5-TAMRA - ≥97% , CAS No.91809-66-4

CAS: 91809-66-4 Cat. No.: C272928 分子式: C25H22N2O5 分子量: 430.45 EC番号: 989-222-5
注文可能
GRADE & PURITY ≥97%
Synonyms
2-[3,6-bis(dimethylamino)xanthenium-9-yl]-5-carboxybenzoate | 2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-carboxybenzoate | 5(6)-TAMRA Acid | BCP20413 | AKOS032949753 | BP-23469 | 5-Carboxytetramethyl Rhodamine | AKOS016000326 | DTXSID20376330 | F12248 |
Storage
Protected from light,Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
★
Size
USA
ドイツ (EU)*
Price
Qty
50mg
C272928-50mg
2 在庫あり
—
$52.90
100mg
C272928-100mg
受注生産 · 8~12週間
$84.90
250mg
C272928-250mg
3 在庫あり
—
$168.90
1g
C272928-1g
1 在庫あり
—
$559.90
5g
C272928-5g
1 在庫あり
—
$1,971.90
Enter a quantity for the sizes you want to add.
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Why this grade

≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Store at -20°C,Desiccated Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

概要

Fluorescent Dye Carboxylic Acids and Their Succinimidyl Esters

Succinimidyl esters are proven to be the best reagents for amine modifications because the amide bonds that are formed are essentially identical to, and as stable as the natural peptide bonds. These reagents are generally stable and show good reactivity and selectivity with aliphatic amines.  There are few factors that need be considered when SE compounds are used for conjugation reaction: 

1). Solvents:For the most part, reactive dyes are hydrophobic molecules and should be dissolved in anhydrous dimethylformamide (DMF) or dimethylsulfoxide (DMSO). 

2). Reaction pH:The labeling reactions of amines with succinimidyl esters are strongly pH dependent. Amine-reactive reagents react with non-protonated aliphatic amine groups, including the terminal amines of proteins and the e-amino groups of lysines. Thus amine acylation reactions are usually carried out above pH 7.5. Protein modifications by succinimidyl esters can typically be done at pH 7.5-8.5, whereas isothiocyanates may require a pH 9.0-10.0 for optimal conjugations. 

3).Reaction Buffers:Buffers that contain free amines such as Tris and glycine and thiol compounds must be avoided when using an amine-reactive reagent. Ammonium salts (such as ammonium sulfate and ammonium acetate) that are widely used for protein precipitation must also be removed (such as viadinlysis) before performing dye conjugations. 

4). Reaction Temperature:Most conjugations are done at room temperature. However, either elevated or reduced temperature may be required for a particular labeling reaction.

Features and Biological Applications

5-TAMRA is the purified single isomer of 5(6)-TAMRA. It is widely used to label peptides and proteins. It is preferred for some complicated biological applications where reproducibility is more critical than material cost since the minor positional difference between 5-TAMRA and 6-TAMRA might affect some biological properties of the underlying conjugates.

Product parameter

Ex(nm):541

Em(nm):568

References

1. Evans NA, et al. (2001). Visualizing differences in ligand-induced beta-arrestin-GFP interactions and trafficking between three recently characterized G protein-coupled receptors. J Neurochem77, 476-85.

2. Hahn, M., et al., Influence of fluorophor dye labels on the migration behavior of polymerase chain reaction—amplified short tandem repeats during denaturing capillary electrophoresis.Electrophoresis2001, 22, 2691-700.

3. Yoo H and Juliano RL (2000). Enhanced delivery of antisense oligonucleotides with fluorophore- conjugated PAMAM dendrimers. Nucleic Acids Res28, 4225-31. 

Specifications

同義語
2-[3,6-bis(dimethylamino)xanthenium-9-yl]-5-carboxybenzoate | 2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-carboxybenzoate | 5(6)-TAMRA Acid | BCP20413 | AKOS032949753 | BP-23469 | 5-Carboxytetramethyl Rhodamine | AKOS016000326 | DTXSID20376330 | F12248 |
仕様と純度
≥97%
保管条件
Protected from light,Store at -20°C,Desiccated
入荷
Ice chest + Ice pads
この製品は冷冷この冷このこの製品の運送が必要です。地上およびその他の経済サービスは利用できません。
純度
≥97%
名前と識別子
パブケム・シド504761672
パブケム・シド・ウルhttps://pubchem.ncbi.nlm.nih.gov/substance/504761672
カノニカル・スマイルCN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)C(=O)[O-])C(=O)O
IUPAC Name3-carboxy-4-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]benzoate
InChIKeyYMZMTOFQCVHHFB-UHFFFAOYSA-N
INCHI1S/C25H22N2O5/c1-26(2)15-6-9-18-21(12-15)32-22-13-16(27(3)4)7-10-19(22)23(18)17-8-5-14(24(28)29)11-20(17)25(30)31/h5-13H,1-4H3,(H-,28,29,30,31)
異性体SMILES CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)C(=O)[O-])C(=O)O
WGKドイツ 3
分子量 430.45
Reaxy-Rn 27597948
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=27597948&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
分類Benzopyrans
Subclass1-benzopyrans
Intermediate Tree Nodes Dibenzopyrans
Direct ParentXanthenes
Alternative Parents M-phthalic acid and derivatives  Benzoic acids  Benzoyl derivatives  Dialkylarylamines  Dicarboxylic acids and derivatives  Secondary ketimines  Heteroaromatic compounds  Amino acids  Carboxylic acid salts  Oxacyclic compounds  Carboxylic acids  Hydrocarbon derivatives  Organic oxides  Organic salts  Organic zwitterions  Organooxygen compounds  Organopnictogen compounds  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Xanthene - Meta_phthalic_acid - Benzoic acid or derivatives - Benzoic acid - Benzoyl - Dialkylarylamine - Tertiary aliphatic/aromatic amine - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Heteroaromatic compound - Secondary ketimine - Amino acid or derivatives - Amino acid - Carboxylic acid salt - Tertiary amine - Carboxylic acid derivative - Oxacycle - Carboxylic acid - Organic salt - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic zwitterion - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
説明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 xanthenes
3 D構造
インタラクティブ化学構造モデル





証明書(CoA、COO、BSE/TSEと分析図)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

11 results found

Lot NumberCertificate Type日付商品
I2602028Certificate of AnalysisSep 14, 2026 C272928
C2208267Certificate of AnalysisSep 07, 2026 C272928
C2208268Certificate of AnalysisSep 07, 2026 C272928
L2403237Certificate of AnalysisJun 11, 2026 C272928
J2114486Certificate of AnalysisMay 18, 2026 C272928
F2518147Certificate of AnalysisApr 02, 2026 C272928
F2505032Certificate of AnalysisMar 18, 2026 C272928
B2306914Certificate of AnalysisFeb 04, 2026 C272928
J2307056Certificate of AnalysisJan 20, 2026 C272928
J2114459Certificate of AnalysisMay 11, 2023 C272928
J2114476Certificate of AnalysisMay 11, 2023 C272928

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化学的性質と物理的性質
感度Light and moisture sensitive
引火点(°F)92.5 °C
引火点(°C)92.5°C
分子量430.500 g/mol
XLogP33.200
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass430.153 Da
Monoisotopic Mass430.153 Da
Topological Polar Surface Area92.900 Ų
Heavy Atom Count32
Formal Charge0
Complexity875.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
よくある質問と記事
Citations of This Product
参考文献
1. Yijun Luo, Yuxia Luo, Yuxi Liu, Yin Huang, Ping Yu, Hao Ma, Xinping Li, Zhao Zhang, Cuiling Zhang, Chaohao Chen, Philip A. Gale, Guochen Bao.  (2024)  A Hybrid Strategy to Enhance Small-Sized Upconversion Nanocrystals.  BIOSENSORS & BIOELECTRONICS,      [PMID:39657555] [10.1016/j.bios.2024.117003]
2. Yajing Yang, Fenglin Li, Dayin Sun, Yilan Ye, Zhenzhong Yang.  (2024)  Large-Scale Synthesis of Reactive Janus Inorganic/Polymer Colloidal Dimer.  MACROMOLECULES,      [PMID:] [10.1021/acs.macromol.3c02334]
3. Li Shuo, Xu Bing, Lu Ming-jun, Wu Qian-wen, Qin Wen-qing, Dai Zi-qi, Li Xiao-jiao-yang, Bai Jin-zhao, Lei Hai-min, Liu Run-ping.  (2026)  A sinomenine derivative protects life-threatening inflammatory injuries via covalently binding to a novel allosteric inhibition site of IRF3.  ACTA PHARMACOLOGICA SINICA,      [PMID:41545756] [10.1038/s41401-025-01723-3]
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よくある質問

What is the purity of this product?
This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.
How should this product be stored?
Store at ?20 °C, protected from light, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.
How is this product shipped?
This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 91809-66-4, the molecular formula is C25H22N2O5, and the molecular weight is 430.45 g/mol. InChIKey YMZMTOFQCVHHFB-UHFFFAOYSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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