17400-77-0

Basic information

• Product Name: P-NITROPHENYL-ALPHA-D-MALTOSIDE
• Synonyms: 4-nitrophenylmaltoside;4-NITROPHENYL-ALPHA-D-MALTOPYRANOSIDE;PNP-ALPHA-D-MALTOSIDE;PG2;P-NITROPHENYL-ALPHA-D-MALTOSIDE;P-NITROPHENYL-ALPHA-D-MALTOSIDE HYDRATE;P-NITROPHENYL A-D-MALTOSIDE;4-nitrophenyl α-d-maltoside
• CAS NO: 17400-77-0
• Molecular Formula: C₁₈H₂₅NO₁₃
• Molecular Weight: 463.39
• EINECS: 1533716-785-6
• Product Categories: Amylase, alpha-Inhibitors and Substrates;Maltoside;Enzyme Substrates;Substrates;Substrates by Enzyme;substrate
• Mol File: 17400-77-0.mol
• Article Data: 14

Chemical Properties

• Melting Point: 145-146℃ (ethanol ligroine )
• Boiling Point: 795.6oC at 760 mmHg
• Flash Point: 435oC
• Appearance: /
• Density: 1.7g/cm3
• Vapor Pressure: 1.07E-26mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: −20°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: P-NITROPHENYL-ALPHA-D-MALTOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-NITROPHENYL-ALPHA-D-MALTOSIDE(17400-77-0)
• EPA Substance Registry System: P-NITROPHENYL-ALPHA-D-MALTOSIDE(17400-77-0)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 17400-77-0(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellow crystalline powder

InChI:InChI=1/C18H25NO13/c20-5-9-11(22)12(23)14(25)18(30-9)32-16-10(6-21)31-17(15(26)13(16)24)29-8-3-1-7(2-4-8)19(27)28/h1-4,9-18,20-26H,5-6H2/t9-,10-,11-,12+,13-,14-,15-,16-,17+,18-/m1/s1

Upstream product

• 447-27-8 β-D-glucopyranosyl fluoride 
• 3767-28-0 4-nitrophenyl-α-D-glucopyranoside 
• 7585-39-9 β‐cyclodextrin 
• 2492-87-7 4-nitrophenyl-β-D-glucoside 
• 198561-70-5 C₃₇H₄₉NO₂₃ 
• 56-45-1 L-serin 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 100-02-7 4-nitro-phenol 
• 69-79-4 D-maltose 
• 439-03-2 2-(acetoxymethyl)-6-fluorotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 31363-98-1 (4-nitro-phenyl)-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranoside] 
• 115850-12-9 p-nitrophenyl 6⁵-O-benzyl-α-maltopentaoside 
• 109055-07-4 blocked p-nitrophenyl maltoheptaoside 
• 66068-38-0 p‐nitrophenyl‐α‐D-maltopentoglycoside 

Downstream Products

• 1402245-83-3 C₂₄H₃₅NO₁₈ 
• 1402245-94-6 C₄₄H₅₅NO₂₈ 
• 100-02-7 4-nitro-phenol 
• 3767-28-0 4-nitrophenyl-α-D-glucopyranoside 
• 42935-29-5 (4-amino-phenyl)-(O⁴-α-D-glucopyranosyl-β-D-glucopyranoside) 
• 492-62-6 alpha-D-glucopyranose 

Relevant articles and documents

Environmentally benign glycosylation of aryl pyranosides and aryl/alkyl furanosides demonstrating the versatility of thermostable CGTase from Thermoanaerobacterium sp.

An extensive study on the specificity of transglycosylation and disproportionation of Thermoanaerobacterium sp. cyclodextrin glucosyltransferases against aryl glucopyranosides or furanosides is reported. While a mixture of maltoside and isomaltoside was obtained respectively using p-nitrophenyl glucopyranoside as an acceptor, only one regioisomer, namely p-nitrophenyl α-d-Glcp-(1,3)-α-l-Araf, was isolated using p-nitrophenyl arabinofuranoside as an acceptor. Interestingly, similar outcomes were found when using p-nitrophenyl galactofuranoside. Furthermore, activation by microwave irradiation resulted in faster reaction times and higher yields and led to glucosidic oligosaccharides with up to 70% conversion. The influence of the anomeric and C-4 configurations of the glycosidic acceptors on the transglycosylation, previously stated for the CGTase family, was not observed and unconventional substrate specificity towards alkyl furanosides was highlighted. This journal is the Partner Organisations 2014.

Acceptor-induced modification of regioselectivity in CGTase-catalyzed glycosylations of p-nitrophenyl-glucopyranosides

Cyclodextrin glycosyltransferases (CGTase) are reported to selectively catalyze α(1→4)-glycosyl transfer reactions besides showing low hydrolytic activity. Here, the effect of the anomeric configuration of the glycosyl acceptor on the regioselectivity of

Creation of an α-mannosynthase from a broad glycosidase scaffold

α-Mannosides made easy: Mutation of a family-GH31 α-glucosidase that displays plasticity to alterations at the 2-OH position of donor substrates created an efficient α-mannoside-synthesizing biocatalyst. A simple fluoride donor reagent was used for the synthesis of a range of mono-α-mannosylated conjugates using the α-mannosynthase displaying low (unwanted) oligomerization activity. Copyright