10357-27-4

Basic information

• Product Name: 4-NITROPHENYL-ALPHA-D-MANNOPYRANOSIDE
• Synonyms: PNP-ALPHA-D-MAN;PNP ALPHA-D-MANNOPYRANOSIDE;PNP-ALPHA-D-MANNOSIDE;P-NITROPHENYL ALPHA-D-MANNOPYRANOSIDE;P-NITROPHENYL-ALPHA-D-MANNOSIDE;NITROPHENYL-A-D-MANNOPYRANOSIDE, 4-;MAN1-A-PNP;4-NITROPHENYL-A-D-MANNOSIDE
• CAS NO: 10357-27-4
• Molecular Formula: C₁₂H₁₅NO₈
• Molecular Weight: 301.25
• EINECS: 233-776-6
• Product Categories: Substrates;13C & 2H Sugars;Biochemistry;Glycosides;Sugars;Carbohydrates & Derivatives;ChromogenicEnzyme Substrates;Mannosidase, alpha-;Mannoside;Substrates by Enzyme;substrate
• Mol File: 10357-27-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 179-181 °C
• Boiling Point: 582.2 °C at 760 mmHg
• Flash Point: 305.9 °C
• Appearance: White to Off-white/Powder
• Density: 1.599 g/cm³
• Storage Temp.: 2-8°C
• Solubility: DMF: 50 mg/mL, clear, very faintly yellow
• PKA: 12.55±0.70(Predicted)
• Water Solubility: Soluble in water at 10mg/ml
• BRN: 92210
• CAS DataBase Reference: 4-NITROPHENYL-ALPHA-D-MANNOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL-ALPHA-D-MANNOPYRANOSIDE(10357-27-4)
• EPA Substance Registry System: 4-NITROPHENYL-ALPHA-D-MANNOPYRANOSIDE(10357-27-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 10357-27-4(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline

Uses

p-Nitrophenyl α-D-Mannopyranoside (cas# 10357-27-4) is a compound useful in organic synthesis.

Upstream product

• 13242-51-8 1-O-p-nitrophenyl-2,3,4,6-tetra-O-acetyl α-D-mannopyranoside 
• 243120-94-7 4-nitrobenzyl tetra-O-pivaloyl-α-D-mannopyranoside 
• 100-02-7 4-nitro-phenol 
• 83-87-4 D-Mannose pentaacetate 
• 619-73-8 4-nitrobenzyl chloride 
• 83-87-4 β-D-mannopyranose pentaacetate 
• 530-26-7 D-Mannose 
• 7296-15-3 alpha-D-mannopyranoside 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 1262015-20-2 p-nitrophenyl 2,3,4,6-tetra-O-benzoyl-β-D-gulopyranoside 

Downstream Products

• 101476-39-5 p-aminophenyl α-D-mannopyranoside 6-(sodium α-D-galactopyranosyl) phosphate 
• 101455-34-9 p-nitrophenyl α-D-mannopyranoside 6-(sodium α-D-glucopyranosyl phosphate) 
• 101455-34-9 p-nitrophenyl α-D-mannopyranoside 6-(sodium α-D-galactopyranosyl phosphate) 
• 101455-31-6 p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl phosphate) 
• 101455-31-6 p-nitrophenyl 2,3,4-tri-O-benzoyl-α-D-mannopyranoside 6-(triethylammonium 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl phosphate) 
• 1262015-21-3 p-nitrophenyl 4,6-O-benzylidene-β-D-gulopyranoside 
• 1283768-40-0 p-nitrophenyl β-D-fucopyranosyl-(1,3)-α-D-mannopyranoside 
• 1357933-68-6 C₁₈H₂₅NO₁₃ 
• 1357933-65-3 C₁₈H₂₅NO₁₃ 
• 183880-12-8 p-Nitrophenyl 6-O-triphenylmethyl-α-D-mannopyranoside 
• 1417341-50-4 {N-[4-(α-D-mannopyranosyloxy)phenyl]-N’-[(2‘-tert-butyloxycarbonylamido)ethyl]}squaric acid diamide 
• 1417341-51-5 p-[((2-aminoethylamino)-2,3-dioxocyclobut-1-enyl)amino]phenyl α-D-mannopyranoside 
• 59571-75-4 methyl 2-O-α-D-mannopyranosyl-α-D-mannopyranoside 
• 78962-39-7 methyl α-D-mannopyranosyl-(1→6)-α-D-mannopyranoside 

Relevant articles and documents

Sulfatase-catalyzed assembly of regioselectively O-sulfonated p-nitrophenyl α-D-gluco- and α-D-mannopyranosides

A chemoenzymic methodology is extended to the library synthesis of regioselectively O-sulfonated pNP D-gluco and D-mannopyranosides. The method involves the sequential reactions of chemical O-sulfonation and sulfatase-catalyzed O-desulfonation. pNP 2,6-di-O-sulfo-α-D- glucopyranoside and pNP 3,6-di-O-sulfo-α-D-mannopyranoside were obtained as sodium salts using chemical methods by way of dibutylstannylene acetals or tributylstannyl ethers. They were then applied to enzyme reactions using three molluscan enzymes (snail, limpet, and abalone). The sulfatase reactions cleaved a sulfate group at the secondary O-2 or O-3 position to yield the corresponding pNP 6-O-sulfo sugars. Neither pNP 6-O-sulfo-α-D-glucopyranoside nor 6-O-sulfo-α-D-mannopyranoside became the enzyme substrate. Evidently, the molluscan sulfatases have a tendency to cleave the secondary O-sulfo group with assistance from the 6-O-sulfo group.

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Glycosyl-based united cell penetrating peptide-modified brain-targeted nano-liposome as well as preparation method and application thereof (by machine translation)

The invention relates to a glycosyl combined cell penetrating peptide-modified brain-targeted nano-liposome and a preparation method and application thereof, and belongs to the technical field of targeted drug delivery. The liposome comprises EPC, CHO, glycosyl modified polyethylene glycol phospholipid and cell penetrating peptide modified polyethylene glycol phospholipid with a certain molar ratio. By simultaneously modifying the glycosyl and the cell penetrating peptide on the surface of the nano liposome, the nano lipidosome has the capability of actively targeting brain and penetrating cell membranes. The drug carrier is used for a drug carrier, so that the carried medicines can efficiently and specifically target brain tissues and enter into brain cells to play a role. The in-vitro cell test and the in-vivo distribution experiment prove that the brain-targeted nano-liposome provided by the invention can reach the brain smoothly and accumulate in brain cells to exert efficacy. (by machine translation)

A process for preparing nitro phenyl - α - D - pyran honeydews glycoside method

The invention discloses a p-nitrophenyl-alpha-D-mannopyranoside preparation method. The p-nitrophenyl-alpha-D-mannopyranoside preparation method is characterized by including (1), in the presence of catalysts, enabling alpha-D-mannose under protection to contact with p-nitrophenol under the coupling reaction condition so as to obtain p-nitrophenyl-alpha-D-mannoside under protection; (2), subjecting the p-nitrophenyl-alpha-D-mannoside under protection, obtained in the step (1), to deprotection so as to obtain p-nitrophenyl-alpha-D-mannopyranoside. The p-nitrophenyl-alpha-D-mannopyranoside preparation method has the advantages of short reaction route, simplicity and convenience in operation, high yield, short reaction time and low cost.