L-丝氨酸
L-丝氨酸(L-Serine)
CAS: 56-45-1
化学式: C3H7NO3
性质
- 本品为白色结晶或结晶性粉末；无臭，味甜。在水中易溶(5%，25℃)，在乙醇、丙酮或乙醚中几乎不溶。在228℃分解。在高真空(0. 013Pa)、150℃能升华。
- 丝氨酸属非必需氨基酸，是一种生糖氨基酸。在体内可由D-甘油酸作前体合成。苏氨酸、甘氨酸可转化为丝氨酸，丝氨酸亦可转化为甘氨酸。在体内丝氨酸参与-SH基及-OH基的变换和嘌呤嘧啶和啉的生物合成，能转变为胆碱，成磷脂成分。有特殊润湿性。在丝胶蛋白质中含量丰富，蚕茧茧衣中含量为13. 64%。
制法
- 水解法
- 添加前体的发酵法
- 化学合成法(1)以羟基乙醛为原料生产(2)以乙烯基化合物为原料。
- 酶法 以化学合成的DL-丝氨酸的中间体DL-2-氧代I恶唑烷-4一羧酸(DL-OOC)为原料，使用睾丸酮假单胞菌生产的L-OOC水解酶或从枯草菌生产的OOC消旋酶作用，可生产丝氨酸。
用途
氨基酸类药。主要用于氨基酸输液，因有特殊润湿性，也用于雪花膏、化妆品中。
安全性
遮光，密闭保存。
| 中文名 | L-丝氨酸 |
| 英文名 | L-Serine |
| 别名 | 丝氨酸 L-丝氨酸 beta-羟基丙氨酸 L-2-氨基-3-羟基丙酸 (S)-2-氨基-3-羟基丙酸 L-丝氨酸 (S)-2 -氨基-3羟基丙酸 L-蚕丝氨基酸,L-2-氨基-3-羟基丙酸,L-Β-羟基丙氨酸 |
| 英文别名 | Ser Serine L-Serine H-Ser-OH L-(+)-SERINE L-(-)-SERINE 3-Hydroxy-alanine L-Serine, USP Grade 8-HYDROXY-L-ALANINE 2-Amion-3-hydroxypropionicacid L-2-Amino-3-hydroxypropionic acid (s)-2-amino-3-hydroxypropanoicacid (S)-2-Amino-3-hydroxypropionic acid (S)-2-Amino-3-hydroxypropanoic acid alpha-amino-beta-hydroxypropionicacid alpha-Amino-beta-hydroxypropionic acid Propanoic acid, 2-amino-3-hydroxy-, (S)- |
| CAS | 56-45-1 |
| EINECS | 200-274-3 |
| 化学式 | C3H7NO3 |
| 分子量 | 105.09 |
| InChI | InChI=1/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 |
| InChIKey | MTCFGRXMJLQNBG-REOHCLBHSA-N |
| 密度 | 1.6 |
| 熔点 | 222 °C (dec.) (lit.) |
| 沸点 | 197.09°C (rough estimate) |
| 比旋光度 | 15.2 º (c=10, 2N HCl) |
| 闪点 | 150°C |
| 水溶性 | 250 g/L (20 ºC) |
| 溶解度 | H2O: 50 mg/mL |
| 折射率 | 1.4368 (estimate) |
| 酸度系数 | 2.19(at 25℃) |
| PH值 | 5-6 (100g/l, H2O, 20℃) |
| 存储条件 | 2-8°C |
| 稳定性 | 稳定。与强氧化剂不相容。 |
| 外观 | 粉末 |
| 颜色 | White |
| 最大波长(λmax) | λ: 260 nm Amax: 0.05λ: 280 nm Amax: 0.05 |
| Merck | 14,8460 |
| BRN | 1721404 |
| 物化性质 | 六面形片状结晶或棱柱形晶体。 溶于水（20℃，25g/100ml水）。 |
| MDL号 | MFCD00064224 |
| 危险品标志 | Xi - 刺激性物品 |
| 风险术语 | 36/37/38 - 刺激眼睛、呼吸系统和皮肤。 |
| 安全术语 | S24/25 - 避免与皮肤和眼睛接触。 S36 - 穿戴适当的防护服。 S26 - 不慎与眼睛接触后，请立即用大量清水冲洗并征求医生意见。 |
| WGK Germany | 3 |
| RTECS | VT8100000 |
| FLUKA BRAND F CODES | 3 |
| TSCA | Yes |
| 海关编号 | 29225000 |
| 上游原料 | 甲酸乙酯 蛋白质 聚氯乙烯 纯水 阴离子交换树脂 DL-丝氨酸 酰化氨基酸水解酶 马尿酸乙酯 |
| 下游产品 | L-SERINE METHYL ESTER |
| 参考资料 展开查看 | 1. 谈梦霞, 陈佳丽, 邹立思,等. 麦冬与山麦冬中多元指标成分的比较分析[J]. 中国中药杂志, 2018, 43(20). 2. 谈梦霞, 陈佳丽, 邹立思,等. 不同贮藏条件对麦冬药材质量的影响[J]. 中药材, 2018(11). 3. 侯丽娟 严超 齐晓茹 王颉. 不同品种红枣酿制枣酒的香气差异性研究[J]. 食品工业 2017(5):208-212. 4. 李婉斯, 李婷, 陆春怡,等. 基于HPLC指纹图谱及聚类分析评价市售阿胶的质量[J]. 上海中医药大学学报, 2017, 031(006):91-96. 5. 马桂芝,陈雪珊,蒋思思,段霞.柱前衍生HPLC-UV法测定类风湿性关节炎大鼠尿样中16种氨基酸含量[J].新疆医科大学学报,2018,41(08):1001-1005. 6. 陈思, 郜玉钢, 臧埔,等. 鹿角脱盘及其5种提取部位21种氨基酸含量对比分析[J]. 药物分析杂志, 2017(10):1851-1857. 7. 严超, 侯丽娟, 齐晓茹,等. 红枣白兰地发酵过程中酒醅氨基酸和有机酸的变化分析[J]. 食品工业科技, 2017, 38(014):121-125. 8. 祝洪艳, 张荻, 张力娜,等. 柱前衍生化HPLC法检测紫苏子和紫苏叶中氨基酸的含量[J]. 药物分析杂志, 2017(10):1858-1864. 9. 张丛. 内源性鞘氨醇类代谢物对大鼠视网膜微血管内皮细胞损伤作用研究[D].北京中医药大学,2020. 10. 黄亚明. 克氏原螯虾高温劣变机理及质构保护研究[D].湖北工业大学,2020. 11. Wang, Chengcheng, et al. "Distribution patterns for metabolites in medicinal parts of wild and cultivated licorice." Journal of pharmaceutical and biomedical analysis 161 (2018): 464-473.https://doi.org/10.1016/j.jpba.2018.09.004 12. Niu, Fushuang, et al. "Controllable electrochemical/electroanalytical approach to generate nitrogen-doped carbon quantum dots from varied amino acids: pinpointing the utmost quantum yield and the versatile photoluminescent and electrochemiluminescent appli 13. Li, Suhong, et al. "Mechanisms of high concentration valine-mediated inhibition of peach tree shoot growth." Frontiers in Plant Science 11 (2020).https://dx.doi.org/10.3389%2Ffpls.2020.603067 14. Zhao, Zheng, et al. "Cholinium amino acids-glycerol mixtures: New class of solvents for pretreating wheat straw to facilitate enzymatic hydrolysis." Bioresource technology 245 (2017): 625-632.https://doi.org/10.1016/j.biortech.2017.08.209 15. Zhongqian Song, Fengyu Quan, Yuanhong Xu, Mengli Liu, Liang Cui, Jingquan Liu, Multifunctional N,S co-doped carbon quantum dots with pH- and thermo-dependent switchable fluorescent properties and highly selective detection of glutathione, Carbon, Volume 10 16. [IF=9.594] Zhongqian Song et al."Multifunctional N,S co-doped carbon quantum dots with pH- and thermo-dependent switchable fluorescent properties and highly selective detection of glutathione."Carbon. 2016 Aug;104:169 17. [IF=9.594] Fushuang Niu et al."Electrochemically generated green-fluorescent N-doped carbon quantum dots for facile monitoring alkaline phosphatase activity based on the Fe3+-mediating ON-OFF-ON-OFF fluorescence principle."Carbon. 2018 Feb;127:340 18. [IF=7.46] Xiaokui Huo et al."A highly selective ratiometric fluorescent probe for real-time imaging of β-glucuronidase in living cells and zebrafish."Sensor Actuat B-Chem. 2018 Jun;262:508 19. [IF=6.079] Tian Luo et al."Determination of underivatized amino acids to evaluate quality of beer by capillary electrophoresis with online sweeping technique."J Food Drug Anal. 2017 Oct;25:789 20. [IF=4.952] Fengfeng Qu et al."Effect of different drying methods on the sensory quality and chemical components of black tea."Lwt Food Sci Technol. 2019 Jan;99:112 21. [IF=4.411] Cuihua Chen et al."Quality Evaluation of Apocyni Veneti Folium from Different Habitats and Commercial Herbs Based on Simultaneous Determination of Multiple Bioactive Constituents Combined with Multivariate Statistical Analysis."Molecules. 2018 Mar;23(3):5 22. [IF=4.411] Yujiao Hua et al."Quality Evaluation of Pseudostellariae Radix Based on Simultaneous Determination of Multiple Bioactive Components Combined with Grey Relational Analysis."Molecules. 2017 Jan;22(1):13 23. [IF=4.098] Chunlin Li et al."Rapid and non-destructive discrimination of special-grade flat green tea using Near-infrared spectroscopy."Spectrochim Acta A. 2019 Jan;206:254 24. [IF=3.535] Tian Luo et al."Establishing a sensitive capillary electrophoresis-UV method for direct determination of amino acids to evaluate vinegar quality."Electrophoresis. 2018 Jun;39(11):1410-1416 25. [IF=2.896] Jing Ke et al."Development of a gradient micellar liquid chromatographic method eluting from micellar mode to high submicellar mode for the rapid separation of free amino acids."Anal Methods-Uk. 2017 Mar;9(11):1762-1770 26. [IF=2.896] Ya-yun Chen et al."Determination of free amino acids and nucleosides and nucleobases in Annona squamosa L. fruitages from different regions in China by LC-QTRAP-MS/MS."Anal Methods-Uk. 2017 Jun;9(25):3862-3869 27. [IF=2.727] Tian Luo et al."Quality assessment of soy sauce using underivatized amino acids by capillary electrophoresis."International Journal Of Food Properties. 2018 Jan 08 28. [IF=1.913] Xie Yunfei et al."Rapid Determination of Amino Acids in Beer, Red Wine, and Donkey-Hide Gelatin by Gradient Elution of HPLC: From Micellar Liquid Chromatography to High Submicellar Liquid Chromatography."J Aoac Int. 2018 Jan;101(1):249-255 29. [IF=11.413] Zhenhao Tian et al."A NIR fluorescent probe for Vanin-1 and its applications in imaging, kidney injury diagnosis, and the development of inhibitor."Acta Pharm Sin B. 2021 Jun;: 30. [IF=7.79] Ye Lu et al."Enhancing hydrogel-based long-lasting chemiluminescence by a platinum-metal organic framework and its application in array detection of pesticides and D-amino acids."Nanoscale. 2020 Feb;12(8):4959-4967 31. [IF=6.986] Xiangge Tian et al."Visual High-Throughput Screening for Developing a Fatty Acid Amide Hydrolase Natural Inhibitor Based on an Enzyme-Activated Fluorescent Probe."Anal Chem. 2020;92(14):9493–9500 32. [IF=6.785] Xiangge Tian et al."Endoplasmic Reticulum Targeting Ratiometric Fluorescent Probe for Carboxylesterase 2 Detection in Drug-Induced Acute Liver Injury."Anal Chem. 2019;91(24):15840–15845 33. [IF=6.057] Chenglong Sun et al."1,1′-binaphthyl-2,2′-diamine as a novel MALDI matrix to enhance the in situ imaging of metabolic heterogeneity in lung cancer."Talanta. 2020 Mar;209:120557 34. [IF=5.753] Suhong Li et al."Mechanisms of High Concentration Valine-Mediated Inhibition of Peach Tree Shoot Growth."Front Plant Sci. 2020; 11: 603067 35. [IF=5.537] Yurong Ma et al."Pre-cut NaCl solution treatment effectively inhibited the browning of fresh-cut potato by influencing polyphenol oxidase activity and several free amino acids contents."Postharvest Biol Tec. 2021 Aug;178:111543 36. [IF=4.952] Huan Zhang et al."Label-free quantification proteomics reveals the active peptides from protein degradation during anaerobic fermentation of tea."Lwt Food Sci Technol. 2021 Oct;150:111950 37. [IF=4.821] Peng Wan et al."Analysis of aroma-active compounds in bighead carp head soup and their influence on umami of a model soup."Microchem J. 2021 Sep;168:106436 38. [IF=4.556] Dandan Zhao et al."Physico-chemical properties and free amino acids profiles of six wolfberry cultivars in Zhongning."J Food Compos Anal. 2020 May;88:103460 39. [IF=4.411] Mengxia Tan et al."Quality Evaluation of Ophiopogonis Radix from Two Different Producing Areas."Molecules. 2019 Jan;24(18):3220 40. [IF=4.411] Shengxin Yin et al."Comparison of Multiple Bioactive Constituents in the Corolla and Other Parts of Abelmoschus manihot."Molecules. 2021 Jan;26(7):1864 41. [IF=4.379] Feng Lin et al."Chemical profile changes during pile fermentation of Qingzhuan tea affect inhibition of α-amylase and lipase."Sci Rep-Uk. 2020 Feb;10(1):1-10 42. [IF=4.35] Xiaomei Dai et al."1-Methylcyclopropene Preserves the Quality of Chive (Allium schoenoprasum L.) by Enhancing Its Antioxidant Capacities and Organosulfur Profile during Storage."Foods. 2021 Aug;10(8):1792 43. [IF=4.204] Zhu Mingyue et al."A highly selective fluorescent probe for real-time imaging of UDP-glucuronosyltransferase 1A8 in living cells and tissues."Frontiers of Chemical Science and Engineering. 2021 Jun 29 44. [IF=4.098] Chunlin Li et al."Discrimination of white teas produced from fresh leaves with different maturity by near-infrared spectroscopy."Spectrochim Acta A. 2020 Feb;227:117697 45. [IF=3.361] Furong Wang et al."Effect of free amino acids and peptide hydrolysates from sunflower seed protein on the formation of pyrazines under different heating conditions."Rsc Adv. 2021 Aug;11(45):27772-27781 46. [IF=2.097] Ke Jing et al."Isocratic micellar liquid chromatography using mixed anionic and non-ionic surfactants as mobile phase additives for separation of 17 free amino acids."Chem Pap. 2019 Oct;73(10):2417-2426 47. [IF=1.618] Wang Shengnan et al."Simultaneous Determination of Iridoid Glycosides, Phenylpropanoid Glycosides, Organic Acids, Nucleosides and Amino Acids in Scrophulariae Radix Processed by Different Processing Methods by HPLC-QTRAP-MS/MS."J Chromatogr Sci. 2021 Jun; 48. [IF=4.242] Hang Yang et al."Dietary leucine requirement of juvenile largemouth bass (Micropterus salmoides) based on growth, nutrient utilization and growth-related gene analyses."Aquaculture. 2022 Jun;555:738207 49. [IF=4.35] Jie Cao et al."Using RSM for Optimum of Optimum Production of Peptides from Edible Bird’s Nest By-Product and Characterization of Its Antioxidant’s Properties."Foods. 2022 Jan;11(6):859 50. [IF=6.576] Jie Yang et al."Fermentation and Storage Characteristics of “Fuji” Apple Juice Using Lactobacillus acidophilus, Lactobacillus casei and Lactobacillus plantarum: Microbial Growth, Metabolism of Bioactives and in vitro Bioactivities."Front Nutr. 2022; 9: 83 51. [IF=0.886] Wu W. et al."Biosynthesis of Novel Naphthoquinone Derivatives in the Commonly-used Chassis Cells Saccharomyces cerevisiae and Escherichia coli."Appl Biochem Micro+. 2021 Dec;57(1):S11-S26 52. [IF=4.411] Nan Wu et al."Quality Evaluation of Taxilli Herba from Different Hosts Based on Simultaneous Determination of Multiple Bioactive Constituents Combined with Multivariate Statistical Analysis."Molecules. 2021 Jan;26(24):7490 53. [IF=3.463] Xiaomei Dai et al."S-alk(en)ylcysteine sulfoxides biosynthesis and free amino acids profile in different parts of postharvest chive (Allium schoenoprasum L.)."SCIENTIA HORTICULTURAE. 2022 Sep;303:111191 |
L-丝氨酸 - 性质
可信数据
- 本品为白色结晶或结晶性粉末；无臭，味甜。在水中易溶(5%，25℃)，在乙醇、丙酮或乙醚中几乎不溶。在228℃分解。在高真空(0. 013Pa)、150℃能升华。
- 丝氨酸属非必需氨基酸，是一种生糖氨基酸。在体内可由D-甘油酸作前体合成。苏氨酸、甘氨酸可转化为丝氨酸，丝氨酸亦可转化为甘氨酸。在体内丝氨酸参与-SH基及-OH基的变换和嘌呤嘧啶和啉的生物合成，能转变为胆碱，成磷脂成分。有特殊润湿性。在丝胶蛋白质中含量丰富，蚕茧茧衣中含量为13. 64%。
最后更新：2024-01-02 23:10:35
L-丝氨酸 - 制法
可信数据
- 水解法
- 添加前体的发酵法
- 化学合成法(1)以羟基乙醛为原料生产(2)以乙烯基化合物为原料。
- 酶法 以化学合成的DL-丝氨酸的中间体DL-2-氧代I恶唑烷-4一羧酸(DL-OOC)为原料，使用睾丸酮假单胞菌生产的L-OOC水解酶或从枯草菌生产的OOC消旋酶作用，可生产丝氨酸。
最后更新：2022-01-01 11:10:01
L-丝氨酸 - 用途
可信数据
氨基酸类药。主要用于氨基酸输液，因有特殊润湿性，也用于雪花膏、化妆品中。
最后更新：2022-01-01 11:10:01
L-丝氨酸 - 安全性
可信数据
遮光，密闭保存。
最后更新：2022-01-01 11:10:01
L-丝氨酸 - 简介
L-丝氨酸是一种天然的氨基酸，是生物体内蛋白质合成的重要组成部分。
L-丝氨酸具有以下性质：
外观：无色结晶体或白色结晶粉末；
可溶性：可溶于水，微溶于醇，几乎不溶于乙醚和醚类溶剂；
味道：具有微甜味。
L-丝氨酸在生物学中发挥着重要的作用，例如：
蛋白质合成：作为氨基酸的一种，L-丝氨酸是合成蛋白质的重要组成部分，参与细胞的生长、修复和代谢过程；
L-丝氨酸可以通过合成和提取两种方法制得：
合成方法：L-丝氨酸可以通过合成反应合成，常见的合成方法包括化学合成和酶催化法等；
提取方法：L-丝氨酸也可以从天然材料中提取得到，如通过发酵过程从细菌、真菌或植物中提取。
安全信息：L-丝氨酸是人体必需的氨基酸，通常被认为是安全的。过量摄取可能会导致一些副作用，如胃肠不适和过敏反应。对于严重的过敏体质者，接触L-丝氨酸可能引发过敏反应。
L-丝氨酸具有以下性质：
外观：无色结晶体或白色结晶粉末；
可溶性：可溶于水，微溶于醇，几乎不溶于乙醚和醚类溶剂；
味道：具有微甜味。
L-丝氨酸在生物学中发挥着重要的作用，例如：
蛋白质合成：作为氨基酸的一种，L-丝氨酸是合成蛋白质的重要组成部分，参与细胞的生长、修复和代谢过程；
L-丝氨酸可以通过合成和提取两种方法制得：
合成方法：L-丝氨酸可以通过合成反应合成，常见的合成方法包括化学合成和酶催化法等；
提取方法：L-丝氨酸也可以从天然材料中提取得到，如通过发酵过程从细菌、真菌或植物中提取。
安全信息：L-丝氨酸是人体必需的氨基酸，通常被认为是安全的。过量摄取可能会导致一些副作用，如胃肠不适和过敏反应。对于严重的过敏体质者，接触L-丝氨酸可能引发过敏反应。
最后更新：2024-04-09 20:13:35
供应商列表
现货供应
产品名: 甘氨酸杂质7（甘氨酸EP杂质G） 去供应商网站查看 询盘CAS: 56-45-1
产地: 中国-STD
包装: 支
规格: 10mg，25mg，50mg，100mg
价格: 电询
库存: 现货
电话: 0714-3999186
手机: 15671228036
电子邮件: 2853786052@qq.com
QQ: 2853786052
微信: 15671228036
产品描述: 51207G
现货供应
产品名: 甘氨酸杂质7（甘氨酸EP杂质G） 去供应商网站查看 询盘CAS: 56-45-1
产地: 中国-STD
包装: 支
规格: 10mg，25mg，50mg，100mg
价格: 电询
库存: 现货
电话: 0714-3999186
手机: 15671228036
电子邮件: 2853786052@qq.com
QQ: 2853786052
微信: 15671228036
产品描述: 51207G
L-丝氨酸的上游原料
L-丝氨酸的下游产品
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