858352-14-4

Basic information

• Product Name: benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranuronic acid
• Synonyms: benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranuronic acid
• CAS NO: 858352-14-4
• Molecular Weight: 554.64
• Mol File: 858352-14-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranuronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranuronic acid(858352-14-4)
• EPA Substance Registry System: benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranuronic acid(858352-14-4)

Safety Data

• Hazardous Substances Data: 858352-14-4(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 78561-22-5 benzyl 2,3,4-tri-O-benzyl-6-O-triphenylmethyl-α-D-mannopyranoside 
• 77455-30-2 benzyl 6-O-triphenylmethyl-α-D-mannopyranoside 
• 15548-45-5 (2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol 
• 530-26-7 D-Mannose 
• 57783-76-3 benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 

Downstream Products

• 253596-65-5 3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-D-glycero-α-D-manno-heptopyranosid-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose 
• 253596-64-4 3-O-benzyl-5-deoxy-5-C-[benzyl 2,3,4-tri-O-benzyl-7-deoxy-α-D-manno-heptopyranosid-6-ulose-7(E)-ylidene]-1,2-O-isopropylidene-α-D-xylofuranose 
• 222417-79-0 dimethyl (benzyl 2,3,4-tri-O-benzyl-α-D-manno-heptopyranos-6-ulos-7-yl)phosphonate 
• 106445-56-1 benzyl 2,3,4-tri-O-benzyl-α-D-glycero-D-manno-heptopyranoside 
• 858352-15-5 benzyl 2,3,4-tri-O-benzyl-7-deoxy-7-diazo-α-D-mannoheptopyran-6-ulose 
• 253596-63-3 (2S,3S,4S,5S,6S)-3,4,5,6-Tetrakis-benzyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester 

Relevant articles and documents

Glycosylated Platinum(IV) Complexes as Substrates for Glucose Transporters (GLUTs) and Organic Cation Transporters (OCTs) Exhibited Cancer Targeting and Human Serum Albumin Binding Properties for Drug Delivery

Glycosylated platinum(IV) complexes were synthesized as substrates for GLUTs and OCTs for the first time, and the cytotoxicity and detailed mechanism were determined in vitro and in vivo. Galactoside Pt(IV), glucoside Pt(IV), and mannoside Pt(IV) were highly cytotoxic and showed specific cancer-targeting properties in vitro and in vivo. Glycosylated platinum(IV) complexes 5, 6, 7, and 8 (IC50 0.24-3.97 μM) had better antitumor activity of nearly 166-fold higher than the positive controls cisplatin (1a), oxaliplatin (3a), and satraplatin (5a). The presence of a hexadecanoic chain allowed binding with human serum albumin (HSA) for drug delivery, which not only enhanced the stability of the inert platinum(IV) prodrugs but also decreased their reduction by reductants present in human whole blood. Their preferential accumulation in cancer cells compared to noncancerous cells (293T and 3T3 cells) suggested that they were potentially safe for clinical therapeutic use.

Application of sugar phosphonates for the preparation of higher carbon monosaccharides

Reaction of sugar derived phosphonates [Sug-C(O)CH2P(O)(OMe)2] with sugar aldehydes (Sug'-CHO) provides the higher enones of the general formula Sug-C(O)CH=CH-Sug' with the trans configuration of the double bond. The phosphonate meth