4-Nitrophenyl α-L-Fucopyranoside - ≥98% , CAS No.10231-84-2

CAS: 10231-84-2 Cat. No.: N159053 Peso molecular: 285.25 Número EC: 233-553-3

GRADE & PURITY ≥98%

Synonyms

4-nitrophenyl 6-deoxy-alpha-L-galactopyranoside | alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy- | AKOS016011159 | Q27162429 | DTXSID801311214 | KB699DH10E | 4-NITROPHENYL-ALPHA-L-FUCOPYRANOSIDE | PNP-alpha-L-fucopyranoside | p-Nitrophenyl 6-deoxy-alph

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Product Application:

4-Nitrophenyl α-L-fucopyranoside (αfTM) has been used as a chemical substrate for α-fucosidase to determine carbohydrate-active enzymes (CAZymes) activity. It has also been used as a nitrophenyl-linked substrate in p-nitrophenyl glycoside-based enzyme assays to determine the enzyme activity in cecal samples

Specifications

Sinónimos

4-nitrophenyl 6-deoxy-alpha-L-galactopyranoside | alpha-L-Galactopyranoside, 4-nitrophenyl 6-deoxy- | AKOS016011159 | Q27162429 | DTXSID801311214 | KB699DH10E | 4-NITROPHENYL-ALPHA-L-FUCOPYRANOSIDE | PNP-alpha-L-fucopyranoside | p-Nitrophenyl 6-deoxy-alph

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

4-Nitrophenyl α-L-fucopyranoside is a chromogenic substrate that is used in kinetic studies of α-fucosidases

Condiciones de almacenamiento de almacenamiento

Store at -20°C

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

• Pubchem Sid: 504755608
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755608
• Sonrisas canónicas: CC1C(C(C(C(O1)OC2=CC=C(C=C2)[N+](=O)[O-])O)O)O
• IUPAC Name: (2S,3S,4R,5S,6S)-2-methyl-6-(4-nitrophenoxy)oxane-3,4,5-triol
• InChIKey: YILIDCGSXCGACV-SQKFTNEHSA-N
• INCHI: 1S/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-4-2-7(3-5-8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9+,10+,11-,12-/m0/s1
• Isómeros SMILES: C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)OC2=CC=C(C=C2)[N+](=O)[O-])O)O)O
• Peso molecular: 285.25
• Reaxy-Rn: 25328789
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25328789&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: O-glycosyl compounds Nitrobenzenes Nitroaromatic compounds Phenol ethers Phenoxy compounds Oxanes Monosaccharides Secondary alcohols Oxacyclic compounds Organic oxoazanium compounds Propargyl-type 1,3-dipolar organic compounds Acetals Polyols Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Phenolic glycoside - O-glycosyl compound - Nitrobenzene - Phenoxy compound - Nitroaromatic compound - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Oxane - Benzenoid - C-nitro compound - Organic nitro compound - Secondary alcohol - Acetal - Oxacycle - Organic oxoazanium - Organoheterocyclic compound - Organic 1,3-dipolar compound - Polyol - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organonitrogen compound - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organic zwitterion - 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: Not available

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

Objetivos asociados (humanos)

FUCA1 Tchem Alpha-L-fucosidase I (304 Activities)

Discover Target: FUCA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: acetone: 4 mg/mL, clear, colorless
• Sensibilidad: Heat Sensitive
• Punto de fusión (°C): 194-198°C
• Peso molecular: 285.250 g/mol
• XLogP3: 0.100
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 285.085 Da
• Monoisotopic Mass: 285.085 Da
• Topological Polar Surface Area: 125.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 339.000
• 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. Qinqin Zhao, Liwei Gao, Nuo Xu, Xiuting Zhang, Yuqi Qin, Yinbo Qu, Guodong Liu.  (2025)  An l-fucose-responsive transcription factor cross-regulates the expression of a diverse array of carbohydrate-active enzymes in Trichoderma reesei.  PLoS Genetics,  21  (8): (e1011815).  [PMID:40788923] [10.1371/journal.pgen.1011815]