, Yujie Yang, Qun Wang, Zhiqin Wu, Xiaojuan Liu, Shuxi Chen, Aimei Zhou.  (2023)  Structural characterization and immunomodulatory activity of a polysaccharide from finger citron extracted by continuous phase-transition extraction.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  240  (124491). 
4. Guangming Chen, Nan Jiang, Junping Zheng, Haiming Hu, Huabing Yang, Aizhen Lin, Baifei Hu, Hongtao Liu.  (2023)  Structural characterization and anti-inflammatory activity of polysaccharides from Astragalus membranaceus.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  241  (124386). 
5. Haiqiong Ma, Qingxia Yuan, Hao Tang, Hongjie Tan, Tingting Li, Shiying Wei, Jinwen Huang, Yue Yao, Yaping Hu, Shengping Zhong, Yonghong Liu, Chenghai Gao, Longyan Zhao.  (2023)  Structural Elucidation of a Glucan from Trichaster palmiferus by Its Degraded Products and Preparation of Its Sulfated Derivative as an Anticoagulant.  Marine Drugs,  21  (3): (148). 
6. Binbin Zhang, Jiao Ma, Kaide Ou, Xin Cong, Hao Zou, Yonggui Liao, Yajiang Yang, Hong Wang.  (2023)  Luminescent lanthanide metallogel as a sensor array to efficiently discriminate various saccharides.  JOURNAL OF MOLECULAR LIQUIDS,  376  (121447). 
7. Qingxia Yuan, Hong Li, Qian Wang, Shujing Sun, Ziyu Fang, Hao Tang, Xiaohuo Shi, Jing Wen, Lianghua Huang, Meng Bai, Shengping Zhong, Yonghong Liu, Chenghai Gao, Longyan Zhao.  (2022)  Deaminative-cleaved S. monotuberculatus fucosylated glycosaminoglycan: Structural elucidation and anticoagulant activity.  CARBOHYDRATE POLYMERS,  298  (120072). 
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11. Yu Zhang, Kexin Li, Maobin Chen, Shangling Fang, Da Zhen, Jinghua Cao, Zhengqi Wu, Ke Zhang.  (2022)  A novel polysaccharide prepared from Chrysanthemum morifolium cv. Fubaiju tea and its emulsifying properties.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  57  (6): (3385-3399). 
12. Wang Shuangshou, Ding Yuwen, Wang Haili, Li Wenzhi, Xu Wenjing, Sun Panwen, Huang Wei, Chen Yang, Gu Jing, Lin Peng, Ma Liang, Liu Zi, Ling Qiang, Zhang Qi, Chen Hongmei, Yan Tingxuan.  (2022)  Molecularly imprinted upconversion nanoparticles for active tumor targeting and microinvasive photothermal therapy.  JOURNAL OF MATERIALS SCIENCE,  57  (8): (5177-5197). 
13. Huo Shuhao, Wang Huiying, Chen Jing, Hu Xinjuan, Zan Xinyi, Zhang Cunsheng, Qian Jingya, Zhu Feifei, Ma Haile, Elshobary Mostafa.  (2022)  A preliminary study on polysaccharide extraction, purification, and antioxidant properties of sugar-rich filamentous microalgae Tribonema minus.  JOURNAL OF APPLIED PHYCOLOGY,  34  (6): (2755-2767). 
14. Chunfan Huang, Xiaoqi Jing, Qianhu Wu, Kan Ding.  (2022)  Novel pectin-like polysaccharide from Panax notoginseng attenuates renal tubular cells fibrogenesis induced by TGF-β.  CARBOHYDRATE POLYMERS,  276  (118772). 
15. Yan Ma, Na Gao, Zhichuang Zuo, Shanni Li, Wenqi Zheng, Xiang Shi, Qipei Liu, Ting Ma, Ronghua Yin, Xian Li, Jinhua Zhao.  (2021)  Five distinct fucan sulfates from sea cucumber Pattalus mollis: Purification, structural characterization and anticoagulant activities.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  186  (535). 
16. Xiang Shi, Ruowei Guan, Lutan Zhou, Zhichuang Zuo, Xuelin Tao, Pin Wang, Yanrong Zhou, Ronghua Yin, Longyan Zhao, Na Gao, Jinhua Zhao.  (2021)  Structural Characterization and Heparanase Inhibitory Activity of Fucosylated Glycosaminoglycan from Holothuria floridana.  Marine Drugs,  19  (3): (162). 
17. Bin Wei, Qi-Wu Zhong, Song-Ze Ke, Tao-Shun Zhou, Qiao-Li Xu, Si-Jia Wang, Jian-Wei Chen, Hua-Wei Zhang, Wei-Hua Jin, Hong Wang.  (2020)  Sargassum fusiforme Polysaccharides Prevent High-Fat Diet-Induced Early Fasting Hypoglycemia and Regulate the Gut Microbiota Composition.  Marine Drugs,  18  (9): (444). 
18. Yue Shi, Xiao Wang, Ning Wang, Fei-Fei Li, Yu-Lin You, Shu-Qi Wang.  (2020)  The effect of polysaccharides from Cibotium barometz on enhancing temozolomide–induced glutathione exhausted in human glioblastoma U87 cells, as revealed by 1H NMR metabolomics analysis.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  156  (471). 
19. Chun Bian, Zhenyu Wang, John Shi.  (2020)  Extraction Optimization, Structural Characterization, and Anticoagulant Activity of Acidic Polysaccharides from Auricularia auricula-judae.  MOLECULES,  25  (3): (710). 
20. Ruiqiu Zhao, Ninghui Cheng, Paul A. Nakata, Liyan Zhao, Qiuhui Hu.  (2019)  Consumption of polysaccharides from Auricularia auricular modulates the intestinal microbiota in mice.  FOOD RESEARCH INTERNATIONAL,  123  (383). 
21. Ruowei Guan, Yuan Peng, Lutan Zhou, Wenqi Zheng, Xixi Liu, Pin Wang, Qingxia Yuan, Na Gao, Longyan Zhao, Jinhua Zhao.  (2019)  Precise Structure and Anticoagulant Activity of Fucosylated Glycosaminoglycan from Apostichopus japonicus: Analysis of Its Depolymerized Fragments.  Marine Drugs,  17  (4): (195). 
22. Xiaonan Zhang, Qingfeng Ban, Xibo Wang, Zhongjiang Wang.  (2018)  Green and Efficient PEG-Based Ultrasonic-Assisted Extraction of Polysaccharides from Tree Peony Pods and the Evaluation of Their Antioxidant Activity In Vitro.  Biomed Research International,  2018  (2121385). 
23. 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,  153  (156). 
24. Yujing Qin, Qingxia Yuan, Yuexing Zhang, Jialu Li, Xinjiao Zhu, Lingling Zhao, Jing Wen, Jikai Liu, Longyan Zhao, Jinhua Zhao.  (2018)  Enzyme-Assisted Extraction Optimization, Characterization and Antioxidant Activity of Polysaccharides from Sea Cucumber Phyllophorus proteus.  MOLECULES,  23  (3): (590). 
25. Longyan Zhao, Yujing Qin, Ruowei Guan, Wenqi Zheng, Jikai Liu, Jinhua Zhao.  (2018)  Digestibility of fucosylated glycosaminoglycan from sea cucumber and its effects on digestive enzymes under simulated salivary and gastrointestinal conditions.  CARBOHYDRATE POLYMERS,  186  (217). 
26. Fei Fan, Chao Cai, Lei Gao, Jun Li, Ping Zhang, Guoyun Li, Chunxia Li, Guangli Yu.  (2017)  Microwave-assisted synthesis of glycopolymers by ring-opening metathesis polymerization (ROMP) in an emulsion system.  Polymer Chemistry,  (44): (6709-6719). 
27. Xing Rongrong, Wang Shuangshou, Bie Zijun, He Hui, Liu Zhen.  (2017)  Preparation of molecularly imprinted polymers specific to glycoproteins, glycans and monosaccharides via boronate affinity controllable–oriented surface imprinting.  Nature Protocols,  12  (5): (964-987). 
28. Wenyue Jiang, Lu Gao, Pengdong Li, Hong Kan, Jiale Qu, Lihui Men, Zhiqiang Liu, Zhongying Liu.  (2017)  Metabonomics study of the therapeutic mechanism of fenugreek galactomannan on diabetic hyperglycemia in rats, by ultra-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,  1044-1045  (8). 
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31. Jin Zhang, Shangzhi Wang, Mingrui Yang, Jinming Ding, Yizhen Huang, Yangdong Zhu, Ming Zhou, Bin Yan.  (2024)  Antiviral activity of a polysaccharide from Sargassum fusiforme against respiratory syncytial virus.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  279  (135267). 
32. Xiefei Li, Yingmei Wu, Fei Liu, Wenshan Duan, Lei Chen, Lujie Cheng, Yujie Huang, Xin Li, Chao Ai, Qun Huang.  (2024)  Egg yolk lecithin delivery system constructed by ovalbumin-fucoidan (OVA-FUC) binary complex: Storage stability, release yield and in vitro digestion characteristics.  LWT-FOOD SCIENCE AND TECHNOLOGY,  209  (116727). 
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34. Shun Zhong, Yao Yao Qi, Yuan Yuan, Li Lian, Zeyuan Deng, Feng Pan, Junfu Zhou, Zhiyu Wang, Hongyan Li.  (2024)  Ganoderma lucidum spore powder after oil extraction alleviates microbiota dysbiosis to improve the intestinal barrier function in mice.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,     
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37. 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,  295  (139647). 
38. Jinwen Huang, Huiqi Wang, Huaqun Chen, Zidong Liu, Xuedong Zhang, Hao Tang, Shiying Wei, Wangting Zhou, Xinzhou Yang, Yonghong Liu, Longyan Zhao, Qingxia Yuan.  (2024)  Structural analysis and in vitro fermentation characteristics of an Avicennia marina fruit RG-I pectin as a potential prebiotic.  CARBOHYDRATE POLYMERS,  338  (122236). 
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