Sulforhodamine 101 - ≥98% , CAS No.60311-02-6

CAS: 60311-02-6 Cat. No.: S131262 Peso molecular: 606.709 Beilstein Registry Number: 3582548 Número EC: 262-159-4 PubChem CID: 122180

GRADE & PURITY ≥98%

Synonyms

2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)-5-sulfobenzenesulfonate | SR101

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Sulforhodamine 101 is a red emitting fluorophore with an extinction coefficient of 105000. Sulforhodamine 101 is ideally used to label astrocytes in the rodent neocortex which can be observed with two-photon microscopy. In addition, Sulforhodamine 101 is used to determine morphological characteristics of astrocytes and to observe the association of astrocytes with the cortical microvasculature. Furthermore, this fluorophore is used as an activity-dependent dye for monitoring regulated exocytosis. Alternate studies suggest that Sulforhodamine 101 can increase intrinsic neuronal excitability and long-lasting increases in evoked EPSCs in CA1 pyramidal neurons in hippocampal slices. Sulforhodamine 101 enhances evoked synaptic N-methyl D-aspartate receptor (NMDAR) currents which can be blocked by the antagonist, AP-5.
A red-emitting flurophore used to label astrocytes.

Specifications

Sinónimos

2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15, 9.02, 17.04, 15.023, 27.013, 28]octacosa-1(27), 2(17), 4, 9(28), 13, 15, 18-heptaen-16-yl)-5-sulfobenzenesulfonate | SR101

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Red fluorophore standard for neurological staining and enzyme assays. Used as polar tracers for the studies of neuronal cell morphology and cell-cell communications.

Condiciones de almacenamiento de almacenamiento

Protected from light, Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nota

Refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488187667
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187667
• Sonrisas canónicas: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=C(C=C8)S(=O)(=O)O)S(=O)(=O)[O-])CCC7
• IUPAC Name: 2-(3-oxa-23-aza-9-azoniaheptacyclo[17.7.1.15,9.02,17.04,15.023,27.013,28]octacosa-1(27),2(17),4,9(28),13,15,18-heptaen-16-yl)-5-sulfobenzenesulfonate
• InChIKey: COIVODZMVVUETJ-UHFFFAOYSA-N
• INCHI: 1S/C31H30N2O7S2/c34-41(35,36)20-9-10-21(26(17-20)42(37,38)39)27-24-15-18-5-1-11-32-13-3-7-22(28(18)32)30(24)40-31-23-8-4-14-33-12-2-6-19(29(23)33)16-25(27)31/h9-10,15-17H,1-8,11-14H2,(H-,34,35,36,37,38,39)
• Isómeros SMILES: C1CC2=CC3=C(C4=C2N(C1)CCC4)OC5=C6CCC[N+]7=C6C(=CC5=C3C8=C(C=C(C=C8)S(=O)(=O)O)S(=O)(=O)[O-])CCC7
• PubChem CID: 122180
• Peso molecular: 606.709
• Beilstein: 3582548

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Benzopyrans
      • Subclass 1-benzopyrans
        • Level5 Dibenzopyrans
          • Level6 Xanthenes

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Dibenzopyrans
• Direct Parent: Xanthenes
• Alternative Parents: Benzenesulfonic acids and derivatives Hydroquinolines 1-sulfo,2-unsubstituted aromatic compounds Benzenesulfonyl compounds Dialkylarylamines Aralkylamines Heteroaromatic compounds Sulfonyls Organosulfonic acids Oxacyclic compounds Azacyclic compounds Organooxygen compounds Organic zwitterions Organic oxides Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Xanthene - Tetrahydroquinoline - Benzenesulfonate - Arylsulfonic acid or derivatives - Benzenesulfonyl group - 1-sulfo,2-unsubstituted aromatic compound - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Organosulfonic acid - Heteroaromatic compound - Tertiary amine - Oxacycle - Azacycle - Amine - Hydrocarbon derivative - Organic oxide - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organic zwitterion - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.
• External Descriptors: organic heteroheptacyclic compound

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: Soluble in water (partly), methanol (1 mg/ml), DMSO, and DMF., Soluble in water (partly), methanol (1 mg/ml), DMSO, and DMF.
• Sensibilidad: Moisture and light sensitive
• Peso molecular: 606.700 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 606.149 Da
• Monoisotopic Mass: 606.149 Da
• Topological Polar Surface Area: 144.000 Ų
• Heavy Atom Count: 42
• Formal Charge: 0
• Complexity: 1450.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Feixiang Wang, Shengju Zhou, Youxin Zhang, Yijie Wang, Rui Guo, Haibin Xiao, Xiaofeng Sun.  (2023)  Chiral Phosphorescent Carbonized Polymer Dots Relayed Light-Harvesting System for Color-Tunable Circularly Polarized Room Temperature Phosphorescence.  Small,      [PMID:37994220] [10.1002/smll.202306969]

2. Shiyi Che, Jie Wang, Xiaoyuan Ji, Zhiguo Su, Shaomin Wang, Songping Zhang.  (2020)  Positional assembly of multi-enzyme cascade reaction in polyelectrolyte doped microcapsule through electrospray and layer-by-layer assembly.  Synthetic and Systems Biotechnology,      [PMID:32671236] [10.1016/j.synbio.2020.06.010]

3. Wei Gu, Xueyu Pei, Yuxiao Cheng, Cuiling Zhang, Jidong Zhang, Yinghan Yan, Caiping Ding, Yuezhong Xian.  (2017)  Black Phosphorus Quantum Dots as the Ratiometric Fluorescence Probe for Trace Mercury Ion Detection Based on Inner Filter Effect.  ACS Sensors,      [PMID:28723180] [10.1021/acssensors.7b00102]

4. Zan Long, Bingni Jia, Bingqian Jing, Xiaofeng Liu, Ke Tian, Peng Zhang, Bo Feng, Taiping Qing.  (2025)  Effects of chromophoric dissolved organic matter on the optical properties of different fluorescent probes.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:40107137] [10.1016/j.saa.2025.126064]

5. Mengqi Yang, Yuchen Sun, Xiaonan Wang, Jia Wang, Yongwei Liu, Ailing Zhang, Jinglin Shen, Wei Qi.  (2025)  Fabrication of Light-Harvesting Au Nanoclusters System via Sequential Energy Transfer and the Usage as “On/Off” Switchable Logic Gates.  Advanced Optical Materials,      [PMID:] [10.1002/adom.202403539]

6. Yawen Yu, XinLiu Duan, Xiaorong Wang, Mingyan Yang, Ling Weng, Dalei Li, Teng Liu, Baifang Gong, Zhixia Wang, Huaying Fan.  (2025)  Enhanced therapeutic effects of ginseng-derived exosome-like nanoparticles loaded hyaluronic acid injectable hydrogels for breast tumor treatment.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40203921] [10.1016/j.ijbiomac.2025.142914]

7. Shan-Ping Wang, Wen-Wen Dong, Pan-Pan Cao, Xue Tian, Dong-Dong Xu, Jun Zhao, Dong-Sheng Li, Qichun Zhang.  (2025)  Reducing Thermal Quenching in Dye@MOF/BN Phosphors for Highly-Efficient White Light Emitting Diodes (WLEDs).  Advanced Optical Materials,      [PMID:] [10.1002/adom.202500439]

8. Lifei Chen, Xuetao Yan, Tianliang Li, Kaixuan Cui, Lixing Lin, Zeyu Li, Yingying Chen, Zhenzhen Li, Lingyan Feng.  (2026)  Interpretable Active Learning for Discovering G-Quadruplex Deep-Eutectic Circularly Polarized Luminescence Materials With High Dissymmetry Factor and Quantum Yield.  Aggregate,  7  (3): (e70307).  [PMID:] [10.1002/agt2.70307]