Hyaluronic acid (HA) is a polysaccharide belonging to the class of glycosaminoglycans, involved in tissue repair processes and in their regeneration. It is a fundamental component of the extracellular matrix, which contributes to an optimal performance of the repair processes by providing the appropriate degree of hydration, which facilitates cell migration (1).
Hydrolyzed hyaluronic acid, is a more soluble version of hyaluronic acid of which it retains all the characteristics.
Industrially it is in the form of a white, water-soluble powder.
The most well-known application by the public is that of anti-aging, to reduce wrinkles and the signs of aging.
Hyaluronic acid is a natural component present in abundance in load-bearing joints of the human body (2), has the property of retaining skin moisture (3), has anti-inflammatory, antioxidant, and antibacterial effects for the treatment of periodontal diseases ( 4). However, the lubricating effect of hyaluronic acid is generally of short duration and the duration of its biological effects is not predictable (5).
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Hyaluronic acid studies
Appearance | White powder |
Boiling Point
| 1274.4±65.0°C at 760 mmHg
|
Flash Point
| 724.5±34.3°C
|
Density | 1.8±0.1 g/cm3
|
PSA | 399.71000
|
LogP | -6.62
|
Refraction Index | 1.666 |
Vapor Pressure
| 0.0±0.6 mmHg at 25°C
|
Storage | −20°C
|
FMolecular Formula C28H44N2O23
Molecular Weight 776.6
CAS 9004-61-9
UNII
EC Number
DSSTox Substance ID
IUPAC (2S,3S,4S,5R,6R)-6-[(2S,3R,5S,6R)-3-acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI=1S/C28H44N2O23/c1-5(33)29-9-18(11(35)7(3-31)47-25(9)46)49-28-17(41)15(39)20(22(53-28)24(44)45)51-26-10(30-6(2)34)19(12(36)8(4-32)48-26)50-27-16(40)13(37)14(38)21(52-27)23(42)43/h7-22,25-28,31-32,35-41,46H,3-4H2,1-2H3,(H,29,33)(H,30,34)(H,42,43)(H,44,45)/t7-,8-,9-,10-,11-,12-,13+,14+,15-,16-,17-,18?,19?,20+,21+,22+,25-,26+,27-,28-/m1/s1
InChl Key KIUKXJAPPMFGSW-MNSSHETKSA-N
SMILES CC(=O)NC1C(C(C(OC1O)CO)O)OC2C(C(C(C(O2)C(=O)O)OC3C(C(C(C(O3)CO)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)NC(=O)C)O)O
Synonyms
- (2S,3S,4S,5R,6R)-6-[(2S,3R,5S,6R)-3-acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- (2S,3S,4S,5R,6R)-6-[(2S,3R,5S,6R)-3-acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
- 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-
References_________________________
(1) Laliscia C, Delishaj D, Fabrini MG, Gonnelli A, Morganti R, Perrone F, Tana R, Paiar F, Gadducci A. Acute and late vaginal toxicity after adjuvant high-dose-rate vaginal brachytherapy in patients with intermediate risk endometrial cancer: is local therapy with hyaluronic acid of clinical benefit? J Contemp Brachytherapy. 2016 Dec;8(6):512-517. doi: 10.5114/jcb.2016.64511.
(2) Correia CR, Moreira-Teixeira LS, Moroni L, Reis RL, van Blitterswijk CA, Karperien M, Mano JF. Chitosan scaffolds containing hyaluronic acid for cartilage tissue engineering. Tissue Eng Part C Methods. 2011 Jul;17(7):717-30. doi: 10.1089/ten.tec.2010.0467.
(3) Kablik J, Monheit GD, Yu L, Chang G, Gershkovich J. Comparative physical properties of hyaluronic acid dermal fillers. Dermatol Surg. 2009 Feb;35 Suppl 1:302-12. doi: 10.1111/j.1524-4725.2008.01046.x.
(4) Jentsch H, Pomowski R, Kundt G, Göcke R. Treatment of gingivitis with hyaluronan. J Clin Periodontol. 2003 Feb;30(2):159-64. doi: 10.1034/j.1600-051x.2003.300203.x. .
(5) Huang YC, Huang KY, Yang BY, Ko CH, Huang HM. Fabrication of Novel Hydrogel with Berberine-Enriched Carboxymethylcellulose and Hyaluronic Acid as an Anti-Inflammatory Barrier Membrane. Biomed Res Int. 2016;2016:3640182. doi: 10.1155/2016/3640182.