(S)-2-氨基-3-巯基丙酸
L-半胱氨酸(L(+)-Cysteine)
CAS: 52-90-4;4371-52-2
化学式: C3H7NO2S
| 中文名 | L-半胱氨酸 |
| 英文名 | L(+)-Cysteine |
| 别名 | L-半胱氨酸 L-巯基丙氨酸 (S)-2-氨基-3-巯基丙酸 |
| 英文别名 | L-Cys Zistein H-Cys-OH CYSTEINE NSC 8746 L-Cysteine Cysteine, L- L(+)-Cysteine L-(+)-Cysteine L-Cysteine Base (S)-(-)-Cysteine L-Alanine, 3-mercapto- L-beta-mercaptoalanine L-Cysteine Free Base Crystalline (+)-2-Amino-3-mercaptopropionic acid |
| CAS | 52-90-4 4371-52-2 |
| EINECS | 200-158-2 |
| 化学式 | C3H7NO2S |
| InChI | InChI=1/C3H7NO2S/c4-2(1-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 |
| 熔点 | 220℃ |
| 沸点 | 293.9 °C at 760 mmHg |
| 比旋光度 | 8.75 º(C=12, 2N HCL) |
| 水溶性 | 280 g/L (25℃) |
| 存储条件 | 2-8℃ |
| 敏感性 | Sensitive to light |
| 外观 | 白色结晶性粉末 |
| 物化性质 | 双晶单斜或正交结晶，熔点 178℃，[α]+26.5（mol/L盐酸），具亚胺味道，在中性或微碱性溶液中易被空气氧化成胱氨酸，酸性环境下较稳定，易溶于水、乙醇、乙酸，不溶于乙醚、丙酮、乙酸乙酯、苯、二硫化碳及四氯化碳。 |
| 产品用途 | 用于治疗湿疹、荨麻疹、雀斑等皮肤病，其系列产品广泛用于医药、食品和化妆品工业 |
| MDL号 | MFCD00064306 |
| 危险品标志 | Xn - 有害物品 |
| 风险术语 | R22 - 吞食有害。 R36/37/38 - 刺激眼睛、呼吸系统和皮肤。 |
| 安全术语 | 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。 S37/39 - 戴适当的手套和护目镜或面具。 |
| 参考资料 展开查看 | 1. 李晓娇 何忠梅 郑京玉 等. GC-MS、RP-HPLC法测定奇亚籽中脂溶性成分及氨基酸含量[J]. 食品研究与开发 2017(16):162-166. 2. 叶少文. 氨基酸自动分析仪测定游离L-半胱氨酸[J]. 食品安全质量检测学报, 2015(8):3129-3133. 3. 钟广明,粟琴,马程程,杨艳,徐广宇.聚苯乙烯-L-半胱氨酸树脂的合成及其对Pb~(2+)、Hg~(2+)的吸附研究[J].精细化工中间体,2016,46(02):54-57+61. 4. 黄小娟, 钟广明, 付玉丽,等. 聚苯乙烯系半胱氨酸树脂对葛根黄酮的吸附[J]. 广州化工, 2017, 045(005):40-43. 5. 徐炳政, 张东杰, 王颖,等. 酵母源金属硫蛋白对急性铅中毒小鼠的排铅及过氧化损伤修复作用. 6. 王婷婷,郜玉钢,臧埔,赵岩,何忠梅,祝洪艳,张连学.复方麦鹿芪人参制剂主要成分变化及其在肝癌H22荷瘤小鼠体内的抗肿瘤作用[J].吉林大学学报(医学版),2017,43(04):698-704+858-859. 7. 王鑫纯, 徐伟, 蒋建新,等. 野皂荚多糖氧化降解产物的体外代谢过程研究[J]. 林产化学与工业, 2020(3). 8. 甘学文,王光耀,邓仕彬,张春晖,崔和平,刘曙光,于静洋,成涛,张晓鸣.美拉德反应中间体对卷烟评吸品质的影响及其风味受控形成研究[J].食品与机械,2017,33(06):46-52. 9. 张圳, 冯家懿, 果卉,等. 高效液相色谱法测定体外大鼠肠道菌液中大豆苷及其代谢物[J]. 药学实践杂志, 2018(4). 10. 林款, 李春美. 柿子单宁对体外模拟发酵环境中肠道微生物的影响[J]. 食品工业科技, 2015, 36(022):160-163,167. 11. 王璐璐,刘磊,李盼,王洁,何璐,吴子建,杨良保,胡玲.对KOA模型大鼠血清、膝关节肌肉和滑膜组织的SERS分析[J].光谱学与光谱分析,2020,40(09):2751-2755. 12. 程玉鑫. 干酪乳杆菌发酵蓝莓果渣对高脂膳食小鼠肠道屏障功能的调节作用及机制[D].华中农业大学,2020. 13. 念,邓媛元,魏振承,张雁,唐小俊,李萍,周鹏飞,刘光,张名位.重组小麦静息巯基氧化酶的表达、酶学特性及其对面包品质的影响[J].生物工程学报,2021,37(02):593-603. 14. Din, Ahmad Ud, et al. "Inhibitory effect of Bifidobacterium bifidum ATCC 29521 on colitis and its mechanism." The Journal of nutritional biochemistry 79 (2020): 108353.https://doi.org/10.1016/j.jnutbio.2020.108353 15. Li, Pengli, et al. "Consecutive interfacial transformation of cesium lead halide nanocubes to ultrathin nanowires with improved stability." ACS applied materials & interfaces 11.3 (2018): 3351-3359.https://doi.org/10.1021/acsami.8b19219 16. Li, Lanzhou, et al. "Calf thymus polypeptide improved hematopoiesis via regulating colony-stimulating factors in BALB/c mice with hematopoietic dysfunction." International journal of biological macromolecules 156 (2020): 204-216.https://doi.org/10.1016/j.i 17. Xinru Xu, Mingguang Yu, Junaid Raza, Huanlu Song, Lin Gong, Wenqing Pan, Study of the mechanism of flavor compounds formed via taste-active peptides in bovine bone protein extract, LWT, Volume 137, 2021, 110371, ISSN 0023-6438, https://doi.org/10.1016/j.lw 18. Li, Dan, et al. "Colorimetric and Fluorescent Dual-Mode Measurement of Blood Glucose by Organic Silicon Nanodots." ACS Applied Nano Materials 3.11 (2020): 11600-11607.https://doi.org/10.1021/acsanm.0c02758 19. Xiaowei Mu, Minxing Wu, Bo Zhang, Xin Liu, Shaomei Xu, Yibing Huang, Xinghua Wang, Daqian Song, Pinyi Ma, Ying Sun,A sensitive “off-on” carbon dots-Ag nanoparticles fluorescent probe for cysteamine detection via the inner filter effect,Talanta,Volume 22 20. Longbin Xu, Xu He, Pinyi Ma, Xin Liu, Fangmei Zhang, Ying Sun, Daqian Song, Xinghua Wang,A water-soluble fluorescent probe for the sensitive detection of endogenous alkaline phosphatase in living cells,Dyes and Pigments,Volume 159,2018,Pages 584-589, 21. 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 22. Yulong Zhang, Zi Liu, Lina Zou, Baoxian Ye,A new voltammetry sensor platform for eriocitrin based on CoS2-MoS2-PDDA-GR nanocomposite,Talanta,Volume 189,2018,Pages 345-352,ISSN 0039-9140,https://doi.org/10.1016/j.talanta.2018.07.004. 23. Zhang, Fangmei, et al. "Dopamine-modified Mn-doped ZnS quantum dots fluorescence probe for the sensitive detection of tyrosinase in serum samples and living cells imaging." Sensors and Actuators B: Chemical 256 (2018): 1069-1077.https://doi.org/10.1016/j.s 24. Li, Lei, et al. "A TIMS-TOF mass spectrometry study of disaccharides from in situ ESI derivatization with 3-pyridinylboronate." Analyst 146.1 (2021): 75-84.DOI: 10.1039/D0AN01677B 25. Dan Li, Yanxiao Jiang, Sihan Chen, Qingnan Zhao, Yue Zhang, Wei Wang, Ying Sun, Pinyi Ma, Daqian Song, Xinghua Wang,A simple and sensitive assay of alkaline phosphatase activity in serum by fluorescent silicon nanoparticles based on inner filter effect,S 26. Ai-Yue Hao, Xue-Qing Wang, Yan-Zhen Mei, Jun-Fang Nie, Ya-Qiong Yang, Chuan-Chao Dai,A smartphone-combined ratiometric fluorescence probe for specifically and visibly detecting cephalexin,Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscop 27. 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 28. Qu, Fei, et al. "Fluorescent Detection of 2, 4-Dichlorophenoxyacetic Acid in Food Samples Based on Covalent Organic Frameworks and MnO 2 Nanosheets." Food Analytical Methods 13.10 (2020): 1842-1851.https://doi.org/10.1007/s12161-020-01807-2 29. Xiaokui Huo, Xiangge Tian, Yannan Li, Lei Feng, Yonglei Cui, Chao Wang, Jingnan Cui, Chengpeng Sun, Kexin Liu, Xiaochi Ma, A highly selective ratiometric fluorescent probe for real-time imaging of β-glucuronidase in living cells and zebrafish, Sensors and 30. [IF=10.257] Xue–Lian Hu et al."Switchable fluorescence of gold nanoclusters for probing the activity of alkaline phosphatase and its application in immunoassay."Biosens Bioelectron. 2016 Mar;77:666 31. [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 32. [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 33. [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 34. [IF=7.1] Fangmei Zhang et al."Dopamine-modified Mn-doped ZnS quantum dots fluorescence probe for the sensitive detection of tyrosinase in serum samples and living cells imaging."Sensor Actuat B-Chem. 2018 Mar;256:1069 35. [IF=7.1] Xin Fang et al."Tuning surface states to achieve the modulated fluorescence of carbon dots for probing the activity of alkaline phosphatase and immunoassay of α-fetoprotein."Sensor Actuat B-Chem. 2018 Mar;257:620 36. [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 37. [IF=6.057] Yulong Zhang et al."A new voltammetry sensor platform for eriocitrin based on CoS2-MoS2-PDDA-GR nanocomposite."Talanta. 2018 Nov;189:345 38. [IF=5.923] Cuihua Chen et al."Variations in Physiology and Multiple Bioactive Constituents under Salt Stress Provide Insight into the Quality Evaluation of Apocyni Veneti Folium."Int J Mol Sci. 2018 Oct;19(10):3042 39. [IF=5.833] Zhang Fangmei et al."Enzymatic determination of uric acid using water-soluble CuInS/ZnS quantum dots as a fluorescent probe."Microchim Acta. 2018 Nov;185(11):1-8 40. [IF=5.339] Fangmei Zhang et al."Rapid aqueous synthesis of CuInS/ZnS quantum dots as sensor probe for alkaline phosphatase detection and targeted imaging in cancer cells."Talanta. 2018 Nov;189:411 41. [IF=4.613] Longbin Xu et al."A water-soluble fluorescent probe for the sensitive detection of endogenous alkaline phosphatase in living cells."Dyes Pigments. 2018 Dec;159:584 42. [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 43. [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 44. [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 45. [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 46. [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 47. [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;: 48. [IF=9.147] Lina Yang et al."Interactions between gut microbiota and soy hull polysaccharides regulate the air-liquid interfacial activity."Food Hydrocolloid. 2021 Oct;119:106704 49. [IF=7.46] Yue Zhang et al."A dual-signal sensing platform based on nanosheet materials for ratiometric fluorescence and colorimetric detection of enzyme activities in human blood."Sensor Actuat B-Chem. 2021 Nov;346:130531 50. [IF=7.46] Dan Li et al."A simple and sensitive assay of alkaline phosphatase activity in serum by fluorescent silicon nanoparticles based on inner filter effect."Sensor Actuat B-Chem. 2020 Mar;307:127589 51. [IF=6.057] Xiaowei Mu et al."A sensitive “off-on” carbon dots-Ag nanoparticles fluorescent probe for cysteamine detection via the inner filter effect."Talanta. 2021 Jan;221:121463 52. [IF=6.048] Ahmad Ud Din et al."Inhibitory effect of Bifidobacterium bifidum ATCC 29521 on colitis and its mechanism."J Nutr Biochem. 2020 May;79:108353 53. [IF=5.396] Wenhui Li et al."Different effects of soybean protein and its derived peptides on the growth and metabolism of Bifidobacterium animalis subsp. animalis JCM 1190."Food Funct. 2021 Jul;12(13):5731-5744 54. [IF=5.162] Lanzhou Li et al."Calf thymus polypeptide improved hematopoiesis via regulating colony-stimulating factors in BALB/c mice with hematopoietic dysfunction."Int J Biol Macromol. 2020 Aug;156:204 55. [IF=4.952] Li Li et al."The adhesion of the gut microbiota to insoluble dietary fiber from soy hulls promoted the proliferation of probiotics in vitro."Lwt Food Sci Technol. 2022 Jan;153:112560 56. [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 57. [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 58. [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 59. [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 60. [IF=4.142] Qu Fei et al."Ratiometric detection of alkaline phosphatase based on aggregation-induced emission enhancement."Anal Bioanal Chem. 2019 Nov;411(28):7431-7440 61. [IF=4.142] Li Dan et al."Sensitive ratiometric fluorescence assay for detecting xanthine in serum based on the inner filter effect of enzyme-catalyzed oxidation products to silicon nanoparticles."Anal Bioanal Chem. 2021 Feb;413(5):1405-1415 62. [IF=4.098] Meng Zhang et al."Assembly of gold nanorods with L-cysteine reduced graphene oxide for highly efficient NIR-triggered photothermal therapy."Spectrochim Acta A. 2022 Feb;266:120458 63. [IF=4.098] Wei Wang et al."Colorimetry and SERS dual-mode sensing of serotonin based on functionalized gold nanoparticles."Spectrochim Acta A. 2021 Nov;261:120057 64. [IF=4.098] Ai-Yue Hao et al."A smartphone-combined ratiometric fluorescence probe for specifically and visibly detecting cephalexin."Spectrochim Acta A. 2021 Mar;249:119310 65. [IF=4.076] Ahui Sun et al."A Zinc Coordination Polymer Sensor for Selective and Sensitive Detection of Doxycycline Based on Fluorescence Enhancement."Cryst Growth Des. 2021;21(9):4971–4978 66. [IF=3.167] Fuli Sun et al."Aqueous Preparation of Maillard Reaction Intermediate from Glutathione and Xylose and its Volatile Formation During Thermal Treatment."J Food Sci. 2019 Dec;84(12):3584-3593 67. [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 68. [IF=5.833] Yin Shi-Jun et al.Preparation of yolk-shell structure NH2-MIL-125 magnetic nanoparticles for the selective extraction of nucleotides.Microchim Acta. 2021 Dec;188(12):1-13 69. [IF=4.098] Xiaowei Mu et al."Reversible fluorescent test strip with red fluorescent carbon dots for monitoring water in organic solvents: Visual detection via a smartphone."Spectrochim Acta A. 2022 Aug;276:121195 70. [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 71. [IF=6.475] Zuoyong Zhang et al."The potential application of vegetable oils in the D-xylose and L-cysteine Maillard reaction system for meaty aroma production."Food Res Int. 2022 May;155:111081 72. [IF=4.952] Yulong Wei et al."Characterization of blueberry (Vaccinium corymbosum L.) catechol oxidases III binding mechanism in response to selected substrates and inhibitors."Lwt Food Sci Technol. 2022 Mar;158:113142 73. [IF=7.514] Yongkang Ye et al."Producing beef flavors in hydrolyzed soybean meal-based Maillard reaction products participated with beef tallow hydrolysates."Food Chem. 2022 Jun;378:132119 74. [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 75. [IF=1.718] HUANG Jiaming et al."A study on the factors influencing the preservation rate of ascorbic acid in acerola cherry pulp."Food Science and Technology. 2022 May;42: 76. [IF=4.821] Shi Sen Ding et al."Synergistic effect-mediated fluorescence switching of nitrogen-doped carbon dots for visual detection of alkaline phosphatase."MICROCHEMICAL JOURNAL. 2022 Oct;181:107651 77. [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 78. [IF=4.105] Cong Wang et al."Heteronuclear MOF-based fluorescent sensor for the detection of tetracycline antibiotics."APPLIED ORGANOMETALLIC CHEMISTRY 79. [IF=6.057] Supan Cheng et al."Liquid crystal-based sensitive and selective detection of uric acid and uricase in body fluids."Talanta. 2022 Jul;244:123455 |
(S)-2-氨基-3-巯基丙酸 - 介绍
L-半胱氨酸(L-Cysteine)是一种非必需的氨基酸，由密码子UGU和UGC编码，是一种含巯基的氨基酸。由于巯基的存在，使其的毒性小，并且作为一种抗氧化剂，可以防止自由基的产生。 && L-半胱氨酸是一种自然产生的非必需氨基酸。他是NMDA的一种活化剂。在细胞培养中也起到很多作用，如下是部分应用： 1.蛋白合成底物；半胱氨酸中的巯基在二硫键的形成中起到了重要的作用，还负责蛋白的折叠，二级和三级结构的生成。 2.乙酰辅酶A的合成； 3.保护细胞免受氧化应激； 4.是细胞培养中硫的主要来源； 5.金属离子载体 。&&生物活性：半胱氨酸是脂肪族含巯基的极性α-氨基酸。半胱氨酸是人体的条件必需氨基酸和生糖氨基酸，可由体内的蛋氨酸（甲硫氨酸，人体必需氨基酸）转化而来，可与胱氨酸互相转化。半胱氨酸的分解是在厌氧条件下通过脱硫氢酶的作用分解成丙酮酸和硫化氢和氨，或是通过转氨基作用，经由中间产物β-巯基丙酮酸分解成为丙酮酸和硫黄，在氧化条件下，氧化成半胱氨酸亚硫酸后，可经转氨基作用分解成为丙酮酸与亚硫酸，以及由脱羧基作用分解成为亚牛磺酸、牛磺酸等。此外，半胱氨酸是不稳定的化合物，容易氧化还原，与胱氨酸相互转换。还可与有毒的芳香族化合物缩合成硫醚氨酸（mercapturic acid）而起解毒作用。 半胱氨酸是一种还原剂,它可以促进面筋的形成,减少混合所需的时间和所需药用的能量,半胱氨酸通过改变蛋白质分子之间和蛋白质分子内部的二硫键,减弱了蛋白质的结构，这样蛋白质就伸展开来。
最后更新：2022-10-16 17:25:49
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产品名: 乙酰半胱氨酸杂质2(乙酰半胱氨酸EP杂质B) 去供应商网站查看 询盘CAS: 52-90-4
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提供多种规格现货供应
产品名: 乙酰半胱氨酸杂质2(乙酰半胱氨酸EP杂质B) 去供应商网站查看 询盘CAS: 52-90-4
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: 6252Y
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