Isomaltose (BioDeep_00000027849)

Main id: BioDeep_00000015333

 

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(2R,3R,4S,5S,6R)-6-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

化学式: C12H22O11 (342.11620619999997)
中文名称: 异麦芽糖
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
InChI: InChI=1S/C12H22O11/c13-1-3-5(14)8(17)10(19)12(23-3)21-2-4-6(15)7(16)9(18)11(20)22-4/h3-20H,1-2H2/t3-,4-,5-,6-,7+,8+,9-,10-,11-,12+/m1/s1

描述信息

Isomaltose is a disaccharide similar to maltose, but with a α-(1-6)-linkage instead of the α-(1-4)-linkage. Both of the sugars are glucose, which is a pyranose sugar. Isomaltose is a reducing sugar. Isomaltose is produced when high maltose syrup is treated with the enzyme transglucosidase (TG) and is one of the major components in the mixture isomaltooligosaccharide. It is a product of the caramelization of glucose. It is a naturally occurring disaccharide. A deficiency of sucrase-isomaltase, an integral protein of the small intestine brush-border membrane responsible for catalyzing the hydrolysis of dietary sucrose and some of the products of starch digestion, results in osmotic diarrhea when the disaccharide is ingested because absorption cannot occur until after hydrolysis produces the component monosaccharides (OMIM: 222800). It is particularly suitable as a non-cariogenic sucrose replacement and is favourable in products for diabetics and prediabetic dispositions.
Isomaltose is composed of two glucose units and suitable as a non-cariogenic sucrose replacement and is favorable in products for diabetics and prediabetic dispositions.
Isomaltose is composed of two glucose units and suitable as a non-cariogenic sucrose replacement and is favorable in products for diabetics and prediabetic dispositions.

同义名列表

11 个代谢物同义名

(2R,3R,4S,5S,6R)-6-({[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol; 6-O-alpha-D-Glucopyranosyl-beta-D-glucopyranose; 6-O-Α-D-glucopyranosyl-β-D-glucopyranose; 6-O-alpha-D-Glucopyranosyl-D-glucose; 6-O-Α-D-glucopyranosyl-D-glucose; beta-D-Isomaltose; beta-Isomaltose; Β-D-isomaltose; D-Isomaltose; Β-isomaltose; ISOMALTOSE



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。



文献列表

  • Lianyu Zhou, Lu Jiao, Jiasheng Ju, Xuelan Ma. Effect of Sodium Selenite on the Metabolite Profile of Epichloë sp. Mycelia from Festuca sinensis in Solid Culture. Biological trace element research. 2022 Nov; 200(11):4865-4879. doi: 10.1007/s12011-021-03054-w. [PMID: 34973128]
  • Misato Ota, Toshiaki Makino. History and the immunostimulatory effects of heat-processed licorice root products with or without honey. Journal of ethnopharmacology. 2022 Jun; 292(?):115108. doi: 10.1016/j.jep.2022.115108. [PMID: 35189279]
  • Eri Kokubo, Shunsuke Morita, Hirotaka Nagashima, Kazutaka Oshio, Hiroshi Iwamoto, Kazuhiro Miyaji. Blood Glucose Response of a Low-Carbohydrate Oral Nutritional Supplement with Isomaltulose and Soluble Dietary Fiber in Individuals with Prediabetes: A Randomized, Single-Blind Crossover Trial. Nutrients. 2022 Jun; 14(12):. doi: 10.3390/nu14122386. [PMID: 35745116]
  • Tatsuro Amano, Daichi Watanabe, Junto Otsuka, Yumi Okamoto, Shota Takada, Naoto Fujii, Glen P Kenny, Yasuaki Enoki, Daisuke Maejima. Comparison of hydration efficacy of carbohydrate-electrolytes beverages consisting of isomaltulose and sucrose in healthy young adults: A randomized crossover trial. Physiology & behavior. 2022 05; 249(?):113770. doi: 10.1016/j.physbeh.2022.113770. [PMID: 35247444]
  • Ryota Kobayashi, Miki Sakazaki, Yukie Nagai, Kenji Asaki, Takeo Hashiguchi, Hideyuki Negoro. Effects of Different Types of Carbohydrates on Arterial Stiffness: A Comparison of Isomaltulose and Sucrose. Nutrients. 2021 Dec; 13(12):. doi: 10.3390/nu13124493. [PMID: 34960045]
  • Tatsuro Amano, Shingo Katayama, Yumi Okamoto, Junto Otsuka, Naoto Fujii, Glen P Kenny, Takeshi Nishiyasu, Yasuaki Enoki, Daisuke Maejima. Comparisons of isomaltulose, sucrose, and mixture of glucose and fructose ingestions on postexercise hydration state in young men. European journal of nutrition. 2021 Dec; 60(8):4519-4529. doi: 10.1007/s00394-021-02614-z. [PMID: 34129073]
  • Junto Otsuka, Yumi Okamoto, Naoto Fujii, Yasuaki Enoki, Daisuke Maejima, Takeshi Nishiyasu, Tatsuro Amano. Effects of Isomaltulose Ingestion on Thermoregulatory Responses during Exercise in a Hot Environment. International journal of environmental research and public health. 2021 05; 18(11):. doi: 10.3390/ijerph18115760. [PMID: 34072006]
  • Sue Jung Lee, Won Kyu Yu, Hye-Ryung Park, Hoon Kim, Jae Hwan Kim, Jiyong Park, Kwang-Soon Shin. Improved effect of palatinose syrup bioconverted from sucrose on hyperglycemia and regulation of hepatic lipogenesis in male C57BL/6J mice. Journal of food biochemistry. 2020 05; 44(5):e13201. doi: 10.1111/jfbc.13201. [PMID: 32391610]
  • Tatsuro Amano, Yuki Sugiyama, Junya Okumura, Naoto Fujii, Glen P Kenny, Takeshi Nishiyasu, Yoshimitsu Inoue, Narihiko Kondo, Katsumi Sasagawa, Yasuaki Enoki, Daisuke Maejima. Effects of isomaltulose ingestion on postexercise hydration state and heat loss responses in young men. Experimental physiology. 2019 10; 104(10):1494-1504. doi: 10.1113/ep087843. [PMID: 31400765]
  • X L Gu, H Li, Z H Song, Y N Ding, X He, Z Y Fan. Effects of isomaltooligosaccharide and Bacillus supplementation on sow performance, serum metabolites, and serum and placental oxidative status. Animal reproduction science. 2019 Aug; 207(?):52-60. doi: 10.1016/j.anireprosci.2019.05.015. [PMID: 31208846]
  • Zhi-Peng Wang, Qin-Qing Wang, Song Liu, Xiao-Fang Liu, Xin-Jun Yu, Yun-Lin Jiang. Efficient Conversion of Cane Molasses Towards High-Purity Isomaltulose and Cellular Lipid Using an Engineered Yarrowia lipolytica Strain in Fed-Batch Fermentation. Molecules (Basel, Switzerland). 2019 Mar; 24(7):. doi: 10.3390/molecules24071228. [PMID: 30925836]
  • Dahyun Hwang, Hye-Ryung Park, Sue Jung Lee, Han Wool Kim, Jae Hwan Kim, Kwang-Soon Shin. Oral administration of palatinose vs sucrose improves hyperglycemia in normal C57BL/6J mice. Nutrition research (New York, N.Y.). 2018 11; 59(?):44-52. doi: 10.1016/j.nutres.2018.06.010. [PMID: 30442232]
  • Fiona E Kendall, Olivia Marchand, Jillian J Haszard, Bernard J Venn. The Comparative Effect on Satiety and Subsequent Energy Intake of Ingesting Sucrose or Isomaltulose Sweetened Trifle: A Randomized Crossover Trial. Nutrients. 2018 Oct; 10(10):. doi: 10.3390/nu10101504. [PMID: 30326587]
  • Takumi Kawaguchi, Dan Nakano, Tetsuharu Oriishi, Takuji Torimura. Effects of isomaltulose on insulin resistance and metabolites in patients with non‑alcoholic fatty liver disease: A metabolomic analysis. Molecular medicine reports. 2018 Aug; 18(2):2033-2042. doi: 10.3892/mmr.2018.9223. [PMID: 29956790]
  • Emma J Stevenson, Anthony Watson, Stephan Theis, Anja Holz, Liam D Harper, Mark Russell. A comparison of isomaltulose versus maltodextrin ingestion during soccer-specific exercise. European journal of applied physiology. 2017 Nov; 117(11):2321-2333. doi: 10.1007/s00421-017-3719-5. [PMID: 28929343]
  • Passakorn Suraphad, Phim On Suklaew, Sathaporn Ngamukote, Sirichai Adisakwattana, Kittana Mäkynen. The Effect of Isomaltulose Together with Green Tea on Glycemic Response and Antioxidant Capacity: A Single-Blind, Crossover Study in Healthy Subjects. Nutrients. 2017 May; 9(5):. doi: 10.3390/nu9050464. [PMID: 28481230]
  • Daniel König, Denise Zdzieblik, Anja Holz, Stephan Theis, Albert Gollhofer. Substrate Utilization and Cycling Performance Following Palatinose™ Ingestion: A Randomized, Double-Blind, Controlled Trial. Nutrients. 2016 Jun; 8(7):. doi: 10.3390/nu8070390. [PMID: 27347996]
  • Pimnapanut Sridonpai, Surat Komindr, Wantanee Kriengsinyos. Impact of Isomaltulose and Sucrose Based Breakfasts on Postprandial Substrate Oxidation and Glycemic/Insulinemic Changes in Type-2 Diabetes Mellitus Subjects. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 2016 Mar; 99(3):282-9. doi: NULL. [PMID: 27276739]
  • M Fleddermann, A Rauh-Pfeiffer, H Demmelmair, L Holdt, D Teupser, B Koletzko. Effects of a Follow-On Formula Containing Isomaltulose (Palatinose™) on Metabolic Response, Acceptance, Tolerance and Safety in Infants: A Randomized-Controlled Trial. PloS one. 2016; 11(3):e0151614. doi: 10.1371/journal.pone.0151614. [PMID: 26987056]
  • Tanja Oosthuyse, Matthew Carstens, Aletta M Millen. Ingesting Isomaltulose Versus Fructose-Maltodextrin During Prolonged Moderate-Heavy Exercise Increases Fat Oxidation but Impairs Gastrointestinal Comfort and Cycling Performance. International journal of sport nutrition and exercise metabolism. 2015 Oct; 25(5):427-38. doi: 10.1123/ijsnem.2014-0178. [PMID: 25811946]
  • Meidjie Ang, Thomas Linn. Comparison of the effects of slowly and rapidly absorbed carbohydrates on postprandial glucose metabolism in type 2 diabetes mellitus patients: a randomized trial. The American journal of clinical nutrition. 2014 Oct; 100(4):1059-68. doi: 10.3945/ajcn.113.076638. [PMID: 25030779]
  • Cheon-Hyeon Nam, Dong-Ho Seo, Jong-Hyun Jung, Young-Jin Koh, Jae-Sung Jung, Sunggi Heu, Chang-Sik Oh, Cheon-Seok Park. Functional characterization of the sucrose isomerase responsible for trehalulose production in plant-associated Pectobacterium species. Enzyme and microbial technology. 2014 Feb; 55(?):100-6. doi: 10.1016/j.enzmictec.2013.10.005. [PMID: 24411451]
  • Stephen R Mudge, Shiromi W V Basnayake, Richard L Moyle, Kenji Osabe, Michael W Graham, Terence E Morgan, Robert G Birch. Mature-stem expression of a silencing-resistant sucrose isomerase gene drives isomaltulose accumulation to high levels in sugarcane. Plant biotechnology journal. 2013 May; 11(4):502-9. doi: 10.1111/pbi.12038. [PMID: 23297683]
  • Meidjie Ang, Andreas S Müller, Florian Wagenlehner, Adrian Pilatz, Thomas Linn. Combining protein and carbohydrate increases postprandial insulin levels but does not improve glucose response in patients with type 2 diabetes. Metabolism: clinical and experimental. 2012 Dec; 61(12):1696-702. doi: 10.1016/j.metabol.2012.05.008. [PMID: 22705093]
  • Daniel König, Stephan Theis, Gunhild Kozianowski, Aloys Berg. Postprandial substrate use in overweight subjects with the metabolic syndrome after isomaltulose (Palatinose™) ingestion. Nutrition (Burbank, Los Angeles County, Calif.). 2012 Jun; 28(6):651-6. doi: 10.1016/j.nut.2011.09.019. [PMID: 22264450]
  • Amelie Rabot, Clemence Henry, Khaoula Ben Baaziz, Eric Mortreau, Wassim Azri, Jeremy Lothier, Latifa Hamama, Rachid Boummaza, Nathalie Leduc, Sandrine Pelleschi-Travier, José Le Gourrierec, Soulaiman Sakr. Insight into the role of sugars in bud burst under light in the rose. Plant & cell physiology. 2012 Jun; 53(6):1068-82. doi: 10.1093/pcp/pcs051. [PMID: 22505690]
  • Shiromani W V Basnayake, Terrance C Morgan, Luguang Wu, Robert G Birch. Field performance of transgenic sugarcane expressing isomaltulose synthase. Plant biotechnology journal. 2012 Feb; 10(2):217-25. doi: 10.1111/j.1467-7652.2011.00655.x. [PMID: 21895946]
  • Luguang Wu, Robert G Birch. Isomaltulose is actively metabolized in plant cells. Plant physiology. 2011 Dec; 157(4):2094-101. doi: 10.1104/pp.111.189001. [PMID: 22010106]
  • Kentaro Nakamura, Saori Ogawa, Kazuo Dairiki, Kazuhiko Fukatsu, Hajime Sasaki, Tetsuo Kaneko, Taketo Yamaji. A new immune-modulating diet enriched with whey-hydrolyzed peptide, fermented milk, and isomaltulose attenuates gut ischemia-reperfusion injury in mice. Clinical nutrition (Edinburgh, Scotland). 2011 Aug; 30(4):513-6. doi: 10.1016/j.clnu.2011.01.002. [PMID: 21281994]
  • Daniel J West, Richard D Morton, Jeffrey W Stephens, Stephen C Bain, Liam P Kilduff, Steve Luzio, Rachel Still, Richard M Bracken. Isomaltulose Improves Postexercise Glycemia by Reducing CHO Oxidation in T1DM. Medicine and science in sports and exercise. 2011 Feb; 43(2):204-10. doi: 10.1249/mss.0b013e3181eb6147. [PMID: 20543751]
  • Hidekazu Tonouchi, Taketo Yamaji, Masayuki Uchida, Megumi Koganei, Akina Sasayama, Tetsuo Kaneko, Yoshihisa Urita, Masahiro Okuno, Kouji Suzuki, Jun Kashimura, Hajime Sasaki. Studies on absorption and metabolism of palatinose (isomaltulose) in rats. The British journal of nutrition. 2011 Jan; 105(1):10-4. doi: 10.1017/s0007114510003193. [PMID: 20807468]
  • Judith G P van Can, T Herman Ijzerman, Luc J C van Loon, Fred Brouns, Ellen E Blaak. Reduced glycaemic and insulinaemic responses following isomaltulose ingestion: implications for postprandial substrate use. The British journal of nutrition. 2009 Nov; 102(10):1408-13. doi: 10.1017/s0007114509990687. [PMID: 19671200]
  • Doreen Häberer, Louise Thibault, Wolfgang Langhans, Nori Geary. Beneficial effects on glucose metabolism of chronic feeding of isomaltulose versus sucrose in rats. Annals of nutrition & metabolism. 2009; 54(1):75-82. doi: 10.1159/000207358. [PMID: 19270448]
  • Kazusa Sato, Hidekazu Arai, Yui Miyazawa, Makiko Fukaya, Takashi Uebanso, Megumi Koganei, Hajime Sasaki, Tadatoshi Sato, Hironori Yamamoto, Yutaka Taketani, Eiji Takeda. Palatinose and oleic acid act together to prevent pancreatic islet disruption in nondiabetic obese Zucker rats. The journal of medical investigation : JMI. 2008 Aug; 55(3-4):183-95. doi: 10.2152/jmi.55.183. [PMID: 18797130]
  • Yoshie Maitani, Yukio Aso, Atsushi Yamada, Sumie Yoshioka. Effect of sugars on storage stability of lyophilized liposome/DNA complexes with high transfection efficiency. International journal of pharmaceutics. 2008 May; 356(1-2):69-75. doi: 10.1016/j.ijpharm.2007.12.033. [PMID: 18249511]
  • Kazusa Sato, Hidekazu Arai, Akira Mizuno, Makiko Fukaya, Tadatoshi Sato, Megumi Koganei, Hajime Sasaki, Hironori Yamamoto, Yutaka Taketani, Toshio Doi, Eiji Takeda. Dietary palatinose and oleic acid ameliorate disorders of glucose and lipid metabolism in Zucker fatty rats. The Journal of nutrition. 2007 Aug; 137(8):1908-15. doi: 10.1093/jn/137.8.1908. [PMID: 17634263]
  • Toshihide Oizumi, Makoto Daimon, Yumi Jimbu, Wataru Kameda, Nobuko Arawaka, Hiroshi Yamaguchi, Hiroshi Ohnuma, Hajime Sasaki, Takeo Kato. A palatinose-based balanced formula improves glucose tolerance, serum free fatty acid levels and body fat composition. The Tohoku journal of experimental medicine. 2007 Jun; 212(2):91-9. doi: 10.1620/tjem.212.91. [PMID: 17548953]
  • Juul Achten, Roy L Jentjens, Fred Brouns, Asker E Jeukendrup. Exogenous oxidation of isomaltulose is lower than that of sucrose during exercise in men. The Journal of nutrition. 2007 May; 137(5):1143-8. doi: 10.1093/jn/137.5.1143. [PMID: 17449572]
  • Toshiya Fujiwara, Yoshio Naomoto, Takayuki Motoki, Kaori Shigemitsu, Yasuhiro Shirakawa, Tomoki Yamatsuji, Masafumi Kataoka, Minoru Haisa, Toshiyoshi Fujiwara, Maritoki Egi, Hiroshi Morimatsu, Motohiko Hanazaki, Hiroshi Katayama, Kiyoshi Morita, Kenji Mizumoto, Takanobu Asou, Hirofumi Arima, Hajime Sasaki, Motoi Matsuura, Mehmet Gunduz, Noriaki Tanaka. Effects of a novel palatinose based enteral formula (MHN-01) carbohydrate-adjusted fluid diet in improving the metabolism of carbohydrates and lipids in patients with esophageal cancer complicated by diabetes mellitus. The Journal of surgical research. 2007 Apr; 138(2):231-40. doi: 10.1016/j.jss.2006.06.025. [PMID: 17254607]
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