Synthesis of UDP-glucose with 1,2-trans glycoside in a one-step reaction

被引：1

作者：

Miyagawa, Atsushi ^{[1
]}

Kamikawa, Saki ^{[1
]}

Miyazaki, Shun ^{[1
]}

Kamiya, Takeru ^{[1
]}

Yamamura, Hatsuo ^{[1
]}

机构：

[1] Nagoya Inst Technol, Dept Life Sci & Appl Chem, Gokiso Cho,Showa Ku, Nagoya 4668555, Japan

来源：

TETRAHEDRON LETTERS | 2022年 / 103卷

关键词：

UDP-glucose; DMC; One-step reaction; CHEMICAL-SYNTHESIS;

D O I：

10.1016/j.tetlet.2022.153995

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Uridine diphosphate (UDP)-glucose with 1,2 -trans glycoside was synthesized using 2-chloro-1,3-dimethylimidazolium chloride (DMC) in a one-step reaction. The reaction achieved a high yield by the increase in glucose equivalents and UDP concentration as well as decreased the reaction temperature. The UDP-glucose in a 71% yield was purified by reverse-phase chromatography.CO 2022 Elsevier Ltd. All rights reserved.

引用

页数：3

共 50 条

[1] Overexpression, one-step purification and characterization of UDP-glucose dehydrogenase and UDP-N-acetylglucosamine pyrophosphorylase
DeLuca, C
Lansing, M
Crescenzi, F
Martini, I
Shen, GJ
ORegan, M
Wong, CH
BIOORGANIC & MEDICINAL CHEMISTRY, 1996, 4 (01) : 131 - 141
[2] A NOVEL PROMOTER FOR THE EFFICIENT CONSTRUCTION OF 1,2-TRANS LINKAGES IN GLYCOSIDE SYNTHESIS, USING THIOGLYCOSIDES AS GLYCOSYL DONORS
FUGEDI, P
GAREGG, PJ
CARBOHYDRATE RESEARCH, 1986, 149 (01) : C9 - C12
[3] ONE-STEP SYNTHESIS OF DIETHYL 1,2-EPOXYALKANEPHOSPHONATES
COUTROT, P
SAVIGNAC, P
SYNTHESIS-STUTTGART, 1978, (01): : 34 - 36
[4] Studies on the origin of stereoselectivity in the synthesis of 1,2-trans glycofuranosyl azides
Stimac, A
Kobe, J
CARBOHYDRATE RESEARCH, 2000, 324 (03) : 149 - 160
[5] SYNTHESIS OF 1,2-TRANS GLYCOSIDES FROM MANNOSYL AND GALACTOSYL SULFONATES
RACHAMAN, ES
EBY, R
SCHUERCH, C
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1977, 174 (SEP): : 1 - 1
[6] One-step synthesis of imidazo[1,2-a]pyridines in water
Zali-Boeini, H.
Norastehfar, N.
Rudbari, H. Amiri
RSC ADVANCES, 2016, 6 (85) : 81943 - 81949
[7] Synthesis and Biological Evaluation of Antifungal Activities of Novel 1,2-trans Glycosphingolipids
Ding, Ning
Zhang, Wei
Lv, Guokai
Li, Yingxia
ARCHIV DER PHARMAZIE, 2011, 344 (12) : 786 - 793
[8] REACTION OF EPIBROMOHYDRIN WITH AROMATIC CYCLIC HYDRAZINES - ONE-STEP SYNTHESIS OF PYRAZOLO[1,2-A]PYRAZOLIUM SALTS
SOLOMONS, TW
HAROLD, RW
WHITNEY, K
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1971, 8 (03) : 489 - &
[9] Synthesis of CuS nanorods by one-step reaction
Wang, XB
Xu, CQ
Zhang, ZC
MATERIALS LETTERS, 2006, 60 (03) : 345 - 348
[10] THE BARBIER SYNTHESIS - A ONE-STEP GRIGNARD REACTION
MOLLE, G
BAUER, P
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (12) : 3481 - 3487

← 1 2 3 4 5 →