Efficient production of isomaltose and isomaltooligosaccharides from starch using 1,4-α-glucan 6-α-glucosyltransferase and isopullulanase

Author(s):  
Noriaki Kitagawa ◽  
Hikaru Watanabe ◽  
Tetsuya Mori ◽  
Tomoyuki Nishimoto ◽  
Hajime Aga ◽  
...  

Abstract We attempted to develop an efficient method for producing isomaltose, a disaccharide consisting of an α-(1→6)-linkage, from starch by combining enzymes of known activity. We found that the combination of 1,4-α-glucan 6-α-glucosyltransferase from Bacillus globisporus N75 and isopullulanase from Aspergillus brasiliensis ATCC 9642 led to the efficient synthesis of isomaltose. Inclusion of isoamylase and cyclomaltodextrin glucanotransferase resulted in increased efficiency, with production yields exceeding 70%. Furthermore, we considered that isomaltooligosaccharides could be synthesized from starch by combining 1,4-α-glucan 6-α-glucosyltransferase from Paenibacillus sp. PP710 and isopullulanase. In reactions that additionally utilized isoamylase and α-amylase, the total concentration of product, which included a series of isomaltooligosaccharides from isomaltose to isomaltodecaose, was 131 mM, and the ratio of 6-linked glucopyranosyl bonds to all bonds was 91.7% at a substrate concentration of 10%. The development of these manufacturing methods will accelerate the industrial production of isomaltose and isomaltooligosaccharides.

2018 ◽  
Vol 42 (9) ◽  
pp. 471-473
Author(s):  
Shanwen Chen ◽  
Peiming Zhang ◽  
Huali Chen ◽  
Pu Zhang ◽  
Yu Yu ◽  
...  

An improved and efficient method for the synthesis of panobinostat was developed. The commercially available starting material 4-(chloromethyl)benzaldehyde was converted to ( E)-methyl 3-[4-(chloromethyl)phenyl]acrylate via the Wittig–Horner reaction and was then directly condensed with 2-(2-methyl-1 H-indol-3-yl)ethanamine to afford the key intermediate ( E)-methyl 3-[4-({[2-(2-methyl-1 H-indol-3-yl)ethyl]amino}methyl)phenyl]acrylate in a one-pot synthesis reactor. Subsequently a nucleophilic substitution reaction was carried out smoothly to generate the desired compound. The key intermediate and target compound were characterised by HRMS, 1H NMR and 13C NMR. This procedure is operationally simple and would be more suitable for industrial production.


2014 ◽  
Vol 662 ◽  
pp. 59-62
Author(s):  
Shan Shan Gong ◽  
Qi Sun

A facile and efficient method for the synthesis ofP1,P3-dizidovudine-5′,5′-triphosphate has been developed. The coupling of zidovudine diphosphate with zidovudine phosphoropiperidate based on the DCI activation of P-N bond afforded the desired product in good yield.


2014 ◽  
Vol 50 (99) ◽  
pp. 15760-15763 ◽  
Author(s):  
Huanhuan Li ◽  
Yang Wang ◽  
Kai Yuan ◽  
Ye Tao ◽  
Runfeng Chen ◽  
...  

The rhodium-catalyzed synthesis of phenazasilines from readily achievable biarylhydrosilanes is presented. This highly efficient method offers opportunities for preparing π-extended phenazasilines with enhanced optoelectronic properties for device applications in organic electronics.


Synthesis ◽  
2018 ◽  
Vol 50 (12) ◽  
pp. 2416-2422 ◽  
Author(s):  
Man-Su Tu ◽  
Guang-Jian Mei ◽  
Feng Shi ◽  
Si-Jia Liu ◽  
Xiao-Li Jiang ◽  
...  

An efficient approach for the synthesis of chromene derivatives from vinyl o-quinone methides was established via a Brønsted acid catalyzed electrocyclization. By using this methodology, a series of structurally diversified chromenes was synthesized in a highly atom-economic and environmentally benign manner with generally good to excellent yields (up to 98% yield). This reaction will not only provide an efficient method for the construction of chromene scaffolds, but also enrich the research area of o-quinone methides.


Synlett ◽  
2019 ◽  
Vol 30 (20) ◽  
pp. 2273-2278 ◽  
Author(s):  
Piroska Gyárfás ◽  
János Gerencsér ◽  
Warren S. Wade ◽  
László Ürögdi ◽  
Zoltán Novák ◽  
...  

An efficient method for nucleophilic aromatic substitution on 7-azaindoles has been developed. The reaction is facilitated by the unique dual influence of SEM as both protecting and activating group, permitting mild conditions and short reaction times that are compatible with sensitive functional groups. The method is suitable for the synthesis of a broad range of products, most notably ethers.


RSC Advances ◽  
2014 ◽  
Vol 4 (46) ◽  
pp. 24001-24006 ◽  
Author(s):  
Kommuri Shekarrao ◽  
Partha Pratim Kaishap ◽  
Venkateshwarlu Saddanapu ◽  
Anthony Addlagatta ◽  
Sanjib Gogoi ◽  
...  

An efficient method was developed for the synthesis of pyrazole fused heterocycles via the palladium-catalyzed solvent free reaction of β-halovinyl/aryl aldehydes and 3-aminopyrazoles/5-aminopyrazoles under microwave irradiation in good yields.


2015 ◽  
Vol 1083 ◽  
pp. 51-54 ◽  
Author(s):  
Wen Qian Zheng ◽  
Mei Xia Du ◽  
Feng Feng ◽  
Guo Lin Chen ◽  
Min Liao ◽  
...  

The mono-(6-p-toluenesulfonyl)-β-cyclodextrin was firstly synthesized fast and efficiently by adopting ultrasound assisted method in alkaline water solution. The reaction time was only 40 min but with the yield of 31.1% under ultrasound condition. Compared with the conventional synthetic methods, the proposed novel method could shorten the reaction time and improve the yield. It is a simple, rapid and efficient method.


Synlett ◽  
2019 ◽  
Vol 30 (12) ◽  
pp. 1442-1446 ◽  
Author(s):  
Zhang-qi Lin ◽  
Chao-dong Li ◽  
Zi-chun Zhou ◽  
Shuai Xue ◽  
Jian-rong Gao ◽  
...  

A simple and highly efficient method for the preparation of tetrasubstituted NH-pyrrole from a wide range of chalcones and diethyl iminodiacetates via a Cu(OAc)2-promoted oxidation/[3+2]cycloaddition/aromatization cascade reaction has been developed. This reaction proceeds through dehydrogenations, deamination, and oxidative cyclization, affording the corresponding products in good to excellent yields. This convenient methodology for constructing tetrasubstituted NH-pyrroles has several advantages over existing methods, such as the use of easily accessible chalcones and readily available diethyl iminodiacetates, and mild reaction conditions. A wide range of substrates are tolerated.


2018 ◽  
Vol 921 ◽  
pp. 54-59
Author(s):  
Zhi Hin Ou ◽  
Jia Hui Xu

S-licarbazepine was synthesized by asymmetric reduction of oxcarbazepine in organic solvent/phosphate buffer biphasic system with Bacillus anthracis CGMCC No.12337 as catalyst. Effects of many factors on reduction were studied. Dibutyl phthalate/phosphate buffer was selected as the optimal biphasic system for reduction. The optimum reduction conditions are as follows: volume ratio of dibutyl phthalate and phosphate buffer 1:1, 30 g/L iospropanol as co-substrate, phosphate buffer pH 5, substrate concentration 7.92 mmol/L, cell concentration 30 g/L, 32°C,180 rpm. The conversion and enantiometric excess of S-licarbazepine reached 97.32% and 99.80%. An efficient method for synthesis of S-licarbazepine was provided.


2012 ◽  
Vol 65 (1) ◽  
pp. 86 ◽  
Author(s):  
Sunanda B. Phadtare ◽  
R. Vijayraghavan ◽  
Ganapati S. Shankarling ◽  
Douglas R. MacFarlane

An efficient method for the synthesis of substituted 2,3-dihydro-1H-perimidine derivatives is described using bis(oxalato)boric acid (HBOB) as catalyst. The methodology provides an easily handled and recyclable catalyst for this type of reaction as an alternative platform to the conventional acid-catalyzed thermal processes. The time required to complete the reaction using HBOB was found to be shorter than conventional methods. Recycling of the catalyst has been efficiently achieved using a simple procedure.


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