96345-79-8

Basic information

• Product Name: ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE
• Synonyms: P-ISOTHIOCYANATOPHENYL ALPHA-D-MANNOPYRANOSIDE;ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE;ALPHA-D-MANNOSYLPHENYL ISOTHIOCYANATE;A-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE;P-ISOTHIOCYANATOPHENYL A-D-MANNOPYRANOSIDE;a-D-MannosylphenylIsothiocyanate;α-d-mannopyranosylphenyl isothiocyanate;4-Isothiocyanatophenyl-a-D-mannopyranoside
• CAS NO: 96345-79-8
• Molecular Formula: C₁₃H₁₅NO₆S
• Molecular Weight: 313.33
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives;Carbohydrates;Carbohydrates A to;Carbohydrates M-OBiochemicals and Reagents;Monosaccharide;Sulfur & Selenium Compounds
• Mol File: 96345-79-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 180-181°C
• Boiling Point: 577.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.56±0.1 g/cm3(Predicted)
• Refractive Index: 1.659
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly, Heated, Sonicated
• PKA: 12.73±0.70(Predicted)
• Stability: Unstable in Solution
• CAS DataBase Reference: ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE(96345-79-8)
• EPA Substance Registry System: ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE(96345-79-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 96345-79-8(Hazardous Substances Data)

Usage

Description

ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE, also known as 4-Isothiocyanatophenyl α-D-Mannopyranoside, is a white crystalline solid with unique chemical properties. It is a novel mannose-based compound that has gained attention for its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE is used as a novel mannose-based antigen delivery system for enhancing the efficiency of vaccine development and targeting specific immune responses. The reason for its use in this application is its ability to bind with polyamidoamine (PAMAM) dendrimers, which are highly branched and versatile macromolecules that can be engineered for various biomedical applications.
This innovative approach allows for the development of targeted vaccines and therapies, particularly for infectious diseases and cancer, by leveraging the specific binding properties of mannose and its interaction with dendrimers. The use of ALPHA-D-MANNOPYRANOSYLPHENYL ISOTHIOCYANATE in this context has the potential to revolutionize the field of drug delivery and vaccine development, offering new possibilities for treating and preventing a wide range of diseases.

InChI:InChI=1/C13H15NO6S/c15-5-9-10(16)11(17)12(18)13(20-9)19-8-3-1-7(2-4-8)14-6-21/h1-4,9-13,15-18H,5H2/t9?,10-,11?,12-,13+/m1/s1

Upstream product

• 121814-40-2 (4-isothiocyanato-phenyl)-(tetra-O-acetyl-ξ-D-glucopyranoside) 
• 2131-60-4 4-hydroxyphenyl isothiocyanate 
• 123-30-8 4-amino-phenol 
• 463-71-8 thiophosgene 
• 34213-86-0 p-aminophenyl-α-D-mannopyranoside 
• 10357-27-4 4-nitrophenyl-α-D-mannopyranoside 

Downstream Products

• 1443013-27-1 N-{20-[p-(α-D-mannopyranosyloxy)-phenylthioureidohexaethyleneglycolyl]-1H-[1,2,3]-triazole-4-yl-methyl}-11-thioacetyl-undecanoic acid amide 
• 1443013-30-6 bis-{N-[20-p-(α-D-mannopyranosyloxy)phenylthioureidohexaethyleneglycolyl]-1H-[1,2,3]-triazole-4-yl-methyl}-11,11′-disulphanediyl diundecanoic acid diamide 

Relevant articles and documents

Glycodendrimer synthesis without using protecting groups

Oligoantennary neoglycoconjugates can act as powerful inhibitors of carbohydrate-protein interactions and thus serve as antiadhesives in carbohydrate-based adhesion systems. They were obtained by a procedure that doesn't require protecting groups. Various unprotected NCS-functionalized saccharides were coupled with oligoamines in aqueous solution. This versatile method is generally applicable to the synthesis of thiourea-bridged glycodendrimers.