Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | N-Hydroxysuccinimide | HCID 80170 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 66605186 | HCID 66605186 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 54037173 | HCID 54037173 | 650.6% |
Reaction Steps
In 115 mL of water/144 mL of dioxane was dissolved 1.0 g (2.5 mmol/disaccharide unit (a molar number as a disaccharide unit (hereinafter the same). In the following, this sodium hyaluronate is also referred to as HA.) of sodium hyaluronate having a weight average molecular weight of 900,000, then, 172 mg of N-hydroxysuccinimide (hereinafter also referred to as HOSu.)/5 mL of water, 143 mg of water-soluble carbodiimide hydrochloride (hereinafter also referred to as WSCI.HCl.)/5 mL of water, and 181 mg of aminopropyl cinnamate hydrochloride/5 mL of water were successively added, and then, the mixture was reacted under stirring for 3 hours and 30 minutes. Subsequently, 10 mL of 7.5% aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and after stirring for 2 hours and 50 minutes, 214 mg of acetic acid/2 mL of water was added to the mixture to neutralize the same, then, 1 g of sodium chloride was added thereto and the mixture was stirred. To the mixture was added 500 mL of ethanol to cause precipitation, and to the resulting precipitate was added 150 mL of ethanol to carry out decantation twice, the precipitate was washed twice with 95% ethanol, dried at 40° C. under reduced pressure overnight, to obtain 1.0 g of aminopropyl cinnamate-introduced HA (photo-reactive HA) as white solid. The degree of substitution of the cinnamic acid was 16.2%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354392B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-9671e801010840438e33267db233e06b |
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| Source note | uspto-grants-2013_01 |
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