Sucrose octaacetate
(Synonyms: 蔗糖八乙酸酯) 目录号 : GC38851
Sucrose octaacetate 是蔗糖的乙酰化衍生物，具有强烈的苦味，可用作苦味替代品。Sucrose octaacetate 可用作食品添加剂，还可用作粘合剂和增塑剂。Sucrose octaacetate 还用于许多农药，杀虫剂和其他有毒产品中，以防止意外中毒。Sucrose octaacetate 也可用作软模板，以合成聚苯胺 (PANI) 纳米纤维。
Cas No.:126-14-7
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Sucrose octaacetate is an acetylated derivative of sucrose with an intensely bitter tasting and can be used as bitter tasting surrogate. Sucrose octaacetate can be used as food additive and also used as an adhesive and plasticizer. Sucrose octaacetate also used in many pesticides, insecticides, and other toxic products as a deterrent to accidental poisoning. Sucrose octaacetate can also be used as an in situ seed and a soft template to synthesize polyaniline (PANI) nanofibers[1][2][3].
Sucrose octaacetate is nontoxic and has a number of uses based on its bitter taste. For example, sugar is rendered too bitter is eat at a concentration of 0.06% (w/w) Sucrose octaacetate. Sucrose octaacetate can form 255 different possible isomers and degradation products, all of which have a very low molar absorptivity[1]. Polyaniline (PANI) nanofibers and nanorods are obtained using 2 and 3 g Sucrose octaacetate, respectively. The nanostructures containing irregular-shaped agglomerates, such as particulate particles and scaffolds are observed with increasing the concentrations of Sucrose octaacetate. The presence of Sucrose octaacetate during polymerization could only induce a change in morphology, but could not influence the molecular structure of the resulting PANI. Compared with those derived with 1, 3, and 4 g Sucrose octaacetate, the polymerized PANI from 2 g Sucrose octaacetate possesses higher thermal stability and electrical conductivity due to its higher crystallinity and highly ordered structure[3].
No recombination has been found between Sucrose octaacetate-avoidance phenotype and PRP haplotype in any mouse population. Soa and Prp, therefore, are either very near each other or identical. To assess the latter possibility, two type-A, proline-rich protein genes (MP2 and M14), situated approximately 30 kb apart at the Prp locus, are separately transferred from a Sucrose octaacetate-taster inbred strain (SWR) to a Sucrose octaacetate-nontaster inbred strain (FVB). Five MP2-transgenic mice and seven M14-transgenic mice are insensitive to 1 mM Sucrose octaacetate in two-bottle tests, thus retaining the nontaster FVB phenotype. Expression of mRNAs for both type-A Prp genes alone or together do not enhance SOA taste sensitivity in nontaster mice[2].
[1]. William CraigStagner, et al. Chapter Five - Sucrose octaacetate. Profiles of Drug Substances, Excipients and Related Methodology. Volume 44, 2019, Pages 267-291. [2]. Harder DB, et al. Sucrose octaacetate avoidance in nontaster mice is not enhanced by two type-A Prp transgenes from taster mice. Chem Senses. 2000 Feb;25(1):39-45. [3]. HuaQiu, et al. Synthesis of polyaniline nanostructures via soft template of sucrose octaacetate. Synthetic Metals.Volume 160, Issues 11-12, June 2010, Pages 1179-1183.
| Cas No. | 126-14-7 | SDF | |
| 别名 | 蔗糖八乙酸酯 | ||
| Canonical SMILES | O=C(C)OC[C@H]([C@H]([C@@H]1OC(C)=O)OC(C)=O)O[C@@]1(COC(C)=O)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)COC(C)=O)OC(C)=O)OC(C)=O)OC(C)=O | ||
| 分子式 | C28H38O19 | 分子量 | 678.59 |
| 溶解度 | DMSO: ≥ 250 mg/mL (368.41 mM) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 1.4736 mL | 7.3682 mL | 14.7364 mL |
| 5 mM | 0.2947 mL | 1.4736 mL | 2.9473 mL |
| 10 mM | 0.1474 mL | 0.7368 mL | 1.4736 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Sucrose octaacetate
Profiles Drug Subst Excip Relat Methodol 2019;44:267-291.PMID:31029220DOI:10.1016/bs.podrm.2019.02.002.
Sucrose octaacetate (SOA) is a United States National Formulary (NF) monograph compendial material (U.S. Pharmacopeia, 2008), and, as shown in Fig. 1, has eight acetate groups attached to a sucrose moiety. It is a natural product that has been extracted from the seeds of Annona cornifolia (Lima et al., 2011). It is nontoxic (Sigma-Aldrich, 2016) and has a number of uses based on its bitter taste. For example, sugar is rendered too bitter is eat at a concentration of 0.06% (w/w) SOA (Mann et al., 1992). SOA can form 255 different possible isomers and degradation products, all of which have a very low molar absorptivity. Its ultraviolet molar absorptivity at 210nm has been reported to be 439 absorption units/cm/M in water and 442 absorption units/cm/M in 30:70 acetonitrile-water.
Sucrose octaacetate Chemical Kinetics and Shelf Lives at Various Formulation pHs
AAPS PharmSciTech 2018 Jan;19(1):176-183.PMID:28646247DOI:10.1208/s12249-017-0829-7.
Developing pediatric friendly dosage forms is a high priority worldwide. Sucrose octaacetate (SOA) has been recommended for use as a surrogate for bitter tasting active pharmaceutical ingredients. Even though SOA has found a number of human use applications and has been employed for decades, there are no rigorous chemical kinetic studies reported. A recently reported SOA stability-indicating method was used to perform SOA chemical kinetic and stability studies. As part of the chemical kinetic study, reaction order, activation energies, extrapolated rate constants, pH-rate profiles at 4 and 25°C, and estimated shelf lives at 4 and 25°C at different buffer pHs are provided. The estimated SOA shelf lives at 25°C and pHs 4.00, 5.20, and 6.00 were 25.3, 114, and 27.4 days, respectively. At 4°C, SOA's estimated shelf lives were 0.478, 5.26, and 1.47 years at pHs 4.00, 5.20, and 6.00, respectively. SOA can be formulated at pHs 4 to 6 and stored at 25°C for short-duration (less than 25 days) uses such as a bitter tasting surrogate for fundamental taste mechanism studies or brief taste masking assessment clinical studies. For longer term solution studies, like being used as a bitter tasting control for blinded clinical trials, SOA should be formulated at the optimum pH of 5.40 and refrigerated at 4°C for maximum stability. The reported data can be used as a starting point for developing stable SOA formulations and estimating shelf life.
Enzymatic synthesis of Sucrose octaacetate using a novel alkaline protease
Biotechnol Lett 2011 Mar;33(3):607-10.PMID:21072559DOI:10.1007/s10529-010-0468-5.
Acylation of 0.5 g sucrose with 1.2 ml acetic anhydride was carried out in 2 ml two-solvent medium of anhydrous pyridine/n-hexane (1:1, v/v) using 0.2 g crude protease from Serratia sp. Sucrose octaacetate was the sole product and more than 90% sucrose was converted in 24 h at 30°C. The purity of Sucrose octaacetate reached 100%, via a simple purification method of alcohol/water washing and centrifugation.
Sucrose octaacetate-taster mice have more vallate taste buds than non-tasters
Neurosci Lett 1989 May 22;100(1-3):271-5.PMID:2761777DOI:10.1016/0304-3940(89)90697-6.
Taste buds were counted in two strains of mice which have been characterized in terms of their taste avoidance of the bitter-tasting substance, Sucrose octaacetate (SOA). One strain (SWR/J) avoids SOA and is referred to as "taster' while the other strain (C57BL/6J) does not avoid SOA at the same concentration and is termed "non-taster'. The taster-strain contains a significantly greater number of taste buds in its vallate papillae than the non-tasters do. The relative number of taste buds which individual mice and humans possess probably contributes to the relative differences in their sensitivity and preference behaviors.
Statistical Optimization of Evaporative Light Scattering Detection for Molten Sucrose octaacetate and Comparison With Ultraviolet Diode Array Detection Validation Parameters Using Tandem HPLC Ultraviolet Diode Array Detection/Evaporative Light Scattering Detection-Specific Stability-Indicating Method
J Pharm Sci 2016 Dec;105(12):3603-3610.PMID:27793345DOI:10.1016/j.xphs.2016.08.030.
A Sucrose octaacetate (SOA) gradient HPLC evaporative light scattering detection (ELSD) and low-wavelength UV-diode array detection (UV-DAD)-specific stability-indicating method development and validation comparison is reported. A central composite response surface design and multicriteria optimization was used to maximize molten SOA area-under-the-curve response and signal-to-noise ratio. The ELSD data were also analyzed using multivariate principal component analysis, analysis of variance, and standard least squares effects modeling. The method suitability and validation parameters of both methods were compared. To the authors' knowledge, this is the first report that validates an ELSD method using a molten analyte. SOA exhibited a low molar absorptivity of 439 absorption units/cm/M in water at 210 nm requiring low-wavelength UV-DAD detection. The low-wavelength UV-DAD method provided substantially better intraday and interday precision, intraday and interday goodness-of-fit, detection limit, and quantitation limit than ELSD. ELSD exhibited a 60-fold greater area-under-the-curve response, better resolution, and 58% more theoretical plates. On balance, the UV-DAD method was chosen for SOA chemical kinetic studies. This study illustrates that ELSD may not always be the best alternative to gradient HPLC low-wavelength UV detection.