Hyaluronic acid

Names

[ Name ]:
Hyaluronic acid

[Synonym ]:
(4ξ)-α-D-xylo-hexopyranuronosyl-(1->;3)-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1->4)-(5ξ)-β-D-xylo-hexopyranuronosyl-(1->;3)-2-(acetylamino)-2-deoxy-D-glucopyranose
(4ξ)-α-D-xylo-Hexopyranuronosyl-(1->;3)-2-acetamido-2-deoxy-β-D-allopyranosyl-(1->4)-(5ξ)-β-D-xylo-hexopyranuronosyl-(1->3)-2-acetamido-2-deoxy-D-glucopyranose
Hyaluronic Acid Sodium Salt
MFCD00131348
D-Glucopyranose, O(4ξ)-α-D-xylo-hexopyranuronosyl-(1->3)-O-2-(acetylamino)-2-deoxy-β-D-allopyranosyl-(1->4)-O(5ξ)-β-D-xylo-hexopyranuronosyl-(1->3)-2-(acetylamino)-2-deoxy-
D-glucopyranose, O(4ξ)-α-D-xylo-hexopyranuronosyl-(1->3)-O-2-(acetylamino)-2-deoxy-β-D-glucopyranosyl-(1->4)-O(5ξ)-β-D-xylo-hexopyranuronosyl-(1->3)-2-(acetylamino)-2-deoxy-
EINECS 232-678-0

Biological Activity

[Description]:

Hyaluronic acid is a biopolymer composed of repeating units of disaccharides with various applications.

[Related Catalog]:

Research Areas >> Cancer

Natural Products >> Saccharides and Glycosides

[Target]

Human Endogenous Metabolite

[In Vitro]

Hyaluronic acid (HA) is widely used in aesthetic medicine due to its binding ability with a large number of water molecules. It improves tissue hydration and their resistance to mechanical damage. HA plays an important role in wound healing, ovulation, fertilization, signal transduction, and tumor physiology. HA is used in joint diseases such as osteoarthritis or rheumatoid arthritis. HA of a high molecular mass reduces the chemotaxis and migration of inflammatory cells which acts as a good barrier to the inflammatory process and protects against the effects of free radicals. HA is used in ophthalmology due to its lubricating properties for the corneal endothelium, and improves tissue hydration and cellular resistance to mechanical damage in aesthetic dermatology, and has marginal adverse effects. Several trials indicate its role in tumor markers, liver diseases, and in pharmaceuticals[1]. Hyaluronan plays an important role in cancer growth and metastasis. HA and HA fragment-tumor cell interaction could activate the downstream signaling pathways, promoting cell proliferation, adhesion, migration and invasion, and inducing angiogenesis, lymphangiogenesis, epithelial-mesenchymal transition, stem cell-like property, and chemoradioresistance in digestive cancers[2].

[In Vivo]

The impact of applied intra-articular HA has been proven in many studies in animals. Studies on HA have shown that it promotes the synthesis of cartilage matrix, prevents its degradation, reduces inflammation, stimulates the synthesis of endogenous HA, and improves the resilience and moisture of cartilage [1]. High molecular size HA preparations, applied topically, promote healing of fresh skin wounds. They also promote the healing of venous leg ulcers and are useful in the management of chronic wounds[3].

[References]

[1]. Salwowska NM, et al. Physiochemical properties and application of hyaluronic acid: a systematic review. J Cosmet Dermatol. 2016 Dec;15(4):520-526.

[2]. Wu RL, et al. Hyaluronic acid in digestive cancers. J Cancer Res Clin Oncol. 2017 Jan;143(1):1-16.

[3]. Kogan G, et al. Hyaluronic acid: a natural biopolymer with a broad range of biomedical and industrial applications. Biotechnol Lett. 2007 Jan;29(1):17-25.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.8±0.1 g/cm3

[ Boiling Point ]:
1274.4±65.0 °C at 760 mmHg

[ Molecular Formula ]:
(C₁₄H₂₁NO₁₁)n

[ Molecular Weight ]:
379.32 (monomer)

[ Flash Point ]:
724.5±34.3 °C

[ PSA ]:
399.71000

[ LogP ]:
-6.62

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.666

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: 5 mg/mL, clear, colorless | Soluble in water.

Safety Information

[ Hazard Codes ]:
B

[ Safety Phrases ]:
22-24/25

[ WGK Germany ]:
3

[ RTECS ]:
MT7250000

[ HS Code ]:
3004909090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 3004909090

Related Compounds

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