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Succinic anhydride Sale

(Synonyms: 丁二酸酐) 目录号 : GC38239

Succinic anhydride (SA, Succinyl Oxide, Butanedioic Anhydride) is a cyclic anhydride that can be used in the homogeneous chemical modification of cellulose and as a noncleavable ADC linker that reacts with other compound to link the prodrug to an amine or hydroxy 1 group of a targeting polypeptide.

Succinic anhydride Chemical Structure

Cas No.:108-30-5

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产品描述

Succinic anhydride (SA, Succinyl Oxide, Butanedioic Anhydride) is a cyclic anhydride that can be used in the homogeneous chemical modification of cellulose and as a noncleavable ADC linker that reacts with other compound to link the prodrug to an amine or hydroxy 1 group of a targeting polypeptide.

[1] C F Liu, et al. Carbohydr Res. 2007 May 21;342(7):919-26. [2] Dale Boger. WO2009064913A1.

Chemical Properties

Cas No. 108-30-5 SDF
别名 丁二酸酐
Canonical SMILES O=C(CC1)OC1=O
分子式 C4H4O3 分子量 100.07
溶解度 Soluble in DMSO 储存条件 Store at RT
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 9.993 mL 49.965 mL 99.93 mL
5 mM 1.9986 mL 9.993 mL 19.986 mL
10 mM 0.9993 mL 4.9965 mL 9.993 mL
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Research Update

A review on octenyl Succinic anhydride modified starch-based Pickering-emulsion: Instabilities and ingredients interactions

J Texture Stud 2022 Sep;53(5):581-600.PMID:35119704DOI:10.1111/jtxs.12663.

Pickering emulsions endow attractive features and a wide versatility in both food and nonfood fields. In the last decades, a noticeable interest has emerged toward the use of octenyl Succinic anhydride (OSA)-starch to improve the long-term stability in such systems. In this review, instabilities were pointed out, where a new kinetic equilibrium was observed in Pickering emulsions assigned to migration and size variations of particles. These features were monitored using rheological measurements to understand microstructure and droplets mobility. The elastic modulus (G'), the viscous modulus (G″), and tan(δ) values were attributed to the transition from solid to fluid and assigned to the instability of the formulation regardless of the type of the system configuration. The novelties in using OSA-modified starch, were also exposed. The chemical modification of starch decreased creaming for months. Interaction between OSA-modified starches and some ionic components (potassium, magnesium, and calcium) as well as hydrocolloids and proteins reduced creaming and coalescence due to dense interfacial film. Furthermore, the key parameters (oil fraction, fatty acids composition, oxidative stress oil polarity, and oil viscosity) that govern oil phase in Pickering emulsion, were analyzed. These parameters were found to be positively correlated to the stability of Pickering emulsions.

Recent advances of octenyl Succinic anhydride modified polysaccharides as wall materials for nano-encapsulation of hydrophobic bioactive compounds

J Sci Food Agric 2022 Nov;102(14):6183-6192.PMID:35532302DOI:10.1002/jsfa.11984.

Polysaccharides can be esterified with octenyl Succinic anhydride (OSA) to form derivatives with amphiphilic properties. The general preparation methods of OSA-polysaccharides are described, especially the aqueous method. The new hydrophobic groups introduced result in OSA-polysaccharides showing higher interfacial properties, better emulsifying stability, higher viscosity, and lower digestibility. There have been advances in the development of OSA-polysaccharides-based nano-encapsulation systems for hydrophobic bioactive compounds in recent years. Nano-encapsulation systems are formed through nanoemulsions, nanocapsules, nanoparticles, micelles, vesicles, molecular inclusion complexes, and so on. This review aims to describe the preparation methods, the structure characterizations, and the physicochemical properties of OSA-polysaccharides as encapsulating agents. In addition, the focus is on the different nano-encapsulation systems based on OSA-polysaccharides as wall materials. Future perspectives will concern OSA-polysaccharides-based nano-encapsulation systems with optimized functional properties for providing higher bioavailability and targeted delivery of various hydrophobic bioactive compounds. © 2022 Society of Chemical Industry.

Octenyl Succinic anhydride Modified Pearl Millet Starches: An Approach for Development of Films/Coatings

Polymers (Basel) 2022 Jun 17;14(12):2478.PMID:35746054DOI:10.3390/polym14122478.

Pearl millet starches were modified at pH 8.0 using 3.0% octenyl Succinic anhydride (OSA), and their pasting, rheological properties, and in vitro digestibility were analyzed. The degree of substitution (D.C.) of OSA-modified starches varied from 0.010 to 0.025. The amylose content decreased after modification, while the reverse was observed for swelling power. After OSA modification, the pasting viscosities (peak, trough, setback (cP)) of the modified starches increased compared to their native counterparts. G′ (storage modulus) and G″ (loss modulus) decreased significantly (p < 0.05) compared to their native counterparts during heating. Yield stress (σo), consistency (K), and flow behavior index (n) varied from 9.8 to 87.2 Pa, 30.4 to 91.0 Pa.s., and 0.25 to 0.47, respectively. For starch pastes, steady shear properties showed n < 1, indicating shear-thinning and pseudoplastic behavior. The readily digestible starch (RDS) and slowly digestible starch (SDS) contents decreased, while the resistant starch (R.S.) content increased. After OSA treatment, the solubility power of the starches increased; this property of OSA starches speeds up the biodegradability process for the films, and it helps to maintain a healthy environment.

Modification of proteins and polysaccharides using dodecenyl Succinic anhydride: Synthesis, properties and applications-A review

Int J Biol Macromol 2018 Feb;107(Pt B):2224-2233.PMID:29051094DOI:10.1016/j.ijbiomac.2017.10.099.

Proteins and polysaccharides are among the biopolymers produced by living organisms for their structural integrity, protection, physiological functions, or as reserve energy. These biopolymers are extracted from their natural matrices by humans to fulfil basic as well as convenience needs. The inquisitive human nature, ever-growing demands and resources at disposal have led to copious research in the field of biopolymer modifications. The availability of reactive sites on these biopolymers make them suitable substrates for esterification, etherification, oxidation, epoxidation, N-acylation, alkylation, etc. Dodecenyl Succinic anhydride (DDSA) is an esterifying agent that introduces a 12-carbon hydrophobic chain in the structure of the substrate containing suitable reactive sites. The use of DDSA as a modifying agent for biopolymers dates back to the mid-twentieth century. Even today, many biopolymers are explored for modification with DDSA for improved functionality. These modifications are aimed at catering the needs of the paint, pharmaceutical, cosmetic, food and textile industries. This review attempts to systematically compile reported research on the use of DDSA as a biopolymer modifying agent, the various reaction techniques, properties and applications thereof.

Structure and physicochemical properties of octenyl Succinic anhydride modified starches: a review

Carbohydr Polym 2013 Jan 30;92(1):905-20.PMID:23218383DOI:10.1016/j.carbpol.2012.09.040.

Starches modified with octenyl Succinic anhydride (OSA) have been used in a range of industrial applications, particularly as a food additive, for more than half a century. Interest in these products has grown in recent years as a result of new methods and applications becoming available. Due to a combination of OSA's hydrophobic and steric contribution and starch's peculiar highly branched macromolecular structure, these starch derivatives display useful stabilizing, encapsulating, interfacial, thermal, nutritional and rheological properties. We review the synthesis procedures, structural characterization methods and physico-chemical properties, and the influences of the botanical origins and structural parameters of OSA starches on physico-chemical properties. A better understanding of these features has the potential to lead to products with targeted macromolecular structures and optimized properties for specific applications.