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Chemical Structure| 98181-63-6 Chemical Structure| 98181-63-6

Structure of 5(6)-TAMRA
CAS No.: 98181-63-6

Chemical Structure| 98181-63-6

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5(6)-TAMRA contains a carboxylic acid that can be used to react with primary amines via carbodiimide activation of the carboxylic acid. It is a bright, orange-fluorescent dye that produces conjugates with absorption/emission maxima of ~555/580 nm.

Synonyms: 5(6)-Carboxytetramethylrhodamine

4.5 *For Research Use Only !

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Product Citations

Product Citations

Choi, So Ra ; Wang, Hee Myeong ; Shin, Min Hyeon ; Lim, Hyun-Suk ;

Abstract: Steroid receptor coactivator-1 (SRC-1) is a transcription coactivator playing a pivotal role in mediating a wide range of signaling pathways by interacting with related transcription factors and nuclear receptors. Aberrantly elevated SRC-1 activity is associated with cancer metastasis and progression, and therefore, suppression of SRC-1 is emerging as a promising therapeutic strategy. In this study, we developed a novel SRC-1 degrader for targeted degradation of cellular SRC-1. This mol. consists of a selective ligand for SRC-1 and a bulky hydrophobic group. Since the hydrophobic moiety on the protein surface could mimic a partially denatured hydrophobic region of a protein, SRC-1 could be recognized as an unfolded protein and experience the chaperone-mediated degradation in the cells through the ubiquitin-proteasome system (UPS). Our results demonstrate that a hydrophobic-tagged chimeric mol. is shown to significantly reduce cellular levels of SRC-1 and suppress cancer cell migration and invasion. Together, these results highlight that our SRC-1 degrader represents a novel class of therapeutic candidates for targeting cancer metastasis. Moreover, we believe that the hydrophobic tagging strategy would be widely applicable to develop peptide-based protein degraders with enhanced cellular activity.

Keywords: PROTACs ; SRC-1 transcriptional coactivator ; cancer metastasis ; hydrophobic tagging ; proteasomal degradation ; ubiquitination ; ubiquitin–proteasome system

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Product Details of 5(6)-TAMRA

CAS No. :98181-63-6
Formula : C25H22N2O5
M.W : 430.45
SMILES Code : O=C(C1=CC=C(C=C1C2=C3C=CC(N(C)C)=CC3=[O+]C4=C2C=CC(N(C)C)=C4)C(O)=O)[O-].O=C(C5=CC=C(C(C(O)=O)=C5)C6=C7C=CC(N(C)C)=CC7=[O+]C8=C6C=CC(N(C)C)=C8)[O-]
Synonyms :
5(6)-Carboxytetramethylrhodamine
MDL No. :MFCD00467499

Safety of 5(6)-TAMRA

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of 5(6)-TAMRA

RTK

Isoform Comparison

Biological Activity

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02339740 Acute Promyelocytic Leukemia W... More >>ith PML-RARA Less << Phase 3 Recruiting - -
NCT03007147 B Acute Lymphoblastic Leukemia... More >> BCR-ABL1 Fusion Protein Expression Minimal Residual Disease Philadelphia Chromosome Positive T Acute Lymphoblastic Leukemia Untreated Adult Acute Lymphoblastic Leukemia Untreated Childhood Acute Lymphoblastic Leukemia Less << Phase 3 Recruiting June 30, 2026 -
NCT02101853 B Acute Lymphoblastic Leukemia Phase 3 Recruiting - -
NCT02521493 Blasts 5 Percent or More of Bo... More >>ne Marrow Nucleated Cells Childhood Acute Myeloid Leukemia Childhood Myelodysplastic Syndrome Cytopenia Down Syndrome Myeloid Leukemia Associated With Down Syndrome Myeloproliferative Neoplasm Trisomy 21 Trisomy 21 Mosaicism Less << Phase 3 Recruiting - -
NCT02883049 B Acute Lymphoblastic Leukemia... More >> Central Nervous System Leukemia Ph-Like Acute Lymphoblastic Leukemia Testicular Leukemia Untreated Adult Acute Lymphoblastic Leukemia Untreated Childhood Acute Lymphoblastic Leukemia Less << Phase 3 Recruiting - -

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.32mL

0.46mL

0.23mL

11.62mL

2.32mL

1.16mL

23.23mL

4.65mL

2.32mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

References

[1]Fuchs SM, Raines RT. Pathway for polyarginine entry into mammalian cells. Biochemistry. 2004 Mar 9;43(9):2438-44.

[2]Gerber D, Shai Y. Insertion and organization within membranes of the delta-endotoxin pore-forming domain, helix 4-loop-helix 5, and inhibition of its activity by a mutant helix 4 peptide. J Biol Chem. 2000 Aug 4;275(31):23602-7.

[3]Grimm F, Rehman J, Stoldt S, Khan TA, Schlötel JG, Nizamov S, John M, Belov VN, Hell SW. Rhodamines with a Chloronicotinic Acid Fragment for Live Cell Superresolution STED Microscopy*. Chemistry. 2021 Apr 1;27(19):6070-6076

[4]Potter EA, Dolgova EV, Proskurina AS, Efremov YR, Minkevich AM, Rozanov AS, Peltek SE, Nikolin VP, Popova NA, Seledtsov IA, Molodtsov VV, Zavyalov EL, Taranov OS, Baiborodin SI, Ostanin AA, Chernykh ER, Kolchanov NA, Bogachev SS. Gene expression profiling of tumor-initiating stem cells from mouse Krebs-2 carcinoma using a novel marker of poorly differentiated cells. Oncotarget. 2017 Feb 7;8(6):9425-9441

[5]Evans NA, Groarke DA, Warrack J, Greenwood CJ, Dodgson K, Milligan G, Wilson S. Visualizing differences in ligand-induced beta-arrestin-GFP interactions and trafficking between three recently characterized G protein-coupled receptors. J Neurochem. 2001 Apr;77(2):476-85

[6]Leung K. TAMRA-IL-13-Conjugated functionalized gadolinium metallofullerene (Gd3N@C80(OH)-26(CH2CH2COOH)-16). 2011 Sep 4 [updated 2011 Nov 17]. In: Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004–2013

 

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