
3458-28-4
- Product Name:D-Mannose
- Molecular Formula:C6H12 O6
- Purity:99%
- Molecular Weight:180.158
Product Details;
CasNo: 3458-28-4
Molecular Formula: C6H12 O6
Appearance: White powder
Factory Sells Best Quality D-Mannose 3458-28-4 with USP
- Molecular Formula:C6H12 O6
- Molecular Weight:180.158
- Appearance/Colour:White powder
- Melting Point:133-140ºC
- Refractive Index:1.5730 (estimate)
- Boiling Point:527.1 °C at 760 mmHg
- PKA:12.08(at 25℃)
- Flash Point:286.7 °C
- PSA:118.22000
- Density:1,581 g/cm3
- LogP:-3.37880
D-Mannose(Cas 3458-28-4) Usage
Flammability and Explosibility |
Notclassified |
Biochem/physiol Actions |
Mannose, a six-carbon carbohydrate, is the C-2 epimer of glucose and a critical sugar for protein glycosylation. Mannose can also be utilized by the brain as an alternative energy source. |
Source |
D-mannose is a sugar that can be found in some fruits and vegetables, such as oranges, apples, peaches, broccoli and green beans. It has been used in the past to treat UTIs in animals. Now, there is some interest into whether it could also treat and prevent UTI in humans.D-mannose is a naturally occurring simple sugar that your body utilizes to help cleanse the urinary tract and maintain a healthy bladder lining. It’s metabolized only in small amounts, with excess amounts rapidly excreted in urine, so it won’t interfere with healthy blood sugar regulation. Clinical studies have demonstrated that, when taken regularly, D-mannose promotes normal urinary tract function by cleansing and maintaining the health of the bladder lining. |
Purification Methods |
Crystallise -D(+)-mannose repeatedly from EtOH, aqueous 80% EtOH, AcOH or MeOH/propan-2-ol and then dry it in vacuo over P2O5 at 60o. [For 1H NMR and equilibr |
General Description |
D-Mannose is a monosaccharide sugar that serves as a key chiral starting material in synthetic chemistry, particularly for the preparation of optically active intermediates in the synthesis of complex molecules like maytansinoids, which have potential anti-cancer applications. It is also involved in studies exploring glycosylation reactions, where its derivatives help elucidate the reactivity and conformational preferences of the mannosyl cation, crucial for pharmaceutical development. Additionally, D-Mannose participates in heterocyclization reactions under varying conditions, contributing to the understanding of carbohydrate-derived processes and the formation of thiadiazoline derivatives. Its isomerization and derivatization further highlight its versatility in organic synthesis, though some derived products may lack significant pharmacological activity. |
Application |
D-mannose is a simple sugar structurally related to glucose. It is absorbed slowly from the gastrointestinal tract, and then a large proportion of it is excreted into the urine.D-(+)-Mannose has been used:as a reference standard in monosaccharide analysis and quantification from sea squirts Ascidiella aspersaas a medium component for the selection of P898012 sorgum seeds transfected with Agrobacteriumin segmented filamentous bacterium (SFB) medium supplement for culturing human cell linesMannose is an aldohexose carbohydrate. It is isomer of glucose with varying C2 position configuration. Majority of mannose is synthesised from its epimer glucose. It is part of the glycans present in endoplasmic reticulum (ER)/Golgi. |
Definition |
ChEBI: D-Mannopyranose having alpha-configuration at the anomeric centre. |
InChI:InChI=1/C12H22O11.H2O/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12;/h1,4-12,14-21H,2-3H2;1H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+;/m0./s1
3458-28-4 Relevant articles
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Hudson,Jackson
, p. 958 (1934)
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Studies on kinetics and mechanism of oxidation of D-sorbitol and D-mannitol by cerium (IV) in aqueous micellar sulfuric acid media
Das, Asim K.,Islam, Monirul,Bayen, Ruhidas
, p. 445 - 453 (2008)
The kinetics and mechanism of cerium(IV)...
Structural characterization of immunostimulating polysaccharide from cultured mycelia of Cordyceps militaris
Lee, Jong Seok,Kwon, Jeong Seok,Yun, Jong Seok,Pahk, Jung Woon,Shin, Won Cheol,Lee, Shin Young,Hong, Eock Kee
, p. 1011 - 1017 (2010)
The water soluble crude polysaccharide o...
Substantial spatial flexibility and hydrogen bonding within the catalysis exerted by cyclodextrin artificial glycosidases
Bjerre, Jeannette,Bols, Mikael
, p. 3487 - 3500 (2010)
Herein we report the synthesis of a nove...
One-pot conversion of cellobiose to mannose using a hybrid phosphotungstic acid-cerium oxide catalyst
Gernhart, Zane C.,Bhalkikar, Anuja,Burke, John J.,Sonnenfeld, Kate O.,Marin, Chris M.,Zbasnik, Richard,Cheung, Chin Li
, p. 28478 - 28486 (2015)
A hybrid catalyst composed of phosphotun...
Demonstration of sugar in the thylakoids of Rhodospirillum rubrum and Rhodopseudomonas viridis
Drews
, (1968)
-
Production of monosaccharides and bio-active compounds derived from marine polysaccharides using subcritical water hydrolysis
Meillisa, Aviannie,Woo, Hee-Chul,Chun, Byung-Soo
, p. 70 - 77 (2014)
Polysaccharides are the major components...
Synthesis, structure, and properties of allylamino glycosides
Shul'Tsev,Panarin
, p. 510 - 519 (2013)
Glycosylation of allylamine with D-gluco...
Gargantulide A, a complex 52-membered macrolactone showing antibacterial activity from streptomyces sp.
Rho, Jung-Rae,Subramaniam, Gurusamy,Choi, Hyukjae,Kim, Eun-Hee,Ng, Sok Peng,Yoganathan,Ng, Siewbee,Buss, Antony D.,Butler, Mark S.,Gerwick, William H.
, p. 1377 - 1380 (2015)
Gargantulide A (1), an extremely complex...
Effects of cultured Cordyceps mycelia polysaccharide A on tumor neurosis factor-α induced hepatocyte injury with mitochondrial abnormality
Tang, Huiling,Wei, Weikun,Wang, Wang,Zha, Zhengqi,Li, Ting,Zhang, Zhijie,Luo, Chen,Yin, Hongping,Huang, Fengjie,Wang, Ying
, p. 43 - 53 (2017)
Cordyceps sinensis mycelia polysaccharid...
-
Hockett et al.
, p. 2051 (1941)
-
Ligand-conjugated pH-sensitive polymeric micelles for the targeted delivery of gefitinib in lung cancers
Wang, Shi-Jiang,Huo, Zhi-Jun,Liu, Kai,Yu, Ning,Ma, Yan,Qin, Yue-Hong,Li, Xiao-Chen,Yu, Jin-Ming,Wang, Zhi-Qi
, p. 73184 - 73193 (2015)
The aim of the present study was to inve...
New secondary metabolites from Asphodelus tenuifolius
Safder, Muhammad,Mehmood, Rashad,Ali, Bakhat,Mughal, Uzma Rasheed,Malik, Abdul,Jabbar, Abdul
, p. 144 - 151 (2012)
Asphorins A and B (1 and 2, resp.), two ...
Purification, characterization and immunomodulating activity of a polysaccharide from flowers of Abelmoschus esculentus
Zheng, Wei,Zhao, Ting,Feng, Weiwei,Wang, Wei,Zou, Ye,Zheng, Daheng,Takase, Mohammed,Li, Qian,Wu, Huiyu,Yang, Liuqing,Wu, Xiangyang
, p. 335 - 342 (2014)
A water-soluble polysaccharide (OFPS11) ...
On the desulphation of carbohydrate sulphates
Roy, Alexander B.,Turner, Jennifer
, p. 338 - 343 (1983)
-
Structural investigation and comparative cytotoxic activity of water-soluble polysaccharides from fruit bodies of the medicinal fungus quinine conk
Golovchenko, Victoria V.,Naranmandakh, Shinen,Ganbaatar, Jamsranjav,Prilepskii, Artur Yu.,Burygin, Gennady L.,Chizhov, Alexander O.,Shashkov, Alexander S.
, (2020)
The structures and cytotoxic activities ...
Molybdenum-based polyoxometalates as highly active and selective catalysts for the epimerization of aldoses
Ju, Feifei,Vandervelde, David,Nikolla, Eranda
, p. 1358 - 1364 (2014)
In this contribution, we report on the h...
C-2 Epimerization of Aldoses promoted by Combinations of Metals and Diamines involving a Novel Rearrangement of the Carbon Skeleton
Tanase, Tomoaki,Shimizu, Fumihiko,Kuse, Manabu,Yano, Shigenobu,Yoshikawa, Sadao,Hidai, Masanobu
, p. 659 - 661 (1987)
Aldoses are epimerized at C-2 by combina...
Structural features and anti-gastric cancer activity of polysaccharides from stem, root, leaf and flower of cultivated Dendrobium huoshanense
Liu, Bing,Shang, Zhen-Zi,Li, Qiang-Ming,Zha, Xue-Qiang,Wu, De-Ling,Yu, Nian-Jun,Han, Lan,Peng, Dai-Yin,Luo, Jian-Ping
, p. 651 - 664 (2020)
The structure features and anti-gastric ...
A novel linear 3-O-methylated galactan isolated from Cantharellus cibarius activates macrophages
Yang, Guang,Qu, Yunhe,Meng, Yue,Wang, Yushi,Song, Chengcheng,Cheng, Hairong,Li, Xiaomeng,Sun, Lin,Zhou, Yifa
, p. 34 - 43 (2019)
A novel polysaccharide (WCCP-N-b) with a...
Purification, characterization and antitumor activity of an exopolysaccharide produced by Bacillus velezensis SN-1
Cao, Chengxu,Li, Yang,Wang, Cong,Zhang, Naiqi,Zhu, Xinyuan,Wu, Rina,Wu, Junrui
, p. 354 - 361 (2020)
A capsular polysaccharides (CPS) produce...
Molecular Recognition Ability of a Nickel(II) Complex: Effect of Chirality of Diamine Ligand in Aldose Epimerization
Hataya, Koji,Yanagihara, Ryoji,Osanai, Shuichi,Yoshikawa, Sadao
, p. 1246 - 1247 (1991)
The complex composed of nickel(II) and t...
Structure and anticancer activity of native and modified polysaccharides from brown alga Dictyota dichotoma
Usoltseva, Roza V.,Shevchenko, Natalia M.,Malyarenko, Olesya S.,Ishina, Irina A.,Ivannikova, Svetlana I.,Ermakova, Svetlana P.
, p. 21 - 28 (2018)
The laminaran DdL and fucoidan DdF were ...
Structural characterization of an active polysaccharide of longan and evaluation of immunological activity
Rong, Yu,Yang, Ruili,Yang, Yuzhe,Wen, Yazhou,Liu, Sixin,Li, Congfa,Hu, Zhuoyan,Cheng, Xiangrong,Li, Wu
, p. 247 - 256 (2019)
An active polysaccharide (LPD2) was isol...
Acid hydrolysis of O-acetyl-galactoglucomannan
Kusema, Bright T.,Toennov, Tea,Maeki-Arvela, Paeivi,Salmi, Tapio,Willfoer, Stefan,Holmbom, Bjarne,Murzin, Dmitry Yu.
, p. 116 - 122 (2013)
Acid hydrolysis of O-acetyl-galactogluco...
Isopimarane diterpene glycosides, apoptosis inducers, obtained from fruiting bodies of the ascomycete Xylaria polymorpha
Shiono, Yoshihito,Motoki, Sadayoshi,Koseki, Takuya,Murayama, Tetsuya,Tojima, Masato,Kimura, Ken-ichi
, p. 935 - 939 (2009)
The methanol extract of fruiting bodies ...
Mitochondria related pathway is essential for polysaccharides purified from Sparassis crispa mediated neuro-protection against glutamate-induced toxicity in differentiated PC12 cells
Hu, Shuang,Wang, Di,Zhang, Junrong,Du, Mengyan,Cheng, Yingkun,Liu, Yan,Zhang, Ning,Wang, Di,Wu, Yi
, (2016)
The present study aims to explore the ne...
Preparation and biological activities of an exopolysaccharide produced by Enterobacter cloacae Z0206
Jin, Mingliang,Wang, Youming,Xu, Chunlan,Lu, Zeqing,Huang, Ming,Wang, Yizhen
, p. 607 - 611 (2010)
A water-soluble extracellular polysaccha...
Isolation and characterization of a novel polysaccharide as a possible allergen occurring in wheat flour
Tanabe, Soichi,Watanabe, Jun,Oyama, Kazunobu,Fukushi, Eri,Kawabata, Jun,Arai, Soichi,Nakajima, Tasuku,Watanabe, Michiko
, p. 1675 - 1680 (2000)
A new polysaccharide with a molecular we...
Characterization and antioxidant activities of extracellular and intracellular polysaccharides from Fomitopsis pinicola
Hao, Limin,Sheng, Zhicun,Lu, Jike,Tao, Ruyu,Jia, Shiru
, p. 54 - 59 (2016)
Fomitopsis pinicola (F. pinicola) is a k...
Comparative study on the structural characterization and α-glucosidase inhibitory activity of polysaccharide fractions extracted from Sargassum fusiforme at different pH conditions
Jia, Rui-Bo,Li, Zhao-Rong,Lin, Lianzhu,Luo, Donghui,Ou, Zhi-Rong,Zhao, Mouming,Zheng, Qianwen
, p. 602 - 610 (2021/11/30)
Sargassum fusiforme polysaccharides (SFP...
A novel acid polysaccharide from Boletus edulis: extraction, characteristics and antitumor activities in vitro
Meng, Ting,Yu, Sha-sha,Ji, Hai-yu,Xu, Xiao-meng,Liu, An-jun
, p. 13 - 24 (2021/02/01)
A novel cold-water-soluble polysaccharid...
Anti-inflammatory active components of the roots of Datura metel
Qin, Ze,Zhang, Jin,Chen, Liang,Liu, Shu-Xiang,Zhao, Hai-Feng,Mao, Hui-Min,Zhang, Hong-Yang,Li, De-Fang
, p. 392 - 398 (2020/03/30)
One new phenolic glycoside, methyl 3,4-d...
Orthogonal Active-Site Labels for Mixed-Linkage endo-β-Glucanases
Jain, Namrata,Tamura, Kazune,Déjean, Guillaume,Van Petegem, Filip,Brumer, Harry
, p. 1968 - 1984 (2021/05/26)
Small molecule irreversible inhibitors a...
3458-28-4 Process route
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dendrobium denneanum polysaccharide
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dendrobium denneanum polysaccharide

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58-86-6
D-xylose

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-
3458-28-4
D-Mannose

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10323-20-3
D-Arabinose

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-
50-99-7
D-glucose

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59-23-4
D-Galactose

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87-89-8
D-myo-inositol
Conditions | Yield |
---|---|
With
trifluoroacetic acid;
at 100 ℃;
for 8h;
|
-
β-glucan FoHA2 from fruit bodies Fomitopsis officinalis
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β-glucan FoHA2 from fruit bodies Fomitopsis officinalis

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58-86-6
D-xylose

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-
3458-28-4
D-Mannose

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-
3615-37-0,478518-52-4
D-Fucose

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-
50-99-7
D-glucose

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-
93780-23-5
galactose
Conditions | Yield |
---|---|
With
trifluoroacetic acid;
In
water;
at 100 ℃;
for 5h;
|
3458-28-4 Upstream products
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pyridine
-
D-glucose
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mannitol
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2-amino-2-deoxyglucose
3458-28-4 Downstream products
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(1R)-1-piperidino-1,5-anhydro-D-mannitol
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D-Fructose
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d-manno-α-heptonic acid amide
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