102671-24-9

Basic information

• Product Name: icosa-O-acetyl maltohexaose
• CAS NO: 102671-24-9
• Molecular Weight: 1831.62
• Mol File: 102671-24-9.mol

Chemical Properties

• CAS DataBase Reference: icosa-O-acetyl maltohexaose(CAS DataBase Reference)
• NIST Chemistry Reference: icosa-O-acetyl maltohexaose(102671-24-9)
• EPA Substance Registry System: icosa-O-acetyl maltohexaose(102671-24-9)

Safety Data

• Hazardous Substances Data: 102671-24-9(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 10016-20-3 alpha cyclodextrin 
• 23661-37-2 α-cyclodextrin peracetate 
• 1184-46-9 D-maltohexaose 
• 1184-46-9 cellohexaose 

Downstream Products

• 134221-37-7 phenyl 2^I,3^I,6^I,2^II,3^II,6^II, 2^III,3^III,6^III,2^IV,3^IV,6^IV,2^V,3^V,6^V,2^VI,3^VI,4^VI,6^VI-nonadeca-O-acetyl-1^I-thio-β-maltohexaoside 

Relevant articles and documents

Synthesis of 1,3-di-O-alkyl-2-O-(β-glycosyl)glycerols bearing oligosaccharides as hydrophilic groups

A novel series of synthetic glycolipids, 1,3-di-O-alkyl-2-O-(β-glycosyl)glycerols, and their efficient synthetic route were proposed.These glyceroglycolipids were synthesized in good overall yields and stereoselectivity in five steps via trichloroacetimidate glycosylation with 1,3-di-O-alkylglycerols.This route was applied to prepare the glycolipids bearing a cello- or malto-oligosaccharide with a definite number of sugar residues from one to six.Thin-layer chromatography, elemental analysis, nuclear magnetic resonance spectroscopy and infrared absorption spectroscopy confirmed that these glycolipids were chemically pure compounds.Keywords: Glyceroglycolipids; Oligosaccharide headgroups; Synthesis

Maltotriose-based probes for fluorescence and photoacoustic imaging of bacterial infections

Currently, there are no non-invasive tools to accurately diagnose wound and surgical site infections before they become systemic or cause significant anatomical damage. Fluorescence and photoacoustic imaging are cost-effective imaging modalities that can be used to noninvasively diagnose bacterial infections when paired with a molecularly targeted infection imaging agent. Here, we develop a fluorescent derivative of maltotriose (Cy7-1-maltotriose), which is shown to be taken up in a variety of gram-positive and gram-negative bacterial strains in vitro. In vivo fluorescence and photoacoustic imaging studies highlight the ability of this probe to detect infection, assess infection burden, and visualize the effectiveness of antibiotic treatment in E. coli-induced myositis and a clinically relevant S. aureus wound infection murine model. In addition, we show that maltotriose is an ideal scaffold for infection imaging agents encompassing better pharmacokinetic properties and in vivo stability than other maltodextrins (e.g. maltohexose).

Glycodynamers: Dynamic polymers bearing oligosaccharides residues - Generation, structure, physicochemical, component exchange, and lectin binding properties

Dynamic glycopolymers have been generated by polycondensation through acylhydrazone formation between components bearing lateral bioactive oligosaccharide chains. They have been characterized as bottlebrush type by cryo-TEM and SANS studies. They present remarkable fluorescence properties whose emission wavelengths depend on the constitution of the polymer and are tunable by constitutional modification through exchange/Incorporation of components, thus also demonstrating their dynamic character. Constitution-dependent binding of these glycodynamers to a lectin, peanut agglutinin, has been demonstrated.

Modification of Cyclodextrins by Insertion of a Heterogeneous Sugar Unit into Their Skeletons. Synthesis of 2-Amino-2-deoxy-β-cyclodextrin from α-Cyclodextrin

Acetolysis of fully acetylated α-cyclodextrin 5a resulted in restricted fission of only one of the glycosidic bond to give the acyclic maltohexaose peracetate 6a in 46percent yields.Regioselective modifications of both terminals of hexasaccharide 6a were

Synthesis of sulfated alkyl malto and laminara-oligosaccharides with potent inhibitory effects on AIDS virus infection

A series of sulfated alkyl oligosaccharides, including a sulfated dodecyl laminarapentaoside and a sulfated octadecyl maltohexaoside with potent anti-human immunodeficiency virus (HIV) activity, has been synthesized.An alkyl oligosaccharide in which a long alkyl group is bonded to the reducing end of the oligosaccharide was first synthesized in high yield.Peracetylated oligosaccharides reacted with such aliphatic alcohols as 1-decyl and 1-dodecyl alcohols with Lewis acids as catalysts.As in the glycosylation of the α and β peracetylated glycosides, the β-anomer reacted exclusively, the acetylation was carried out with a sodium acetate-acetic anhydride at high temperatures to maximize the proportion of the β-anomer.

Insertion of a D-Glucosamine Residue into the α-Cyclodextrin Skeleton; A Model Synthesis of 'Chimera Cyclodextrins'

Efficient conversion of α-cyclodextrin peracetate 2 into icosa-O-acetylmaltohexaose 3 by acetolytic fission of one glycosidic linkage, a series of manipulations including coupling with a 2-azido-2-deoxy-D-glucopyranose derivative, recyclization and final