Laminaran from Eisenia Bicyclis , CAS No.9008-22-4

CAS: 9008-22-4 Cat. No.: L103298 Molecular Weight: 504.4371 EC Number: 232-712-4
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Synonyms
(3R,4S,5R,6R)-4-(((3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-(((3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,5-triol | (2S,3R,4S,5R,6R)-4-[(2S,3R,4S
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
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Size
Status
Price
Qty
1g
L103298-1g
2
$55.90
5g
L103298-5g
3
$205.90
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Why this grade

for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Laminarin from Laminaria digitata is a polysaccharide; primarily poly(β-Glc-[1→3]) with some β-(1→6) interstrand linkages and branch points. This is a useful chemical to study the reaction of laminarin with laminarase.
A storage glucan and substrate for laminarinase

Specifications

Synonyms
(3R, 4S, 5R, 6R)-4-(((3R, 4S, 5R, 6R)-3, 5-dihydroxy-6-(hydroxymethyl)-4-(((3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2, 3, 5-triol | (2S, 3R, 4S, 5R, 6R)-4-[(2S, 3R, 4S
Storage
Store at 2-8°C, Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Names and Identifiers
Canonical SmilesC(C1C(C(C(C(O1)O)O)OC2C(C(C(C(O2)CO)O)OC3C(C(C(C(O3)CO)O)O)O)O)O)O
IUPAC Name(3R,4S,5R,6R)-4-[(3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-(hydroxymethyl)oxane-2,3,5-triol
InChIKeyDBTMGCOVALSLOR-VPNXCSTESA-N
INCHI1S/C18H32O16/c19-1-4-7(22)10(25)11(26)17(31-4)34-15-9(24)6(3-21)32-18(13(15)28)33-14-8(23)5(2-20)30-16(29)12(14)27/h4-29H,1-3H2/t4-,5-,6-,7-,8-,9-,10+,11-,12-,13-,14+,15+,16?,17?,18?/m1/s1
Isomeric SMILES C([C@@H]1[C@H]([C@@H]([C@H](C(O1)O)O)OC2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)OC3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O
WGK Germany 3
Molecular Weight 504.4371
Reaxy-Rn 25878059
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25878059&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Not available
Direct ParentOligosaccharides
Alternative Parents O-glycosyl compounds  Oxanes  Secondary alcohols  Hemiacetals  Polyols  Oxacyclic compounds  Acetals  Primary alcohols  Hydrocarbon derivatives  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Oligosaccharide - O-glycosyl compound - Glycosyl compound - Oxane - Secondary alcohol - Hemiacetal - Oxacycle - Organoheterocyclic compound - Polyol - Acetal - Hydrocarbon derivative - Primary alcohol - Alcohol - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as oligosaccharides. These are carbohydrates made up of 3 to 10 monosaccharide units linked to each other through glycosidic bonds.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





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

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot NumberCertificate TypeDateItem
F2210646Certificate of AnalysisMar 16, 2026 L103298
F2210701Certificate of AnalysisMar 16, 2026 L103298
K2113170Certificate of AnalysisAug 13, 2025 L103298
K2113166Certificate of AnalysisAug 13, 2025 L103298
J2019192Certificate of AnalysisAug 16, 2024 L103298
A2415405Certificate of AnalysisMar 09, 2023 L103298
C2623170Certificate of AnalysisMar 09, 2023 L103298
Chemical and Physical Properties
SolubilitySoluble in water (10 mg/ml).
SensitivityMoisture sensitive
Specific Rotation[α]-45 ° (C=0.9, H2O)
Molecular Weight504.400 g/mol
XLogP3-5.800
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count16
Rotatable Bond Count7
Exact Mass504.169 Da
Monoisotopic Mass504.169 Da
Topological Polar Surface Area269.000 Ų
Heavy Atom Count34
Formal Charge0
Complexity641.000
Isotope Atom Count0
Defined Atom Stereocenter Count12
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Li Jiajing, Xue Changhu, Chang Yaoguang, Shen Jingjing, Zhang Yuying.  (2023)  Cloning, Expressing and Characterizing a Novel Cold-Adapted Laminarinase from Marine Bacterium Wenyingzhuangia aestuarii OF219.  Journal of Ocean University of China,  22  (4): (1034-1040).  [PMID:] [10.1007/s11802-023-5394-y]
2. Zhen Qin, Sainan Yu, Kemin Zhang, Xiasen Wei, Junjie Li, Zheyi Zhang, Sibao Wan, Haiyan Gao.  (2023)  Characterization of a Glycoside Hydrolase Family 157 Endo-β-1,3-Glucanase That Displays Antifungal Activity against Phytopathogens.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:37376774] [10.1021/acs.jafc.3c02083]
3. Win T.T., Bo B., Malec P., Fu P..  (2021)  The effect of a consortium of Penicillium sp. and Bacillus spp. in suppressing banana fungal diseases caused by Fusarium sp. and Alternaria sp..  JOURNAL OF APPLIED MICROBIOLOGY,  131  (4): (1890-1908).  [PMID:33694313] [10.1111/jam.15067]
4. Xuanwei Mei, Yaoguang Chang, Jingjing Shen, Yuying Zhang, Changhu Xue.  (2020)  Expression and characterization of a novel alginate-binding protein: A promising tool for investigating alginate.  CARBOHYDRATE POLYMERS,      [PMID:32747278] [10.1016/j.carbpol.2020.116645]
5. Xican Li.  (2012)  Improved Pyrogallol Autoxidation Method: A Reliable and Cheap Superoxide-Scavenging Assay Suitable for All Antioxidants.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:22656066] [10.1021/jf204970r]
6. Zheyi Zhang, Sainan Yu, Jiawei Gu, Feilong Tan, Sibao Wan, Haiyan Gao, Zhen Qin.  (2024)  Biochemical Characterization of a β-1,3-Glucanase from Bacteroidetes sp. Having Transglycosylase Activity Suitable to Synthesize β-Glucooligosaccharides.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39612230] [10.1021/acs.jafc.4c08008]
7. Zhongyu Shi, Xiasen Wei, Yunfan Wei, Zheyi Zhang, Sibao Wan, Haiyan Gao, Zhen Qin.  (2024)  Biochemical properties and application of a multi-domain β-1,3-1,4-glucanase from Fibrobacter sp..  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38852722] [10.1016/j.ijbiomac.2024.133026]
8. Xuanwei Mei, Wenwen Tao, Haitao Sun, Guanchen Liu, Guangning Chen, Yuying Zhang, Changhu Xue, Yaoguang Chang.  (2024)  Characterization and structural identification of a novel alginate-specific carbohydrate-binding module (CBM): The founding member of a new CBM family.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39069041] [10.1016/j.ijbiomac.2024.134221]
9. Hao Liu, Min Huang, Shuxin Wei, Xiaowen Wang, Yaqin Zhao, Zhengyang Han, Xianfeng Ye, Zhoukun Li, Yanling Ji, Zhongli Cui, Yan Huang.  (2024)  Characterization of a multi-domain exo-β-1,3-galactanase from Paenibacillus xylanexedens.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38582482] [10.1016/j.ijbiomac.2024.131413]
10. Kit-Leong Cheong, Keying Liu, Suresh Veeraperumal, Gowsika Jaikumar, Sathuvan Malairaj, Xiaofei Liu, Xuejing Jia, Peiying Zheng, Hengyi Jiang, Ruixu Cai, Saiyi Zhong, Udayakumar Veerabagu.  (2025)  Functional evaluation of laminarin butyl esters: Antioxidant, skin-whitening, and anti-wrinkle properties.  PROCESS BIOCHEMISTRY,      [PMID:] [10.1016/j.procbio.2025.02.012]
11. Keyu Lin, Zhongyu Shi, Zheyi Zhang, Yunfan Wei, Sibao Wan, Haiyan Gao, Zhen Qin.  (2025)  Module architecture analysis and application of glycoside hydrolase family 148 thermostable β-1,3-1,4-glucanase.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40081705] [10.1016/j.ijbiomac.2025.142012]
12. Lin Feng-Lin, Guo Xiao-Yun, Shen Huan-Ran, Guo Xiu-Mei, Dai Yun, Zheng Qiong-Hua, Chen Jin-Cheng, Xu Qiu-Xia, Zhang Yin, He Shao-Bin, Chen Wei.  (2024)  Laminarin-modulated osmium nanozymes with high substrate-affinity and selective peroxidase-like behavior engineered colorimetric assay for hydroxyl radical scavenging capacity estimation.  MICROCHIMICA ACTA,  191  (8): (1-10).  [PMID:39066796] [10.1007/s00604-024-06571-2]
13. Xiumei Guo, Qionghua Zheng, Wen Gao, Yinfeng Xiao, Liyong Shi, Fenglin Lin, Yu Xiong, Yin Zhang, Qiuxia Xu, Lingxing Wang, Shaobin He, Feng Zheng.  (2025)  Synergistic microglial modulation by laminarin-based platinum nanozymes for potential intracerebral hemorrhage therapy.  BIOMATERIALS,      [PMID:40031123] [10.1016/j.biomaterials.2025.123212]
14. Guanjing Cai, Yingying Wu, Ziming Chen, Xiaoyu Yang, Xue Jiang, Qingshuang Wang, Runlin Cai, Hui Wang.  (2026)  Host-driven evolution shapes the polysaccharide utilization profiles of alga-associated Flavobacteriaceae.  Microbiome,      [PMID:41742329] [10.1186/s40168-025-02321-5]
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