NAI - 95%, high purity , CAS No.1055970-47-2

  • ≥95%
Item Number
N288069
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Reagent for RNA SHAPE-MaP experimentsin vivo; cell permeable

Basic Description

Synonyms3-(1H-imidazole-1-carbonyl)-2-methylpyridine | 5S rRNA modificator 2 | Imidazol-1-yl-(2-methyl-3-pyridyl)methanone | 3-(1H-Imidazol-1-ylcarbonyl)-2-methylpyridine | (1H-Imidazol-1-yl)(2-methylpyridin-3-yl)methanone | 2-Methylnicotinic acid imidazolide | Z
Specifications & Purity≥95%
Biochemical and Physiological MechanismsNAI is a reagent for RNA SHAPE-MaP experiments in live cells. Acylates the 2'-OH in RNA, labels single stranded or flexible regions more than folded regions (SHAPE methodology). Enables analysis of RNA secondary structures at single nucleotide resolution.
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

Reagent for RNA SHAPE-MaP experiments in live cells


Application:

2-Methylnicotinic acid imidazolide (NAI or mNAI) is an RNA SHAPE probe for live-cell RNA structure profiling. SHAPE -- or selective 2′-hydroxyl acylation analyzed by primer extension -- uses small, electrophilic chemical probes to react with the 2′-hydroxyl group and provides insight to RNA structure and its dynamics in varied cells states or in cells with gene knockouts. It has also been extended to the SHALiPE approach, selective 2′-hydroxyl acylation with lithium ion-based primer extension.


Names and Identifiers

IUPAC Name imidazol-1-yl-(2-methylpyridin-3-yl)methanone
INCHI InChI=1S/C10H9N3O/c1-8-9(3-2-4-12-8)10(14)13-6-5-11-7-13/h2-7H,1H3
InChi Key OWQPEDNXDCVXJO-UHFFFAOYSA-N
Canonical SMILES CC1=C(C=CC=N1)C(=O)N2C=CN=C2
Isomeric SMILES CC1=C(C=CC=N1)C(=O)N2C=CN=C2
PubChem CID 66563654
Molecular Weight 187.20

Certificates

Certificate of Analysis(COA)

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12 results found

Lot NumberCertificate TypeDateItem
A2416608Certificate of AnalysisDec 13, 2023 N288069
A2416654Certificate of AnalysisDec 13, 2023 N288069
A2416655Certificate of AnalysisDec 13, 2023 N288069
A2416656Certificate of AnalysisDec 13, 2023 N288069
A2416657Certificate of AnalysisDec 13, 2023 N288069
A2416658Certificate of AnalysisDec 13, 2023 N288069
A2416659Certificate of AnalysisDec 13, 2023 N288069
A2416660Certificate of AnalysisDec 13, 2023 N288069
A2416661Certificate of AnalysisDec 13, 2023 N288069
A2416662Certificate of AnalysisDec 13, 2023 N288069
A2416663Certificate of AnalysisDec 13, 2023 N288069
A2416664Certificate of AnalysisDec 13, 2023 N288069

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Chemical and Physical Properties

SolubilitySolvent:DMSO, Max Conc. mg/mL: 18.72, Max Conc. mM: 100
Melt Point(°C)68-72 °C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

Related Documents

Citations of This Product

1. Jianglong Kong, Sihan Ma, Runxuan Chu, Jiawen Liu, Hongrui Yu, Meiru Mao, Xiaohan Ge, Yuting Sun, Yi Wang.  (2023)  Photothermal and Photocatalytic Glycol Chitosan and Polydopamine-Grafted Oxygen Vacancy Bismuth Oxyiodide (BiO1-xI) Nanoparticles for the Diagnosis and Targeted Therapy of Diabetic Wounds.  ADVANCED MATERIALS,    (2307695).  [PMID:38150667] [10.1002/adma.202307695]
2. Yingyi Zhao, Wenjun Lu, Yinan Zhang, Xianmin Liu, Baiwang Sun.  (2024)  Room temperature synthesis of piperazine-based nitrogen-rich porous organic polymers for efficient iodine adsorption.  MICROPOROUS AND MESOPOROUS MATERIALS,  366  (112954).  [PMID:] [10.1016/j.micromeso.2023.112954]
3. Wentao Yuan, Xueyu Nie, Yuanyuan Wang, Xiaotong Li, Guoqiang Ma, Yue Wang, Shigang Shen, Ning Zhang.  (2023)  Orientational Electrodeposition of Highly (002)-Textured Zinc Metal Anodes Enabled by Iodide Ions for Stable Aqueous Zinc Batteries.  ACS Nano,  17  (23): (23861–23871).  [PMID:37967020] [10.1021/acsnano.3c08095]
4. Junhao Li, Dacheng Zhou, Ying Liu, Yan Chen, Jiayuan Chen, Yong Yang, Yuan Gao, Jianbei Qiu.  (2023)  Engineering CsPbX3 (X = Cl, Br, I) Quantum Dot-Embedded Borosilicate Glass through Self-Crystallization Facilitated by NaF as a Phosphor for Full-Color Illumination and Laser-Driven Projection Displays.  ACS Applied Materials & Interfaces,  15  (18): (22219–22230).  [PMID:37115516] [10.1021/acsami.3c01484]
5. Lulu Kong, DeZhu Chen, Xiaolong Zhang, Lin Zhou, Yongming Deng, Shaohua Wei.  (2023)  Controllable Fabrication of Hg–Pd–PdO Heterostructures as Efficient Peroxidase Mimics for Carcinoembryonic Antigen Detection.  ACS Applied Nano Materials,  (5): (3618–3626).  [PMID:] [10.1021/acsanm.2c05373]
6. Kang Liu, Pengbo Han, Shunfeng Yu, Xinjun Wu, Yueyi Tian, Qianhan Liu, Jinhui Wang, Mingming Zhang, Chuanzhuang Zhao.  (2022)  Hydrogen-Bonding-Induced Clusteroluminescence and UCST-Type Thermoresponsiveness of Nonconjugated Copolymers.  MACROMOLECULES,  55  (19): (8599–8608).  [PMID:] [10.1021/acs.macromol.2c01531]
7. Dan Han, Hong Yang, Zhixin Zhou, Kaiqing Wu, Jin Ma, Yanfeng Fang, Qing Hong, Guangcheng Xi, Songqin Liu, Yanfei Shen, Yuanjian Zhang.  (2022)  Photoelectron Storages in Functionalized Carbon Nitrides for Colorimetric Sensing of Oxygen.  ACS Sensors,  (8): (2328–2337).  [PMID:35912931] [10.1021/acssensors.2c00961]
8. Zhong Yaping, Zou Yibiao, Yang Xianhong, Lu Zhentan, Wang Dong.  (2022)  Ascorbic acid detector based on fluorescent molybdenum disulfide quantum dots.  MICROCHIMICA ACTA,  189  (1): (1-12).  [PMID:34877612] [10.1007/s00604-021-05124-1]
9. Zexu Chi, Jingyun Zhao, Yi Zhang, Han Yu, Hongbing Yu.  (2022)  Coral-like WO3/BiVO4 photoanode constructed via morphology and facet engineering for antibiotic wastewater detoxification and hydrogen recovery.  CHEMICAL ENGINEERING JOURNAL,  428  (131817).  [PMID:] [10.1016/j.cej.2021.131817]
10. Shutong Hao, Xiaolin Liu, Mu Gu, Jiajie Zhu.  (2021)  Tuning intrinsic defects in γ-CuI by cation and anion doping.  Results in Physics,  26  (104461).  [PMID:] [10.1016/j.rinp.2021.104461]
11. Ligang Chen, Guanhua Ren, Liyuan Liu, Lu Zhou, Shaoxian Li, Zhongjie Zhu, Jianbing Zhang, Wentao Zhang, Yanfeng Li, Weili Zhang, Hongwei Zhao, Jiaguang Han.  (2021)  Probing lattice vibration of alkali halide crystals by broadband terahertz spectroscopy.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  254  (119671).  [PMID:33744698] [10.1016/j.saa.2021.119671]
12. Li Yujiao, Li Chen, Yu Huanqin, Yuan Beilei, Xu Fan, Wei Haoming, Cao Bingqiang.  (2020)  Highly Conductive P-Type MAPbI3 Films and Crystals via Sodium Doping.  Frontiers in Chemistry,    [PMID:33134252] [10.3389/fchem.2020.00754]
13. Xiaoxiao Zhang, Zhonglin Chen, Jing Kang, Shengxin Zhao, Binyuan Wang, Pengwei Yan, Fengxia Deng, Jimin Shen, Wei Chu.  (2021)  UV/ peroxymonosulfate process for degradation of chloral hydrate: Pathway and the role of radicals.  JOURNAL OF HAZARDOUS MATERIALS,  401  (123837).  [PMID:33113746] [10.1016/j.jhazmat.2020.123837]
14. Huixiang Wu, Xin Shen, Danqun Huo, Yi Ma, Minghong Bian, Caihong Shen, Changjun Hou.  (2020)  Fluorescent and colorimetric dual-readout sensor based on Griess assay for nitrite detection.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  225  (117470).  [PMID:31476649] [10.1016/j.saa.2019.117470]
15. Enming Dong, Ziming Yang, Chuang Zhou, Chao Wang, Sidong Li, Qianqian Ouyang, Lingxue Kong, Zuyu He, Jianghui Xie, Puwang Li, Peihui Yang.  (2019)  pH-responsive ultrasonic self-assembly spinosad-loaded nanomicelles and their antifungal activity to Fusarium oxysporum.  REACTIVE & FUNCTIONAL POLYMERS,  141  (123).  [PMID:] [10.1016/j.reactfunctpolym.2019.05.004]
16. Yaping Zhong, Tao Yi.  (2019)  MoS2 quantum dots as a unique fluorescent “turn-off–on” probe for the simple and rapid determination of adenosine triphosphate.  Journal of Materials Chemistry B,  (15): (2549-2556).  [PMID:32255131] [10.1039/C9TB00191C]
17. Huafang Ding, Xiaqing Wu, Junhui Pan, Xing Hu, Deming Gong, Guowen Zhang.  (2018)  New Insights into the Inhibition Mechanism of Betulinic Acid on α-Glucosidase.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  66  (27): (7065–7075).  [PMID:29902001] [10.1021/acs.jafc.8b02992]
18. Jianjun Du, Quanyong Gu, Jingyao Chen, Jiangli Fan, Xiaojun Peng.  (2018)  A novel fluorescent probe for the ratiometric recognition of protein based on intramolecular charge transfer.  SENSORS AND ACTUATORS B-CHEMICAL,  265  (204).  [PMID:] [10.1016/j.snb.2018.02.176]
19. Dan-Ling Zhou, Hong Huang, Yan Wang.  (2017)  Sensitive and selective detection of nitrite ions with highly fluorescent glutathione-stabilized copper nanoclusters.  Analytical Methods,  (38): (5668-5673).  [PMID:] [10.1039/C7AY02035J]
20. Yong Zhou, Yongli Huang, Zengsheng Ma, Yinyan Gong, Xi Zhang, Yi Sun, Chang Q. Sun.  (2016)  Water molecular structure-order in the NaX hydration shells(X = F, Cl, Br, I).  JOURNAL OF MOLECULAR LIQUIDS,  221  (788).  [PMID:] [10.1016/j.molliq.2016.06.066]
21. Kai Lv, Wei Zhang, Lu Zhang, Zhong-Sheng Wang.  (2016)  POSS-Based Electrolyte for Efficient Solid-State Dye-Sensitized Solar Cells at Sub-Zero Temperatures.  ACS Applied Materials & Interfaces,  (8): (5343–5350).  [PMID:26860035] [10.1021/acsami.5b12353]
22. Yajun Zhang, Guohua Zhao, Huijie Shi, Ya-nan Zhang, Wenna Huang, Xiaofeng Huang, Zhongyi Wu.  (2015)  Photoelectrocatalytic Glucose Oxidation to Promote Hydrogen Production over Periodically Ordered TiO2 Nanotube Arrays Assembled of Pd Quantum Dots.  ELECTROCHIMICA ACTA,  174  (93).  [PMID:] [10.1016/j.electacta.2015.05.094]
23. Suqin Liu, Huizhen Liu, Guanhua Jin, Hao Yuan.  (2015)  Preparation of a novel flower-like MnO2/BiOI composite with highly enhanced adsorption and photocatalytic activity.  RSC Advances,  (57): (45646-45653).  [PMID:] [10.1039/C5RA02402A]
24. Birong Zeng, Yueguang Wu, Qilong Kang, Ying Chang, Conghui Yuan, Yiting Xu, Feng-Chih Chang, Lizong Dai.  (2014)  Metal-ions directed self-assembly of hybrid diblock copolymers.  JOURNAL OF MATERIALS RESEARCH,  29  (22): (2694-2706).  [PMID:] [10.1557/jmr.2014.292]

References

1. Jianglong Kong, Sihan Ma, Runxuan Chu, Jiawen Liu, Hongrui Yu, Meiru Mao, Xiaohan Ge, Yuting Sun, Yi Wang.  (2023)  Photothermal and Photocatalytic Glycol Chitosan and Polydopamine-Grafted Oxygen Vacancy Bismuth Oxyiodide (BiO1-xI) Nanoparticles for the Diagnosis and Targeted Therapy of Diabetic Wounds.  ADVANCED MATERIALS,    (2307695).  [PMID:38150667] [10.1002/adma.202307695]
2. Yingyi Zhao, Wenjun Lu, Yinan Zhang, Xianmin Liu, Baiwang Sun.  (2024)  Room temperature synthesis of piperazine-based nitrogen-rich porous organic polymers for efficient iodine adsorption.  MICROPOROUS AND MESOPOROUS MATERIALS,  366  (112954).  [PMID:] [10.1016/j.micromeso.2023.112954]
3. Wentao Yuan, Xueyu Nie, Yuanyuan Wang, Xiaotong Li, Guoqiang Ma, Yue Wang, Shigang Shen, Ning Zhang.  (2023)  Orientational Electrodeposition of Highly (002)-Textured Zinc Metal Anodes Enabled by Iodide Ions for Stable Aqueous Zinc Batteries.  ACS Nano,  17  (23): (23861–23871).  [PMID:37967020] [10.1021/acsnano.3c08095]
4. Junhao Li, Dacheng Zhou, Ying Liu, Yan Chen, Jiayuan Chen, Yong Yang, Yuan Gao, Jianbei Qiu.  (2023)  Engineering CsPbX3 (X = Cl, Br, I) Quantum Dot-Embedded Borosilicate Glass through Self-Crystallization Facilitated by NaF as a Phosphor for Full-Color Illumination and Laser-Driven Projection Displays.  ACS Applied Materials & Interfaces,  15  (18): (22219–22230).  [PMID:37115516] [10.1021/acsami.3c01484]
5. Lulu Kong, DeZhu Chen, Xiaolong Zhang, Lin Zhou, Yongming Deng, Shaohua Wei.  (2023)  Controllable Fabrication of Hg–Pd–PdO Heterostructures as Efficient Peroxidase Mimics for Carcinoembryonic Antigen Detection.  ACS Applied Nano Materials,  (5): (3618–3626).  [PMID:] [10.1021/acsanm.2c05373]
6. Kang Liu, Pengbo Han, Shunfeng Yu, Xinjun Wu, Yueyi Tian, Qianhan Liu, Jinhui Wang, Mingming Zhang, Chuanzhuang Zhao.  (2022)  Hydrogen-Bonding-Induced Clusteroluminescence and UCST-Type Thermoresponsiveness of Nonconjugated Copolymers.  MACROMOLECULES,  55  (19): (8599–8608).  [PMID:] [10.1021/acs.macromol.2c01531]
7. Dan Han, Hong Yang, Zhixin Zhou, Kaiqing Wu, Jin Ma, Yanfeng Fang, Qing Hong, Guangcheng Xi, Songqin Liu, Yanfei Shen, Yuanjian Zhang.  (2022)  Photoelectron Storages in Functionalized Carbon Nitrides for Colorimetric Sensing of Oxygen.  ACS Sensors,  (8): (2328–2337).  [PMID:35912931] [10.1021/acssensors.2c00961]
8. Zhong Yaping, Zou Yibiao, Yang Xianhong, Lu Zhentan, Wang Dong.  (2022)  Ascorbic acid detector based on fluorescent molybdenum disulfide quantum dots.  MICROCHIMICA ACTA,  189  (1): (1-12).  [PMID:34877612] [10.1007/s00604-021-05124-1]
9. Zexu Chi, Jingyun Zhao, Yi Zhang, Han Yu, Hongbing Yu.  (2022)  Coral-like WO3/BiVO4 photoanode constructed via morphology and facet engineering for antibiotic wastewater detoxification and hydrogen recovery.  CHEMICAL ENGINEERING JOURNAL,  428  (131817).  [PMID:] [10.1016/j.cej.2021.131817]
10. Shutong Hao, Xiaolin Liu, Mu Gu, Jiajie Zhu.  (2021)  Tuning intrinsic defects in γ-CuI by cation and anion doping.  Results in Physics,  26  (104461).  [PMID:] [10.1016/j.rinp.2021.104461]
11. Ligang Chen, Guanhua Ren, Liyuan Liu, Lu Zhou, Shaoxian Li, Zhongjie Zhu, Jianbing Zhang, Wentao Zhang, Yanfeng Li, Weili Zhang, Hongwei Zhao, Jiaguang Han.  (2021)  Probing lattice vibration of alkali halide crystals by broadband terahertz spectroscopy.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  254  (119671).  [PMID:33744698] [10.1016/j.saa.2021.119671]
12. Li Yujiao, Li Chen, Yu Huanqin, Yuan Beilei, Xu Fan, Wei Haoming, Cao Bingqiang.  (2020)  Highly Conductive P-Type MAPbI3 Films and Crystals via Sodium Doping.  Frontiers in Chemistry,    [PMID:33134252] [10.3389/fchem.2020.00754]
13. Xiaoxiao Zhang, Zhonglin Chen, Jing Kang, Shengxin Zhao, Binyuan Wang, Pengwei Yan, Fengxia Deng, Jimin Shen, Wei Chu.  (2021)  UV/ peroxymonosulfate process for degradation of chloral hydrate: Pathway and the role of radicals.  JOURNAL OF HAZARDOUS MATERIALS,  401  (123837).  [PMID:33113746] [10.1016/j.jhazmat.2020.123837]
14. Huixiang Wu, Xin Shen, Danqun Huo, Yi Ma, Minghong Bian, Caihong Shen, Changjun Hou.  (2020)  Fluorescent and colorimetric dual-readout sensor based on Griess assay for nitrite detection.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,  225  (117470).  [PMID:31476649] [10.1016/j.saa.2019.117470]
15. Enming Dong, Ziming Yang, Chuang Zhou, Chao Wang, Sidong Li, Qianqian Ouyang, Lingxue Kong, Zuyu He, Jianghui Xie, Puwang Li, Peihui Yang.  (2019)  pH-responsive ultrasonic self-assembly spinosad-loaded nanomicelles and their antifungal activity to Fusarium oxysporum.  REACTIVE & FUNCTIONAL POLYMERS,  141  (123).  [PMID:] [10.1016/j.reactfunctpolym.2019.05.004]
16. Yaping Zhong, Tao Yi.  (2019)  MoS2 quantum dots as a unique fluorescent “turn-off–on” probe for the simple and rapid determination of adenosine triphosphate.  Journal of Materials Chemistry B,  (15): (2549-2556).  [PMID:32255131] [10.1039/C9TB00191C]
17. Huafang Ding, Xiaqing Wu, Junhui Pan, Xing Hu, Deming Gong, Guowen Zhang.  (2018)  New Insights into the Inhibition Mechanism of Betulinic Acid on α-Glucosidase.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  66  (27): (7065–7075).  [PMID:29902001] [10.1021/acs.jafc.8b02992]
18. Jianjun Du, Quanyong Gu, Jingyao Chen, Jiangli Fan, Xiaojun Peng.  (2018)  A novel fluorescent probe for the ratiometric recognition of protein based on intramolecular charge transfer.  SENSORS AND ACTUATORS B-CHEMICAL,  265  (204).  [PMID:] [10.1016/j.snb.2018.02.176]
19. Dan-Ling Zhou, Hong Huang, Yan Wang.  (2017)  Sensitive and selective detection of nitrite ions with highly fluorescent glutathione-stabilized copper nanoclusters.  Analytical Methods,  (38): (5668-5673).  [PMID:] [10.1039/C7AY02035J]
20. Yong Zhou, Yongli Huang, Zengsheng Ma, Yinyan Gong, Xi Zhang, Yi Sun, Chang Q. Sun.  (2016)  Water molecular structure-order in the NaX hydration shells(X = F, Cl, Br, I).  JOURNAL OF MOLECULAR LIQUIDS,  221  (788).  [PMID:] [10.1016/j.molliq.2016.06.066]
21. Kai Lv, Wei Zhang, Lu Zhang, Zhong-Sheng Wang.  (2016)  POSS-Based Electrolyte for Efficient Solid-State Dye-Sensitized Solar Cells at Sub-Zero Temperatures.  ACS Applied Materials & Interfaces,  (8): (5343–5350).  [PMID:26860035] [10.1021/acsami.5b12353]
22. Yajun Zhang, Guohua Zhao, Huijie Shi, Ya-nan Zhang, Wenna Huang, Xiaofeng Huang, Zhongyi Wu.  (2015)  Photoelectrocatalytic Glucose Oxidation to Promote Hydrogen Production over Periodically Ordered TiO2 Nanotube Arrays Assembled of Pd Quantum Dots.  ELECTROCHIMICA ACTA,  174  (93).  [PMID:] [10.1016/j.electacta.2015.05.094]
23. Suqin Liu, Huizhen Liu, Guanhua Jin, Hao Yuan.  (2015)  Preparation of a novel flower-like MnO2/BiOI composite with highly enhanced adsorption and photocatalytic activity.  RSC Advances,  (57): (45646-45653).  [PMID:] [10.1039/C5RA02402A]
24. Birong Zeng, Yueguang Wu, Qilong Kang, Ying Chang, Conghui Yuan, Yiting Xu, Feng-Chih Chang, Lizong Dai.  (2014)  Metal-ions directed self-assembly of hybrid diblock copolymers.  JOURNAL OF MATERIALS RESEARCH,  29  (22): (2694-2706).  [PMID:] [10.1557/jmr.2014.292]

Solution Calculators