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D-Glucosamine hydrochloride

CAS# 66-84-2

D-Glucosamine hydrochloride

Catalog No. BCN5982----Order now to get a substantial discount!

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Quality Control of D-Glucosamine hydrochloride

Number of papers citing our products

Chemical structure

D-Glucosamine hydrochloride

3D structure

Chemical Properties of D-Glucosamine hydrochloride

Cas No. 66-84-2 SDF Download SDF
PubChem ID 2723635 Appearance Powder
Formula C6H14ClNO5 M.Wt 215.63
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms D-(+)-Glucosamine hydrochloride; Chitosamine hydrochloride
Solubility H2O : ≥ 34 mg/mL (157.68 mM)
DMSO : 6.2 mg/mL (28.75 mM; Need ultrasonic)
*"≥" means soluble, but saturation unknown.
Chemical Name (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;hydrochloride
SMILES C(C1C(C(C(C(O1)O)N)O)O)O.Cl
Standard InChIKey QKPLRMLTKYXDST-NSEZLWDYSA-N
Standard InChI InChI=1S/C6H13NO5.ClH/c7-3-5(10)4(9)2(1-8)12-6(3)11;/h2-6,8-11H,1,7H2;1H/t2-,3-,4-,5-,6?;/m1./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of D-Glucosamine hydrochloride

From fungi

Biological Activity of D-Glucosamine hydrochloride

DescriptionD-glucosamine hydrochloride has antimicrobial effect on the common 21 strains of food spoilage microorganisms, it could as preservative agent was used to preserve nature eleo juice. D-glucosamine hydrochloride also has antitumor, antiinflammaty, and anti-arthritis effects, it induces cell apoptosis by blocking of cell-cycle.
TargetsTGF-β/Smad | TNF-α | COX | NOS | IL Receptor | Calcium Channel
In vitro

Effects of D-glucosamine hydrochloride on the cell-cycle and expression of proteins in gastric carcinoma cell SGC-7901[Reference: WebLink]

Chinese Journal of Marine Drugs, 2008, 27(6):20-5.

To study the effects of D-Glucosamine hydrochloride on the apoptosis of gastric carcinoma cell line SGC-7901 and its mechanism.
METHODS AND RESULTS:
SRB assay was used to examine the effects of D-Glucosamine hydrochloride on the growth inhibition of SGC-7901.The cell-cycle and expression of cytochrome-C were observed by flow cytometry,the concentrations of intracellular Ca2+ was determined by CLSM and the expressions of cyclinB1,calcinerin were investigated by Western-Blot. D-Glucosamine hydrochloride could block SGC-7901 cell-cycle at S phase of cell division,increase the concentration of intracellular Ca2+ and decrease the expression of cyclinB1,the expressions of calcinerin and cytochrome-c were increased respectively.
CONCLUSIONS:
Block of cell-cycle may be one of the mechanism of inducing cell apoptosis by D-Glucosamine hydrochloride.

Studies on Antimicrobial Effects of D-glucosamine Hydrochloride.[Reference: WebLink]

Fisheries Science, 2001, 18(2):14-5.

The antimicrobial effect of D-Glucosamine hydrochloride(GAH)was investigated.
METHODS AND RESULTS:
It was found that GAH had antimicrobial effects on the common 21 strains of food spoilage microorganisms.The minimal inhibition concentration is 0 5 g/L,for mould is 2 g/L,for yeast is 1 g/L.In addition,it showed better preservation effect while GAH as preservative agent was used to preserve nature eleo juice.

In vivo

Metabolomic analyses of blood plasma after oral administration of D-glucosamine hydrochloride to dogs.[Pubmed: 23015778 ]

Mar Drugs. 2012 Aug;10(8):1873-82.


METHODS AND RESULTS:
D-Glucosamine hydrochloride (GlcN∙HCl) is an endogenous amino monosaccharide synthesized from glucose that is useful in the treatment of joint diseases in both humans and animals. The aim of this study was to examine amino acid metabolism in dogs after oral administration of GlcN∙HCl. Accelerated fumarate respiration and elevated plasma levels of lactic acid and alanine were observed after administration.
CONCLUSIONS:
These results suggest that oral administration of GlcN∙HCl induces anaerobic respiration and starvation in cells, and we hypothesize that these conditions promote cartilage regeneration. Further studies are required to evaluate the expression of transforming growth factor-beta (TGF-β).

Effect of fucoxanthin alone and in combination with D-glucosamine hydrochloride on carrageenan/kaolin-induced experimental arthritis in rats.[Pubmed: 24338843]

Phytother Res. 2014 Jul;28(7):1054-63

The objective of the present study was to investigate the effect of the fucoxanthin (FUCO) alone and in combination with glucosamine hydrochloride (GAH) on carrageenan/kaolin-induced inflammatory arthritis model in rats and to explore its underlying mechanisms.
METHODS AND RESULTS:
Joint swelling, muscle weight ratio (%), histopathological examination and scoring, and proteoglycan degradation were examined. Pro-inflammatory interleukin (IL-1β) and tumor necrosis (TNF-α) levels, cyclooxygenase-2 (COX-2), and inducible nitric oxide synthase(iNOS) protein expression and nitric oxide (NO) level in knee synovial tissue extract were analyzed using enzyme-linked immunosorbent assay, western blotting analysis, and Griess reagent assay, respectively. FUCO and FUCO + GAH not only may significantly reduce degrees of knee joint swelling and prevent against muscle atrophy, but also may significantly attenuate inflammation in synovial tissue, cartilage erosion, and proteoglycan loss. The efficacies of FUCO + GAH were stronger than that of GAH or FUCO. FUCO alone and FUCO + GAH can significantly inhibit upregulation of COX-2 and iNOS protein expressions, decrease of IL-1β and TNF-α levels, and reduce NO production in knee synovial tissue extract.
CONCLUSIONS:
These results indicated that FUCO is an effective anti-arthritis agent through an antiinflammation mechanism. FUCO may enhance therapeutic effect of GAH on rat arthritis through mechanism of antiinflammation.

Protocol of D-Glucosamine hydrochloride

Animal Research

Antitumor Effect of D-Glucosamine Hydrochloride in Mice[Reference: WebLink]

Chinese Journal of Natural Medicines, 2003, 1(4):237-9.

To study the antit umor effect of D-Glucosamine·HCl(D-GlcN·HCl) in tumor-bearing mice by ig route.
METHODS AND RESULTS:
Weight of tumor,peripheral leckocyte count,WBC /RBC ratio of marr ow cell an d body weight were used as index which was observed to evaluate the antitumor ef fect of D- GlcN·HCl. The results showed that tumor inhibitory r ate of D-Glucosamine hydrochloride (20,10 mg/kg) on S 180 reached 66 .7% and 57.1% respectively. It could obviously prolong the survival days of mice with Heps. Surviva l p rolong rate of Heps-bearing mice reached 208.2% and 133.7% respectively by i g D-Glucosamine hydrochloride (20,10 mg/kg). It also had good inhibitory action of on the tumor wei ght of the mice with EC and had no inhibitory effect on peripheral leukocyte,WB C/RBC ratio of bone marrow and weights of tumor-bearing mice.
CONCLUSIONS:
This study showed that the inhibitory effect of D-Glucosamine hydrochloride on S 180 ,Heps and EC in mice was remarkable, and it had no obvious inhib itory a ction on peripheral leukocyte,WBC/RBC ratio of bone marrow and weights of tumor -bearing mice.

D-Glucosamine hydrochloride Dilution Calculator

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Preparing Stock Solutions of D-Glucosamine hydrochloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.6376 mL 23.1879 mL 46.3757 mL 92.7515 mL 115.9393 mL
5 mM 0.9275 mL 4.6376 mL 9.2751 mL 18.5503 mL 23.1879 mL
10 mM 0.4638 mL 2.3188 mL 4.6376 mL 9.2751 mL 11.5939 mL
50 mM 0.0928 mL 0.4638 mL 0.9275 mL 1.855 mL 2.3188 mL
100 mM 0.0464 mL 0.2319 mL 0.4638 mL 0.9275 mL 1.1594 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on D-Glucosamine hydrochloride

Glucosamine (hydrochloride) is a natural product. IC50 value: Target: In vitro: Glucosamine hydrochloride exhibited dose-dependent DPPH antioxidant activity [1]. Short-term (4 h) glucosamine hydrochloride treatment inhibited HIF-1α at the protein level, decreased phosphorylation of p70S6K and S6, translation-related proteins [2]. In the obstructed kidneys and TGF-β1-treated renal cells, glucosamine hydrochloride significantly decreased renal expression of α-smooth muscle actin, collagen I, and fibronectin [3]. In vivo:

References:
[1]. Jamialahmadi K, et al. Protective effects of glucosamine hydrochloride against free radical-induced erythrocytes damage. Environ Toxicol Pharmacol. 2014 Jul;38(1):212-9. [2]. Jo JR, et al. Short-term treatment with glucosamine hydrochloride specifically downregulates hypoxia-inducible factor-1α at the protein level in YD-8 human tongue cancer cells. Int J Oncol. 2014 May;44(5):1699-706. [3]. Park J, et al. Glucosamine hydrochloride exerts a protective effect against unilateral ureteral obstruction-induced renal fibrosis by attenuating TGF-β signaling. J Mol Med (Berl). 2013 Nov;91(11):1273-84.

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References on D-Glucosamine hydrochloride

Effect of fucoxanthin alone and in combination with D-glucosamine hydrochloride on carrageenan/kaolin-induced experimental arthritis in rats.[Pubmed:24338843]

Phytother Res. 2014 Jul;28(7):1054-63.

The objective of the present study was to investigate the effect of the fucoxanthin (FUCO) alone and in combination with glucosamine hydrochloride (GAH) on carrageenan/kaolin-induced inflammatory arthritis model in rats and to explore its underlying mechanisms. Joint swelling, muscle weight ratio (%), histopathological examination and scoring, and proteoglycan degradation were examined. Pro-inflammatory interleukin (IL-1beta) and tumor necrosis (TNF-alpha) levels, cyclooxygenase-2 (COX-2), and inducible nitric oxide synthase(iNOS) protein expression and nitric oxide (NO) level in knee synovial tissue extract were analyzed using enzyme-linked immunosorbent assay, western blotting analysis, and Griess reagent assay, respectively. FUCO and FUCO + GAH not only may significantly reduce degrees of knee joint swelling and prevent against muscle atrophy, but also may significantly attenuate inflammation in synovial tissue, cartilage erosion, and proteoglycan loss. The efficacies of FUCO + GAH were stronger than that of GAH or FUCO. FUCO alone and FUCO + GAH can significantly inhibit upregulation of COX-2 and iNOS protein expressions, decrease of IL-1beta and TNF-alpha levels, and reduce NO production in knee synovial tissue extract. These results indicated that FUCO is an effective anti-arthritis agent through an antiinflammation mechanism. FUCO may enhance therapeutic effect of GAH on rat arthritis through mechanism of antiinflammation.

Metabolomic analyses of blood plasma after oral administration of D-glucosamine hydrochloride to dogs.[Pubmed:23015778]

Mar Drugs. 2012 Aug;10(8):1873-82.

D-Glucosamine hydrochloride (GlcNHCl) is an endogenous amino monosaccharide synthesized from glucose that is useful in the treatment of joint diseases in both humans and animals. The aim of this study was to examine amino acid metabolism in dogs after oral administration of GlcNHCl. Accelerated fumarate respiration and elevated plasma levels of lactic acid and alanine were observed after administration. These results suggest that oral administration of GlcNHCl induces anaerobic respiration and starvation in cells, and we hypothesize that these conditions promote cartilage regeneration. Further studies are required to evaluate the expression of transforming growth factor-beta (TGF-beta).

Description

Glucosamine hydrochloride (D-Glucosamine hydrochloride) is an amino sugar and a prominent precursor in the biochemical synthesis of glycosylated proteins and lipids, is used as a dietary supplement. Glucosamine hydrochloride also is a natural constituent of glycosaminoglycans in the cartilage matrix and synovial fluid, which when administered exogenously, exerts pharmacological effects on osteoarthritic cartilage and chondrocytes.

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