Identification | More | [Name]
D-(+)-Mannose | [CAS]
3458-28-4 | [Synonyms]
CARUBINOSE D-MAN D-MANNOPYRANOSE D-(+)-MANNOSE D-MANNOSE MANNOSE, D-(+)- SEMINOSE d-mannos D-MANOSE D(+)-MANNOSE SIGMAULTRA D(+)-MANNOSE MIXED ANOMERS*CELL CULTURE TESTED D-MANNOSE, 99%, MIXTURE OF ANOMERS D-(+)-MANNOSE 99.5+% ULTRA PURE D-(+)-MANNOSE 99% CELL CUTLURE REAGENT D-MannoseForBiochemistry99% D (+) MANNOSE FOR BIOCHEMISTRY D-MANNOSE FOR BIOCHEMISTRY 99% D-(+)-Mannose,99% D-MANNOSE,REAGENT (3S,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol | [EINECS(EC#)]
222-392-4 | [Molecular Formula]
C6H12O6 | [MDL Number]
MFCD00064122 | [Molecular Weight]
180.16 | [MOL File]
3458-28-4.mol |
Chemical Properties | Back Directory | [Appearance]
White crystalline powder | [Melting point ]
133-140 °C(lit.)
| [alpha ]
14 º (589nm, c=10, H2O) | [Boiling point ]
232.96°C (rough estimate) | [density ]
1,539 g/cm3 | [refractive index ]
1.5730 (estimate) | [storage temp. ]
Store at RT. | [solubility ]
H2O: 50 mg/mL
| [form ]
powder
| [pka]
12.08(at 25℃) | [color ]
White | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [optical activity]
[α]20/D +13.8±0.5°, 24 hr, c = 10% in H2O | [Water Solubility ]
2480 g/L (17 ºC) | [Sensitive ]
Hygroscopic | [λmax]
λ: 260 nm Amax: 0.1 λ: 280 nm Amax: 0.1 | [Merck ]
14,5747 | [BRN ]
1564373 | [InChIKey]
WQZGKKKJIJFFOK-ATJJXCEKSA-N | [LogP]
-2.71 at 25℃ | [CAS DataBase Reference]
3458-28-4(CAS DataBase Reference) | [NIST Chemistry Reference]
D-Mannose(3458-28-4) | [EPA Substance Registry System]
3458-28-4(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . S36:Wear suitable protective clothing . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [F ]
3 | [TSCA ]
Yes | [HS Code ]
29400010 |
Questions And Answer | Back Directory | [Description]
D-Mannose is a nutritional supplement that can be found in cranberries, peaches, apples, other berries, and some plants. D-mannose is a sugar that has an important role in human metabolism, especially in the glycosylation of certain proteins. D-mannose functionalizes by the inhibition of bacterial adherence to uroepithelial cells.
More than 90 percent of recurrent urinary tract infections (UTIs) are caused by Escherichia coli (E. coli), which is normally found in the intestinal tract. The cell walls of each E. coli are covered with tiny fingerlike projections called fimbria. Mannose can bind to the lectin on the bacteria’s fimbria so that the bacteria can be effectively rinsed out by urination.
D-Mannose is by far the most effective supplement for both treatment and prevention of UTIs. And it is used for the treating carbohydrate-deficient glycoprotein syndrome, an inherited metabolic disorder.
| [References]
[1] http://www.webmd.com
[2] Bojana Kranjcˇec, Dino Papesˇ , Silvio Altarac (2013) D-mannose powder for prophylaxis of recurrent urinary tract infections in women: a randomized clinical trial, World J Urol, 32, 79-84
|
Hazard Information | Back Directory | [Chemical Properties]
White crystalline powder | [Uses]
D-Mannose is a carbohydrate that is important in the glycosylation of molecules in a variety of cellular processes. It is involved in N and O glycosylation of bovine why protein products, used in inf
ant formulas. It is also responsible for the O-glycosylation of the T helper cell-derived cytokine interlukin-17A, an important cell-signaling molecule. | [Uses]
It has been used in a study to assess the synthesis of a family of amphiphilic glycopolymers. It has also been used in a study to investigate the early detection of bronchiolitis obliterans after lung transplantation. | [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 aspersa as a medium component for the selection of P898012 sorgum seeds transfected with Agrobacterium in segmented filamentous bacterium (SFB) medium supplement for culturing human cell lines Mannose 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. | [General Description]
Mannose is a monosaccharide. | [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. | [storage]
Store at -20°C | [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 |
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