17691-02-0

Basic information

• Product Name: P-AMINOPHENYL BETA-D-LACTOPYRANOSIDE
• Synonyms: P-AMINOPHENYL-B-D-LACTOSIDE;P-AMINOPHENYL BETA-D-LACTOPYRANOSIDE;P-aminophenyl-B-D-lactopyranoside;4-Aminophenyl-beta-D-lactopyranoside;p-Aminophenyl-beta-D-lactoside;4-Aminophenyl 4-O-b-D-galactopyranosyl-b-D-glucopyranoside;4-Aminophenyl b-D-lactopyranoside;p-Aminophenyl b-lactoside
• CAS NO: 17691-02-0
• Molecular Formula: C₁₈H₂₇NO₁₁
• Molecular Weight: 433.41
• EINECS: 1533716-785-6
• Product Categories: Oligosaccharides;Amines;Aromatics
• Mol File: 17691-02-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 200-204°C
• Boiling Point: 774.6 °C at 760 mmHg
• Flash Point: 422.3 °C
• Appearance: off-white crystalline solid
• Density: 1.64g /cm³
• Vapor Pressure: 3E-25mmHg at 25°C
• Refractive Index: 1.675
• Storage Temp.: -20°C Freezer
• Solubility: Methanol (Slightly, Heated), Water (Slightly)
• CAS DataBase Reference: P-AMINOPHENYL BETA-D-LACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-AMINOPHENYL BETA-D-LACTOPYRANOSIDE(17691-02-0)
• EPA Substance Registry System: P-AMINOPHENYL BETA-D-LACTOPYRANOSIDE(17691-02-0)

Safety Data

• Hazardous Substances Data: 17691-02-0(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Crystalline Solid

Uses

A useful artificial carbohydrate protein conjugate, p-Aminophenyl β-D-lactopyranoside can be used as an antigen or immunogen

InChI:InChI=1/C18H27NO11/c19-7-1-3-8(4-2-7)27-17-15(26)13(24)16(10(6-21)29-17)30-18-14(25)12(23)11(22)9(5-20)28-18/h1-4,9-18,20-26H,5-6,19H2/t9-,10-,11+,12+,13-,14-,15-,16-,17-,18+/m1/s1

Upstream product

• 4419-94-7 4-nitrophenyl β-D-galactopyranosyl-(1→4)-β-D-glucopyranoside 
• 3616-19-1 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 
• 5965-66-2 LACTOSE 
• 100-02-7 4-nitro-phenol 
• 135253-84-8 4-aminophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside 
• 84034-75-3 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-2,3,6-tetra-O-acetyl-β-D-glucopyranoside 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-lactosyl bromide 
• 2492-87-7 4-nitrophenyl-β-D-glucoside 
• 196608-23-8 p-nitrophenyl β-D-galactopyranosyl-(1->4)-β-D-galactopyranoside 
• 5987-78-0 p-nitrophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyde 
• 2021-84-3 α-galactosyl fluoride 
• 20818-25-1 4-aminophenyl β-D-glucopyranoside 

Downstream Products

• 94367-66-5 p-succinylamidophenyl β-lactoside 
• 135253-89-3 N-{4-[(2S,3R,4R,5S,6R)-3,4-Dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-phenyl}-acrylamide 

Relevant articles and documents

Solid-phase oligosaccharide and glycopeptide synthesis using glycosynthases

Enzymatic approaches for the preparation of oligosaccharides are interesting alternatives to traditional chemical synthesis, the main advantage being the regio- and stereoselectivity offered without the need for protecting groups. The use of solid-phase techniques offers easy workup procedures and the prospect of automatability. Here, we report the first application of glycosynthases to solid-phase oligosaccharide synthesis by use of the 51 kDa serine and glycine mutants of Agrobacterium sp. β-glucosidase, Abg E358S and E358G. Acceptors were linked to PEGA resin through a backbone amide linker (BAL), and using these mutated enzymes, a galactose moiety was transferred from a donor sugar, α-D-galactosyl fluoride, with high efficiency (>90%) together with excellent recovery of material. Furthermore, it was demonstrated that a resin-bound model glycopeptide was also an acceptor for the glycosynthase.

Synthesis of polyanionic glycopolymers for the facile assembly of glycosyl arrays

Polyanionic glycopolymers were synthesized aiming at establishing a simple process for assembling glycosyl arrays. The synthetic glycopolymers carry the key carbohydrate epitopes of α-d-galactobioside (Gb2), β-lactoside, and α-d-mannopyranoside

Sugar-modified cytostatics

The invention relates to cytostatics which, by modification with sugar, are tumor-specific. Suitable spacers ensure serum stability and at the same time an intracellular action.