Lactobionic acid - ≥97% , CAS No.96-82-2

CAS: 96-82-2 Cat. No.: L109639 Peso molecular: 358.3 Beilstein Registry Number: 95054 Número EC: 202-538-3
Disponible para pedir
GRADE & PURITY ≥97%
Synonyms
(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexanoic acid | AKOS015924795 | 4-(beta-D-Galactosido)-D-gluconic acid | D70310 | D-Gluconic acid, 4-O-.beta.-D-galactopyranosyl- | 2,3,5,6-t
Storage
Room temperature
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
5g
L109639-5g
2
9,90US$
25g
L109639-25g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
19,90US$
100g
L109639-100g
2
49,90US$
500g
L109639-500g
2
149,90US$
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Why this grade

≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

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

📚

Literature proof

Cited in 30 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Lactobionic acid is an inhibitor of MMP.
An inhibitor of matrix metalloproteinases

Specifications

Sinónimos
(2R, 3R, 4R, 5R)-2, 3, 5, 6-tetrahydroxy-4-[(2S, 3R, 4S, 5R, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-hexanoic acid | AKOS015924795 | 4-(beta-D-Galactosido)-D-gluconic acid | D70310 | D-Gluconic acid, 4-O-.beta.-D-galactopyranosyl- | 2, 3, 5, 6-t
Especificaciones y pureza
≥97%
Condiciones de almacenamiento de almacenamiento
Room temperature
Enviado en
Normal
Pureza
≥97%
Nombres e identificadores
Pubchem Sid504751299
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504751299
Sonrisas canónicasC(C1C(C(C(C(O1)OC(C(CO)O)C(C(C(=O)O)O)O)O)O)O)O
IUPAC Name(2R,3R,4R,5R)-2,3,5,6-tetrahydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhexanoic acid
InChIKeyJYTUSYBCFIZPBE-AMTLMPIISA-N
INCHI1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5+,6+,7-,8-,9-,10-,12+/m1/s1
Isómeros SMILES C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C(=O)O)O)O)O)O)O)O
WGK Alemania 1
Número ONU 3265
Peso molecular 358.3
Beilstein 95054
Reaxy-Rn 25712943
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25712943&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
SuperclassLipids and lipid-like molecules
ClaseFatty Acyls
SubclassFatty acyl glycosides
Intermediate Tree Nodes Not available
Direct ParentFatty acyl glycosides of mono- and disaccharides
Alternative Parents Disaccharides  O-glycosyl compounds  Medium-chain hydroxy acids and derivatives  Medium-chain fatty acids  Beta hydroxy acids and derivatives  Sugar acids and derivatives  Heterocyclic fatty acids  Hydroxy fatty acids  Alpha hydroxy acids and derivatives  Oxanes  Secondary alcohols  Monocarboxylic acids and derivatives  Carboxylic acids  Oxacyclic compounds  Polyols  Acetals  Hydrocarbon derivatives  Primary alcohols  Organic oxides  Carbonyl compounds  
Molecular FrameworkAliphatic heteromonocyclic compounds
Substituents Fatty acyl glycoside of mono- or disaccharide - Gluconic_acid - Disaccharide - Glycosyl compound - O-glycosyl compound - Medium-chain hydroxy acid - Medium-chain fatty acid - Beta-hydroxy acid - Heterocyclic fatty acid - Hydroxy fatty acid - Alpha-hydroxy acid - Fatty acid - Hydroxy acid - Oxane - Secondary alcohol - Acetal - Carboxylic acid derivative - Carboxylic acid - Oxacycle - Organoheterocyclic compound - Polyol - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Primary alcohol - Carbonyl group - Organooxygen compound - Alcohol - Aliphatic heteromonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
External Descriptors disaccharide
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (no humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
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.

36 results found

Lot NumberCertificate TypeFechaArticulo
I2212024Certificate of AnalysisMar 10, 2026 L109639
C2618424Certificate of AnalysisMar 07, 2026 L109639
C2618415Certificate of AnalysisMar 07, 2026 L109639
C2618411Certificate of AnalysisMar 07, 2026 L109639
C2618407Certificate of AnalysisMar 07, 2026 L109639
J2509734Certificate of AnalysisSep 13, 2025 L109639
J2509735Certificate of AnalysisSep 13, 2025 L109639
J2509732Certificate of AnalysisSep 13, 2025 L109639
J2509733Certificate of AnalysisSep 13, 2025 L109639
I2212269Certificate of AnalysisApr 18, 2025 L109639
B2524069Certificate of AnalysisFeb 11, 2025 L109639
B2524306Certificate of AnalysisFeb 11, 2025 L109639
B2524307Certificate of AnalysisFeb 11, 2025 L109639
B2524068Certificate of AnalysisFeb 11, 2025 L109639
J2415503Certificate of AnalysisSep 25, 2024 L109639
J2415499Certificate of AnalysisSep 25, 2024 L109639
J2415504Certificate of AnalysisSep 25, 2024 L109639
J2415505Certificate of AnalysisSep 25, 2024 L109639
J2415495Certificate of AnalysisSep 25, 2024 L109639
F2421074Certificate of AnalysisJul 02, 2024 L109639
F2428058Certificate of AnalysisMar 01, 2024 L109639
C2414638Certificate of AnalysisMar 01, 2024 L109639
C2414637Certificate of AnalysisMar 01, 2024 L109639
A2224288Certificate of AnalysisOct 16, 2023 L109639
A2224286Certificate of AnalysisOct 16, 2023 L109639
A2224289Certificate of AnalysisOct 16, 2023 L109639
A2224287Certificate of AnalysisOct 16, 2023 L109639
J2115454Certificate of AnalysisJul 07, 2023 L109639
J2115459Certificate of AnalysisJul 07, 2023 L109639
J2115468Certificate of AnalysisJul 07, 2023 L109639
J2115470Certificate of AnalysisJul 07, 2023 L109639
A2108266Certificate of AnalysisOct 21, 2022 L109639
A2108265Certificate of AnalysisOct 21, 2022 L109639
I2212020Certificate of AnalysisAug 12, 2022 L109639
I2212021Certificate of AnalysisAug 12, 2022 L109639
L1820139Certificate of AnalysisAug 06, 2022 L109639

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Propiedades químicas y físicas
SolubilidadSoluble in water (50 mg/ml), glacial acetic acid (slightly), anhydrous ethanol (slightly), and methanol (slightly).
Rotación específica [α]26 ° (C=8.8, H2O)
Punto de fusión (°C)113-118°C
Peso molecular358.300 g/mol
XLogP3-5.000
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count12
Rotatable Bond Count8
Exact Mass358.111 Da
Monoisotopic Mass358.111 Da
Topological Polar Surface Area218.000 Ų
Heavy Atom Count24
Formal Charge0
Complexity405.000
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Yang Fu, Chaohui Ji, Zhiheng Ma, Defeng Xu, Hang Hu.  (2023)  Targeted Delivery of Doxorubicin to Hepatoma Cells by Lactobionic Acid-Decorated Dual Redox-Responsive Polyethylene Glycol-Doxorubicin Nanoparticles.  International Journal of Nanoscience,      [PMID:] [10.1142/S0219581X23500199]
2. Zi Chao Wu, Xin Yu Liu, Jia Yan Liu, Jing Shu Piao, Ming Guan Piao.  (2022)  Preparation of Betulinic Acid Galactosylated Chitosan Nanoparticles and Their Effect on Liver Fibrosis.  International Journal of Nanomedicine,      [PMID:36134203] [10.2147/IJN.S373430]
3. Xiaohui Xiao, Yupeng Wang, Jieyao Chen, Peng Qin, Peiyao Chen, Dongfang Zhou, Yue Pan.  (2022)  Self-targeting platinum(IV) amphiphilic prodrug nano-assembly as radiosensitizer for synergistic and safe chemoradiotherapy of hepatocellular carcinoma.  BIOMATERIALS,      [PMID:36126545] [10.1016/j.biomaterials.2022.121793]
4. Hang Hu, Defeng Xu.  (2022)  pH-Sensitive nanoparticles co-loaded with dimethylcurcumin and regorafenib for targeted combinational therapy of hepatocellular carcinoma.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2022.111434]
5. Dao-Qiang Lu, Dahai Liu, Justin Liu, Wen-Xing Li, Yilong Ai, Jun Wang, Daogang Guan.  (2022)  Facile synthesis of chitosan-based nanogels through photo-crosslinking for doxorubicin delivery.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:35870629] [10.1016/j.ijbiomac.2022.07.112]
6. Jiahong Guo, Xiaoyu Ma, Fernando Bouffard, Sophia Yi Zhang.  (2022)  A Novel multi-fruit acids formula design on molecular basis for skin brightening via a system biology approach.  Journal of Cosmetic Dermatology,  21  (11): (6145-6155).  [PMID:35713107] [10.1111/jocd.15163]
7. Yingying Zhao, Xiaoli Ji, Lili Wu, Jiaying Tian, Chaocan Zhang.  (2021)  Preparation of demulsifying functional membrane and its application in separation of emulsified oil.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2021.119299]
8. Panxianzhi Ni, Renpeng Li, Sheng Ye, Jing Shan, Tun Yuan, Jie Liang, Yujiang Fan, Xingdong Zhang.  (2021)  Lactobionic acid-modified chitosan thermosensitive hydrogels that lift lesions and promote repair in endoscopic submucosal dissection.  CARBOHYDRATE POLYMERS,      [PMID:33858584] [10.1016/j.carbpol.2021.118001]
9. Jun Wang, Zongyong Zhang, Yilong Ai, Fang Liu, Min-Min Chen, Dahai Liu.  (2021)  Lactobionic acid-modified thymine-chitosan nanoparticles as potential carriers for methotrexate delivery.  CARBOHYDRATE RESEARCH,      [PMID:33657498] [10.1016/j.carres.2021.108275]
10. Hui Xu, Zijie Feng, Yingxiang Du.  (2019)  Synthesis, application and molecular modeling study of ionic liquid functionalized lactobionic acid, 3-methyl-1-(3-sulfopropyl)-1H-imidazol-3-ium lactobionate, as a chiral selector in capillary electrophoresis.  ANALYST,  145  (3): (1025-1032).  [PMID:31832629] [10.1039/C9AN02009H]
11. Aiyun Liu, Huaisong Wang, Xiaoshuang Hou, Yu Ma, Gongjun Yang, Yanglong Hou, Ya Ding.  (2019)  Combinatory antitumor therapy by cascade targeting of a single drug.  Acta Pharmaceutica Sinica B,      [PMID:32322469] [10.1016/j.apsb.2019.08.011]
12. Yuzhe Huang, Jian Guo, Shuangying Gui.  (2018)  Orally targeted galactosylated chitosan poly(lactic-co-glycolic acid) nanoparticles loaded with TNF-ɑ siRNA provide a novel strategy for the experimental treatment of ulcerative colitis.  EUROPEAN JOURNAL OF PHARMACEUTICAL SCIENCES,      [PMID:30315858] [10.1016/j.ejps.2018.10.009]
13. Shasha He, Chan Li, Qingfei Zhang, Jianxun Ding, Xing-Jie Liang, Xuesi Chen, Haihua Xiao, Xiaoyuan Chen, Dongfang Zhou, Yubin Huang.  (2018)  Tailoring Platinum(IV) Amphiphiles for Self-Targeting All-in-One Assemblies as Precise Multimodal Theranostic Nanomedicine.  ACS Nano,      [PMID:29906087] [10.1021/acsnano.8b03476]
14. Yuxia Pei, Menghuan Li, Yanhua Hou, Yan Hu, Guangyu Chu, Liangliang Dai, Ke Li, Yuxin Xing, Bailong Tao, Yonglin Yu, Chencheng Xue, Ye He, Zhong Luo, Kaiyong Cai.  (2018)  An autonomous tumor-targeted nanoprodrug for reactive oxygen species-activatable dual-cytochrome c/doxorubicin antitumor therapy.  Nanoscale,  10  (24): (11418-11429).  [PMID:29881865] [10.1039/C8NR02358A]
15. Yuhua Chen, Feng Zhang, Qian Wang, Huiming Lin, Ruihan Tong, Na An, Fengyu Qu.  (2018)  The synthesis of LA-Fe3O4@PDA-PEG-DOX for photothermal therapy–chemotherapy.  DALTON TRANSACTIONS,  47  (7): (2435-2443).  [PMID:29379913] [10.1039/C7DT04080F]
16. Aisha Roshan Mohamed Wali, Jie Zhou, Shengnan Ma, Yiyan He, Dong Yue, James Zhenggui Tang, Zhongwei Gu.  (2017)  Tailoring the supramolecular structure of amphiphilic glycopolypeptide analogue toward liver targeted drug delivery systems.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:28396247] [10.1016/j.ijpharm.2017.04.009]
17. Jia Liu, Wim E. Hennink, Mies J. van Steenbergen, Renxi Zhuo, Xulin Jiang.  (2016)  A facile modular approach toward multifunctional supramolecular polyplexes for targeting gene delivery.  Journal of Materials Chemistry B,  (43): (7022-7030).  [PMID:32263569] [10.1039/C6TB01671E]
18. Jinxia An, Xiaomei Dai, Yu Zhao, Qianqian Guo, Zhongming Wu, Xinge Zhang, Chaoxing Li.  (2015)  A biodegradable and fluorescent nanovehicle with enhanced selective uptake by tumor cells.  Polymer Chemistry,  (36): (6529-6542).  [PMID:] [10.1039/C5PY00795J]
19. Meihao Liang, Xiaoliang Zheng, Linglan Tu, Zhen Ma, Zunyuan Wang, Dongmei Yan, Zhengrong Shen.  (2014)  The liver-targeting study of the N-galactosylated chitosan in vivo and in vitro.  Artificial Cells Nanomedicine and Biotechnology,      [PMID:24066968] [10.3109/21691401.2013.841173]
20. Qiuxia Zheng, Jia Yao, Zongbin Sun, Rui Li, Yue Zhang, Pan Jiang, Ye Xie, Xiaojing Song, Hongfa Sun, Dan Zhu, Haixu Ni, Xun Li.  (2025)  Carboxymethyl chitosan/oxidized hyaluronic acid hydrogel-encapsulated hucMSC-derived exosomes for enhanced hepatic regeneration and post-hepatectomy applications.  CARBOHYDRATE POLYMERS,      [PMID:39914972] [10.1016/j.carbpol.2025.123248]
21. Bowen Deng, Rui Huang, Rui Liang, Yang Fei, Qing Luo, Guanbin Song.  (2024)  Design and evaluation of collagenase-loaded nanoparticles for mechanical intervention of orthotopic hepatocellular carcinoma in rat model.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39638179] [10.1016/j.ijbiomac.2024.138311]
22. Xin Yu Liu, He Ying Mao, Shuai Hong, Cheng-Hua Jin, Hu-Lin Jiang, Ming Guan Piao.  (2024)  Dual-targeting galactose-functionalized hyaluronic acid modified lipid nanoparticles delivering silybin for alleviating alcoholic liver injury.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:39241932] [10.1016/j.ijpharm.2024.124662]
23. Jiahui Chen, Liping Zhang, Ting Xie, Xiao Zhang, Congcong Pan, Fangli Sun, Wenfeng Li, Zhijie Sun, Deli Dong.  (2025)  Nitazoxanide protects against heart failure with preserved ejection and metabolic syndrome induced by high-fat diet (HFD) plus L-NAME “two-hit” in mice.  Acta Pharmaceutica Sinica B,      [PMID:40370562] [10.1016/j.apsb.2024.12.040]
24. Wei Tian, Hanyao Sun, Ziqing Xu, Na Li, Xi Luo, Yang Li, Jiaqi Xu, Jiajia Tang, Yafei Luo, Jie Zhang, Chen Yuan, Shangyu Lu, Haibin Shi, Shouju Wang, Sheng Liu.  (2025)  Gold-embedded yolk-shell mesoporous organosilica nanocomposite for microwave-enhanced targeted chemotherapy and immune modulation in hepatocellular carcinoma.  BIOMATERIALS,      [PMID:40644790] [10.1016/j.biomaterials.2025.123533]
25. Ranran Zhao, Hongxin Liu, Zhigang Xie, Min Zheng.  (2025)  Targeting chiral carbon dots to enhance melanoma immunotherapy.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41016112] [10.1016/j.jcis.2025.139093]
26. Kun Yan, Zongrun Zhang, Xianzhu Yang, Chenguang Yang, Zhentan Lu, Dong Wang.  (2025)  Glycosylation-Engineered Chitosan Bioelectronic Interfaces for P. aeruginosa Gradient Analysis.  ANALYTICAL CHEMISTRY,      [PMID:40570237] [10.1021/acs.analchem.5c01313]
27. Mengmeng Xue, Yanyan Li, Shanshan Tie, Yunling Zhang, Xue Zhang, Shichang Li, Jianrui Sun, Dongyang Zhu, Yuwan Li, Shaobin Gu.  (2025)  Preparation and characterization of hyaluronic acid nanoparticles for procyanidins hepatocellular and mitochondrial targeting delivery.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:41330273] [10.1016/j.colsurfb.2025.115334]
28. Ting-Ting Hu, Ying Ding, Yi-Ren Yao, Xin Zhang, Xi-Wen Zhang, Yang Gu.  (2026)  Erythrocyte membrane-camouflaged doxorubicin nanoparticles for enhancing therapeutic efficacy in primary liver cancer.  JOURNAL OF DRUG TARGETING,      [PMID:] [10.1080/1061186X.2026.2647068]
29. Qinglin Qu, Fan Liu, Huajing Gao, Xiangrui Kong, Xue Gao, Yukun Song, Mingqian Tan, Yannan Chen, Dapeng Li, Xintong Tan.  (2026)  Orally engineered liver-targeted garlic exosome-like nanovesicles for astaxanthin precise delivery against alcoholic liver disease in mice.  FOOD RESEARCH INTERNATIONAL,      [PMID:] [10.1016/j.foodres.2026.119022]
30. Jiahong Xie, Shiyu Liu, Yang Xu, Boyu Song, Jingli Liu, Guangyi Du, Lianghua Xie, Wei Chen.  (2026)  Design and fabrication of multifunctional cyanidin-3-O-glucoside-loaded nanonutriosomes with enhanced physicochemical stability and hepatic targeting for mitigating alcoholic liver injury.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.174791]
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