D-Mannose
Synonym(s):D -Mannopyranose
- CAS NO.:3458-28-4
- Empirical Formula: C6H12O6
- Molecular Weight: 180.16
- MDL number: MFCD00064122
- EINECS: 222-392-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-05 08:26:49
What is D-Mannose?
Chemical properties
White crystalline powder
The Uses of D-Mannose
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.
The Uses of D-Mannose
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.
The Uses of D-Mannose
D-mannose acts as an alternative energy source utilized by brain. It is used in the study of assessing the synthesis of amphiphilic glycopolymers and investigating early detection of bronchiolitis obliterans.It may be useful in the treatment of urinary tract infections (UTIs) and carbohydrate-deficient glycoprotein syndrome type 1b. It is also useful in the formation of glycan structure and glycosylation.
What are the applications of Application
D-Mannose is a simple sugar
Definition
ChEBI: D-Mannopyranose having alpha-configuration at the anomeric centre.
What are the applications of 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.
General Description
Mannose is a monosaccharide.
Flammability and Explosibility
Not classified
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.
Side Effects
D-mannose appears to be generally well tolerated in people. You should be cautious about using D-mannose if you are pregnant or breastfeeding, because there has not been enough study on its safety in these circumstances. Side effects of D-mannose may include: bloating and loose stools. D-mannose supplements should be used with caution if you have diabetes. It may make it harder to control your blood sugar. High doses of D-mannose may cause kidney damage.
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
Properties of D-Mannose
Melting point: | 133-140 °C(lit.) |
Boiling point: | 232.96°C (rough estimate) |
alpha | 14 º (589nm, c=10, H2O) |
Density | 1,539 g/cm3 |
refractive index | 1.5730 (estimate) |
storage temp. | room temp |
solubility | H2O: 50 mg/mL |
form | powder |
pka | 12.08(at 25℃) |
color | White |
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 |
Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. |
CAS DataBase Reference | 3458-28-4(CAS DataBase Reference) |
NIST Chemistry Reference | D-Mannose(3458-28-4) |
EPA Substance Registry System | D-Mannose (3458-28-4) |
Safety information for D-Mannose
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. P337+P313:IF eye irritation persists: Get medical advice/attention. |
Computed Descriptors for D-Mannose
InChIKey | WQZGKKKJIJFFOK-ATJJXCEKSA-N |
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