4-Aminophenyl α-D-mannopyranoside - ≥98% , CAS No.34213-86-0

CAS: 34213-86-0 Cat. No.: A120849 Peso molecular: 271.27

GRADE & PURITY ≥98%

Synonyms

4-Aminophenyl .alpha.-D-mannopyranoside | (2R,3S,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol | 4-Aminophenyl I+/--D-mannopyranoside | DTXSID00187800 | 4-aminophenyl alpha-D-mannoside | .alpha.-D-Mannopyranoside, 4-aminophenyl | (2R,3S,

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

4-Aminophenyl α-D-mannopyranoside is used to modify the surface of liposomes to increase uptake kinetics.

Specifications

Sinónimos

4-Aminophenyl .alpha.-D-mannopyranoside | (2R, 3S, 4S, 5S, 6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3, 4, 5-triol | 4-Aminophenyl I+/--D-mannopyranoside | DTXSID00187800 | 4-aminophenyl alpha-D-mannoside | .alpha.-D-Mannopyranoside, 4-aminophenyl | (2R, 3S,

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Sonrisas canónicas: C1=CC(=CC=C1N)OC2C(C(C(C(O2)CO)O)O)O
• IUPAC Name: (2R,3S,4S,5S,6R)-2-(4-aminophenoxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: MIAKOEWBCMPCQR-GCHJQGSQSA-N
• INCHI: 1S/C12H17NO6/c13-6-1-3-7(4-2-6)18-12-11(17)10(16)9(15)8(5-14)19-12/h1-4,8-12,14-17H,5,13H2/t8-,9-,10+,11+,12+/m1/s1
• Isómeros SMILES: C1=CC(=CC=C1N)O[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• WGK Alemania: 3
• Peso molecular: 271.27
• Reaxy-Rn: 22409936
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22409936&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Hexoses O-glycosyl compounds Phenoxy compounds Phenol ethers Aniline and substituted anilines Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary amines Primary alcohols Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - Phenoxy compound - Aniline or substituted anilines - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Oxane - Benzenoid - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Organonitrogen compound - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Amine - Primary amine - Primary alcohol - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• External Descriptors: substituted aniline - alpha-D-mannoside

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: DMSO (Slightly), Methanol (Slightly)
• Sensibilidad: Moisture sensitive.
• Punto de fusión (°C): 160-162˚C
• Peso molecular: 271.270 g/mol
• XLogP3: -1.000
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 271.106 Da
• Monoisotopic Mass: 271.106 Da
• Topological Polar Surface Area: 125.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 283.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• 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

Referencias

1. Yan Zhao, Huan Wang, Yang Yang, Wendan Jia, Tong Su, Yuxin Che, Yixin Feng, Xuemei Yuan, Xuelian Wang.  (2023)  Mannose-Modified Liposome Co-Delivery of Human Papillomavirus Type 16 E7 Peptide and CpG Oligodeoxynucleotide Adjuvant Enhances Antitumor Activity Against Established Large TC-1 Grafted Tumors in Mice.  International Journal of Nanomedicine,      [PMID:33293808] [10.2147/IJN.S275670]

2. Sha Qiuyue, Fei Jian, Tu Chang, Liu Bi-Feng, Hu Zhaoyu, Liu Xin.  (2022)  A universal strategy of glyconanoparticle preparation using a bifunctional linker for lectin sensing and cell imaging.  MICROCHIMICA ACTA,  189  (4): (1-11).  [PMID:35332420] [10.1007/s00604-022-05220-w]

3. Chanjuan Liu, Luyao Yang, Qingfeng Niu, Guangli Yu, Guoyun Li.  (2022)  Carbohydrate microarrays fabricated on poly(2-methylacrylic acid)-based substrates for analysis of carbohydrate–protein interactions.  NEW JOURNAL OF CHEMISTRY,  46  (9): (4300-4306).  [PMID:] [10.1039/D1NJ05758H]

4. Qiuyue Sha, Ruixue Guan, Huiying Su, Liang Zhang, Bi-Feng Liu, Zhaoyu Hu, Xin Liu.  (2020)  Carbohydrate-protein template synthesized high mannose loading gold nanoclusters: A powerful fluorescence probe for sensitive Concanavalin A detection and specific breast cancer cell imaging.  TALANTA,      [PMID:32797887] [10.1016/j.talanta.2020.121130]

5. Li Cong, Lai Chaoyang, Qiu Qiujun, Luo Xiang, Hu Ling, Zheng Huangliang, Lu Yi, Liu Min, Zhang Hongxia, Liu Xinrong, Deng Yihui, Song Yanzhi.  (2019)  Dual-Ligand Modification of PEGylated Liposomes Used for Targeted Doxorubicin Delivery to Enhance Anticancer Efficacy.  AAPS PHARMSCITECH,  20  (5): (1-13).  [PMID:31093777] [10.1208/s12249-019-1385-0]

6. Chaoyang Lai, Cong Li, Mengyang Liu, Qiujun Qiu, Xiang Luo, Xinrong Liu, Ling Hu, Yihui Deng, Yanzhi Song.  (2018)  Effect of Kupffer cells depletion on ABC phenomenon induced by Kupffer cells-targeted liposomes.  Asian Journal of Pharmaceutical Sciences,      [PMID:32104474] [10.1016/j.ajps.2018.07.004]

7. Chaoyang Lai, Cong Li, Xiang Luo, Mengyang Liu, Xinrong Liu, Ling Hu, Le Kang, Qiujun Qiu, Yihui Deng, Yanzhi Song.  (2018)  Use of Dual-Ligand Modification in Kupffer Cell-Targeted Liposomes To Examine the Contribution of Kupffer Cells to Accelerated Blood Clearance Phenomenon.  MOLECULAR PHARMACEUTICS,      [PMID:29768009] [10.1021/acs.molpharmaceut.8b00042]

8. Chuangnian Zhang, Gaona Shi, Ju Zhang, Huijuan Song, Jinfeng Niu, Shengbin Shi, Pingsheng Huang, Yanming Wang, Weiwei Wang, Chen Li, Deling Kong.  (2017)  Targeted antigen delivery to dendritic cell via functionalized alginate nanoparticles for cancer immunotherapy.  JOURNAL OF CONTROLLED RELEASE,      [PMID:28414151] [10.1016/j.jconrel.2017.04.020]

9. Gao-Na Shi, Chuang-Nian Zhang, Rong Xu, Jin-Feng Niu, Hui-Juan Song, Xiu-Yuan Zhang, Wei-Wei Wang, Yan-Ming Wang, Chen Li, Xiao-Qing Wei, De-Ling Kong.  (2016)  Enhanced antitumor immunity by targeting dendritic cells with tumor cell lysate-loaded chitosan nanoparticles vaccine.  BIOMATERIALS,      [PMID:27816821] [10.1016/j.biomaterials.2016.10.047]